82769-76-4 ((S)-3-氨基-3-苯基丙醇,(3S)-3-amino-3-phenylpropan-1-ol)

快速询单

结构式：

(S)-3-氨基-3-苯基丙醇MOL文件

CAS号：

82769-76-4

中文名称：

(S)-3-氨基-3-苯基丙醇

英文名称：

(3S)-3-amino-3-phenylpropan-1-ol

分子式：

C₉H₁₃NO

分子量：

151.205622434616

API：

Dapoxetine

(S)-3-氨基-3-苯基丙醇(82769-76-4)名称与标识符

名称

中文别名：

(S)-3-氨基-3-苯基丙醇;(S)-3-氨基-3-苯基丙醇达泊西汀中间体;(S)-β-苯丙氨醇;2-羟甲基吡咯烷-1-羧酸丁酯;N-(2-羟乙基)(环丙基甲基)胺盐酸盐;S-3-氨基-3-苯丙醇;S-3-氨基-3-苯基-1-丙醇;

英文别名：

(S)-3-Amino-3-phenylpropan-1-ol;(S)-1-Phenyl-3-propanolamine;S-3-amino-3-phenylpropan-1-ol;(3S)-3-amino-3-phenylpropan-1-ol;(S)-3-AMINO-3-PHENYLPROPANOL;DS-1777;AC-071;EN300-188674;AMY12567;AKOS015854099;SEQXIQNPMQTBGN-VIFPVBQESA-N;(S)-1-phenyl-3-hydroxypropylamine;(s)-3-amino-3-phenyl-propan-1-ol;MFCD01311768;CS-W002754;(3S)-3-amino-3-phenyl-1-propanol;(S)-3-Amino-3-phenyl-1-propanol;Q-200035;BCP28027;(s)-3-amino-3-phenyl propan-1-ol;DTXSID90370345;(3S)-3-amino-3-phenyl-propan-1-ol;82769-76-4;SCHEMBL1454854;(s)-3-phenyl-beta-alaninol;(γS)-γ-Aminobenzenepropanol (ACI);Benzenepropanol, γ-amino-, (S)- (ZCI);(-)-3-Amino-3-phenylpropanol;(gammaS)-gamma-Aminobenzenepropanol; (-)-3-Amino-3-phenylpropanol; (3S)-3-Amino-3-phenyl-1-propanol; (S)-3-Amino-3-phenyl-1-propanol; (S)-3-Amino-3-phenylpropanol;A2610;

标识符

MDL：

MFCD01311768

InChIKey：

SEQXIQNPMQTBGN-VIFPVBQESA-N

Inchi：

1S/C9H13NO/c10-9(6-7-11)8-4-2-1-3-5-8/h1-5,9,11H,6-7,10H2/t9-/m0/s1

SMILES：

[C@H](C1C=CC=CC=1)(N)CCO

(S)-3-氨基-3-苯基丙醇(82769-76-4)物化性质

实验特性

LogP : 1.76910
PSA : 46.25000
折射率 : 1.4755 (estimate)
沸点 : 293℃ at 760 mmHg
蒸气压 : 0.0±0.6 mmHg at 25°C
闪点 : 131.0±21.8 °C
颜色与性状 : Colorless to Yellow Liquid
溶解性 : 无可用
密度 : 1.0406 (rough estimate)

计算特性

精确分子量 : 151.10000
氢键供体数量 : 2
氢键受体数量 : 2
可旋转化学键数量 : 3
同位素质量 : 151.1
重原子数量 : 11
复杂度 : 99.7
同位素原子数量 : 0
确定原子立构中心数量 : 1
不确定原子立构中心数量 : 0
确定化学键立构中心数量 : 0
不确定化学键立构中心数量 : 0
共价键单元数量 : 1
疏水参数计算参考值（XlogP） : 0.5
互变异构体数量 : 无
表面电荷 : 0
拓扑分子极性表面积 : 46.2A^2

(S)-3-氨基-3-苯基丙醇(82769-76-4)安全信息

安全说明： S26-S36/37/39-S45
风险术语： R34
危险品标志： C
危险品运输编号： 3259
危害声明：H314;H318
警示性声明：P280;P305+P351+P338;P310;P301+P330+P331
储存条件： 2-8 °C
PackingGroup： Ⅲ
危险类别码： R34：会导致灼伤。
信号词： Danger
HazardClass： 8

(S)-3-氨基-3-苯基丙醇(82769-76-4)海关数据

海关编码：

2922199090

海关数据：

中国海关编码：

2922199090

概述：

2922199090. 其他氨基醇及其醚，酯和它们的盐（但含一种以上含氧基的除外）. 增值税率:17.0%. 退税率:13.0%. 监管条件:无. 最惠国关税:6.5%. 普通关税:30.0%

申报要素：

品名, 成分含量, 用途, 乙醇胺及其盐应报明色度, 乙醇胺及其盐应报明包装

Summary：

2922199090. other amino-alcohols, other than those containing more than one kind of oxygen function, their ethers and esters; salts thereof. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

(S)-3-氨基-3-苯基丙醇(82769-76-4)生产方法和用途

用途：

达泊西汀盐酸盐中间体

(S)-3-氨基-3-苯基丙醇(82769-76-4)推荐厂家更多厂家(78)

公司名称	手机号/电话	联系人	QQ	询单
湖北摆渡化学有限公司	13517219350 13517219350	彭星	1400878899	询单
台州市瑞沣生物科技有限公司	13815602733	陈经理	81446699	询单
钜澜化工科技（青岛）有限公司	13156898909	王经理	421623362	询单
上海吉至生化科技有限公司	18117592386 021-57481218	吉至试剂	3007522982	询单
湖北方德新材料有限公司	18086096695	邱经理	1462312301	询单
深圳菲斯生物科技有限公司	18925202235	周美娇	2850179284	询单
湖北扬信医药科技有限公司	13092795037 0714-3996388	熊磊	3003473323	询单
湖北扬信医药科技有限公司	18071854684 0714-3999001	程舒畅	2885409691	询单
西安德而塔生物科技有限公司	18133906270 18133906270	张女士	2590956145	询单
天门恒昌化工有限公司	15102714773 027-59322316	雷经理	1178380033	询单

(S)-3-氨基-3-苯基丙醇(82769-76-4)合成路线

合成路线：1 步

37088-66-7

_95%

82769-76-4

反应条件：

1.1 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran ; 0 °C; 0 °C → rt; 2 h, rt
1.2 Reagents: Sodium sulfate Solvents: Water ; rt

参考文献：

Short enantioselective routes to (S)-Dapoxetine

Rapolu, Rajesh Kumar; et al, Chemistry & Biology Interface, 2013, 3(1), 50-60

合成路线：1 步

40856-44-8

_96%

82769-76-4

反应条件：

1.1 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran ; 0 °C; 0 °C → reflux; 5 h, reflux; reflux → 0 °C
1.2 Reagents: Sodium hydroxide Solvents: Water ; 0 °C

参考文献：

Synthesis of (S)-dapoxetine by biomethod

Zhang, De-rong; et al, Shengwu Jiagong Guocheng, 2010, 8(2), 13-17

合成路线：1 步

718611-17-7

_89%

82769-76-4

反应条件：

1.1 Reagents: Trifluoroacetic acid Solvents: Dichloromethane ; 30 min, 0 °C; 0 °C → rt; 1.5 h, rt
1.2 Reagents: Triethylamine Solvents: Methanol

参考文献：

An efficient formal synthesis of (S)-dapoxetine from enantiopure 3-hydroxy azetidin-2-one

Chincholkar, Pinak M.; et al, Tetrahedron, 2009, 65(12), 2605-2609

合成路线：1 步

936499-93-3

_95%

82769-76-4

反应条件：

1.1 Reagents: Sodium hydroxide Solvents: Water ; basified, rt

参考文献：

Preparation of enantiomerically pure (R)- and (S)-3-amino-3-phenyl-1-propanol via resolution with immobilized penicillin G acylase

Fadnavis, Nitin W.; et al, Tetrahedron: Asymmetry, 2006, 17(2), 240-244

合成路线：1 步

1608484-79-2

_85%

82769-76-4

反应条件：

1.1 Reagents: Oxygen Catalysts: Iodine Solvents: Tetrahydrofuran , Water ; 50 °C

参考文献：

Iodine mediated deprotection of N-tert-butanesulfinyl amines: a functional group compatible method

Chen, Wen; et al, Chemical Communications (Cambridge, 2014, 50(47), 6259-6262

合成路线：1 步

869468-32-6

_84%

82769-76-4

反应条件：

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate

参考文献：

Highly Efficient, Enantioselective Syntheses of (S)-(+)- and (R)-(-)-Dapoxetine Starting with 3-Phenyl-1-propanol

Kang, Soyeong; et al, Journal of Organic Chemistry, 2010, 75(1), 237-240

合成路线：1 步

869468-32-6

_81%

82769-76-4

反应条件：

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethanol ; 16 h, rt

参考文献：

Syntheses of a Flobufen Metabolite and Dapoxetine Based on Enantioselective Allylation of Aromatic Aldehydes

Hessler, Filip; et al, European Journal of Organic Chemistry, 2014, 2014(12), 2543-2548

合成路线：1 步

888298-33-7

_84%

82769-76-4

反应条件：

1.1 Reagents: Hydrochloric acid Solvents: Water ; 23 h, 50 °C
1.2 Reagents: Ammonium hydroxide ; basified

参考文献：

Lipase-catalyzed resolution of chiral 1,3-amino alcohols: application in the asymmetric synthesis of (S)-dapoxetine

Torre, Oliver; et al, Tetrahedron: Asymmetry, 2006, 17(5), 860-866

合成路线：1 步

1159278-53-1

_81%

82769-76-4

反应条件：

1.1 Reagents: Tributylstannane Catalysts: Azobisisobutyronitrile Solvents: Toluene ; rt; rt → reflux; 6 h, reflux
1.2 Reagents: Trifluoroacetic acid Solvents: Tetrahydrofuran ; 10 °C; 5 h, rt
1.3 Reagents: Sodium hydroxide Solvents: Water ; 0 °C

参考文献：

A stereoselective synthesis of (S)-dapoxetine starting from trans-cinnamyl alcohol

Venkatesan, K.; et al, ARKIVOC (Gainesville, 2008, (16), 302-310

合成路线：1 步

3082-69-7

_74%

82769-76-4

反应条件：

1.1 Reagents: Lithium aluminum hydride

参考文献：

High asymmetric induction in the 1,3-dipolar cycloaddition of (R)-(+)-p-tolyl vinyl sulfoxide with acyclic nitrones

Koizumi, Toru; et al, Journal of Organic Chemistry, 1982, 47(20), 4004-5

合成路线：1 步

126568-44-3

_52%

82769-76-4

反应条件：

1.1 Reagents: Hydrochloric acid Solvents: Water ; overnight, reflux
1.2 Reagents: Sodium hydroxide Solvents: Water ; basified
1.3 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran ; 0 °C; 0 °C → rt; overnight, reflux
1.4 Reagents: Sodium hydroxide Solvents: Water

参考文献：

Kinetic and NMR spectroscopic studies of chiral mixed sodium/lithium amides used for the deprotonation of cyclohexene oxide

Sott, Richard; et al, Chemistry - A European Journal, 2005, 11(16), 4785-4792

合成路线：2 步

126568-44-3

82769-76-4

反应条件：

1.1 Reagents: Hydrochloric acid Solvents: Methanol , Water ; rt; 1 h, rt; 5 h, rt → reflux
1.2 Reagents: Triethylamine Solvents: Ethanol ; 15 min
2.1 Reagents: Sodium triacetoxyborohydride Solvents: Tetrahydrofuran ; 10 min, 0 °C
2.2 Reagents: Boron trifluoride etherate ; 0 °C; 5 h, 0 °C
2.3 Reagents: Methanol ; 0 °C

参考文献：

Synthesis of Dapoxetine

Ning, Yan-shi; et al, Huaxue Shiji, 2015, 37(2), 185-188

合成路线：1 步

908290-50-6

82769-76-4

反应条件：

1.1 Reagents: Sodium hydroxide Solvents: Ethanol , Water ; 18 h, reflux

参考文献：

Scope and computational insights into enantioselective C-H amination through silver-catalyzed nitrene transfer

Schroeder, Emily Z.; et al, ChemRxiv, 2023, 1, 1-10

合成路线：2 步

1067647-06-6

82769-76-4

反应条件：

1.1 Reagents: Lithium aluminum hydride Solvents: Tetrahydrofuran ; 0 °C → rt; rt
1.2 Reagents: Sodium sulfate Solvents: Water ; 1 h, rt
2.1 Reagents: Trifluoroacetic acid Solvents: Dichloromethane ; 30 min, 0 °C; 0 °C → rt; 1.5 h, rt
2.2 Reagents: Triethylamine Solvents: Methanol

参考文献：

An efficient formal synthesis of (S)-dapoxetine from enantiopure 3-hydroxy azetidin-2-one

Chincholkar, Pinak M.; et al, Tetrahedron, 2009, 65(12), 2605-2609

(S)-3-氨基-3-苯基丙醇(82769-76-4)上下游

(S)-N-叔丁氧羰基-3-氨基-3-苯基丙-1-醇 (S)-3-二甲基氨基-3-苯丙醇

(S)-3-氨基-3-苯基丙醇(82769-76-4)相关文献

1. Biocatalytic routes to anti-viral agents and their synthetic intermediates
Sjoerd Slagman,Wolf-Dieter Fessner Chem. Soc. Rev. 2021 50 1968
2. Biocatalytic routes to anti-viral agents and their synthetic intermediates
Sjoerd Slagman,Wolf-Dieter Fessner Chem. Soc. Rev. 2021 50 1968

(S)-3-氨基-3-苯基丙醇(82769-76-4)参考资料

Reaxys RN：

PubChem CID：

2734520

(S)-3-氨基-3-苯基丙醇(82769-76-4) MSDS

基础信息

Name:	(S)-3-Amino-3-Phenylpropan-1-ol 95% (98% E.E.) Material Safety Data Sheet
Synonym:	None Known
CAS:	82769-76-4

Section 1 - Chemical Product ? MSDS Name:(S)-3-Amino-3-Phenylpropan-1-ol 95% (98% E.E.) Material Safety Data Sheet
Synonym:None Known

Section 2 - COMPOSITION, INFORMATION ON INGREDIENTS

CAS#	Chemical Name	content	EINECS#
82769-76-4	(S)-3-Amino-3-Phenylpropan-1-ol	95%	unlisted

Hazard Symbols: C
Risk Phrases: 34

Section 3 - HAZARDS IDENTIFICATION
? EMERGENCY OVERVIEW
Causes burns.Air sensitive.Corrosive.
Potential Health Effects
Eye:
Causes eye burns. May cause chemical conjunctivitis and corneal damage.
Skin:
Causes skin burns. May cause skin rash (in milder cases), and cold and clammy skin with cyanosis or pale color.
Ingestion:
May cause severe and permanent damage to the digestive tract. Causes gastrointestinal tract burns. May cause perforation of the digestive tract. May cause systemic effects.
Inhalation:
Causes chemical burns to the respiratory tract. Aspiration may lead to pulmonary edema. May cause systemic effects.
Chronic:
Effects may be delayed.

Section 4 - FIRST AID MEASURES
? Eyes: Get medical aid immediately. Do NOT allow victim to rub eyes or keep eyes closed. Extensive irrigation with water is required (at least 30 minutes).
Skin:
Get medical aid immediately. Immediately flush skin with plenty of water for at least 15 minutes while removing contaminated clothing and shoes. Wash clothing before reuse. Destroy contaminated shoes.
Ingestion:
Never give anything by mouth to an unconscious person. Get medical aid immediately. Do NOT induce vomiting. If conscious and alert, rinse mouth and drink 2-4 cupfuls of milk or water.
Inhalation:
Get medical aid immediately. Remove from exposure and move to fresh air immediately. If breathing is difficult, give oxygen. Do NOT use mouth-to-mouth resuscitation. If breathing has ceased apply artificial respiration using oxygen and a suitable mechanical device such as a bag and a mask.
Notes to Physician:
Treat symptomatically and supportively.

Section 5 - FIRE FIGHTING MEASURES
? General Information:
As in any fire, wear a self-contained breathing apparatus in pressure-demand, MSHA/NIOSH (approved or equivalent), and full protective gear. During a fire, irritating and highly toxic gases may be generated by thermal decomposition or combustion. Vapors may be heavier than air. They can spread along the ground and collect in low or confined areas. Runoff from fire control or dilution water may cause pollution.
Extinguishing Media:
Use water spray, dry chemical, carbon dioxide, or chemical foam.

Section 6 - ACCIDENTAL RELEASE MEASURES
? General Information: Use proper personal protective equipment as indicated in Section 8.
Spills/Leaks:
Absorb spill with inert material (e.g. vermiculite, sand or earth), then place in suitable container. Avoid runoff into storm sewers and ditches which lead to waterways. Clean up spills immediately, observing precautions in the Protective Equipment section. Provide ventilation. Place under an inert atmosphere.

Section 7 - HANDLING and STORAGE
? Handling:
Do not breathe dust, vapor, mist, or gas. Do not get in eyes, on skin, or on clothing. Keep container tightly closed. Do not ingest or inhale. Handle under an inert atmosphere. Store protected from air.
Use only in a chemical fume hood. Discard contaminated shoes.
Storage:
Store in a cool, dry place. Store in a tightly closed container.
Corrosives area. Do not expose to air. Store under an inert atmosphere.

Section 8 - EXPOSURE CONTROLS, PERSONAL PROTECTION
? Engineering Controls:
Facilities storing or utilizing this material should be equipped with an eyewash facility and a safety shower. Use adequate ventilation to keep airborne concentrations low.
Exposure Limits CAS# 82769-76-4: Personal Protective Equipment Eyes: Wear appropriate protective eyeglasses or chemical safety goggles as described by OSHA's eye and face protection regulations in 29 CFR 1910.133 or European Standard EN166.
Skin:
Wear appropriate protective gloves to prevent skin exposure.
Clothing:
Wear appropriate protective clothing to prevent skin exposure.
Respirators:
Follow the OSHA respirator regulations found in 29 CFR 1910.134 or European Standard EN 149. Use a NIOSH/MSHA or European Standard EN 149 approved respirator if exposure limits are exceeded or if irritation or other symptoms are experienced.

Section 9 - PHYSICAL AND CHEMICAL PROPERTIES
?
Physical State: Liquid
Color: Not available.
Odor: Not available.
pH: Not available.
Vapor Pressure: Not available.
Viscosity: Not available.
Boiling Point: Not available.
Freezing/Melting Point: Not available.
Autoignition Temperature: Not available.
Flash Point: Not available.
Explosion Limits, lower: Not available.
Explosion Limits, upper: Not available.
Decomposition Temperature:
Solubility in water:
Specific Gravity/Density:
Molecular Formula: C9H13NO
Molecular Weight: 151.21

Section 10 - STABILITY AND REACTIVITY
? Chemical Stability:
Stable at room temperature in closed containers under normal storage and handling conditions. Air sensitive.
Conditions to Avoid:
Incompatible materials, exposure to air.
Incompatibilities with Other Materials:
Oxidizing agents.
Hazardous Decomposition Products:
Nitrogen oxides, carbon monoxide, carbon dioxide.
Hazardous Polymerization: Has not been reported.

Section 11 - TOXICOLOGICAL INFORMATION
? RTECS#:
CAS# 82769-76-4 unlisted.
LD50/LC50:
Not available.
Carcinogenicity:
(S)-3-Amino-3-Phenylpropan-1-ol - Not listed by ACGIH, IARC, or NTP.

Section 12 - ECOLOGICAL INFORMATION
? Ecotoxicity:
Fish: Pseudomonas putida:

Section 13 - DISPOSAL CONSIDERATIONS
? Dispose of in a manner consistent with federal, state, and local regulations.

Section 14 - TRANSPORT INFORMATION
?
IATA
Shipping Name: CORROSIVE LIQUID, BASIC, ORGANIC, N.O.S.*
Hazard Class: 8
UN Number: 3267
Packing Group: III
IMO
Shipping Name: CORROSIVE LIQUID, BASIC, ORGANIC, N.O.S.
Hazard Class: 8
UN Number: 3267
Packing Group: III
RID/ADR
Shipping Name: Not regulated.
Hazard Class:
UN Number:
Packing group:

Section 15 - REGULATORY INFORMATION
?
European/International Regulations
European Labeling in Accordance with EC Directives
Hazard Symbols: C
Risk Phrases:
R 34 Causes burns.
Safety Phrases:
S 26 In case of contact with eyes, rinse immediately
with plenty of water and seek medical advice.
S 36/37/39 Wear suitable protective clothing, gloves
and eye/face protection.
S 45 In case of accident or if you feel unwell, seek
medical advice immediately (show the label where
possible).
WGK (Water Danger/Protection)
CAS# 82769-76-4: No information available.
Canada
None of the chemicals in this product are listed on the DSL/NDSL list.
CAS# 82769-76-4 is not listed on Canada's Ingredient Disclosure List.
US FEDERAL
TSCA
CAS# 82769-76-4 is not listed on the TSCA inventory.
It is for research and development use only.

SECTION 16 - ADDITIONAL INFORMATION
N/A