81132-44-7 (2-甲基-D-丝氨酸,a-Methyl-D-serine)

快速询单

结构式：

2-甲基-D-丝氨酸MOL文件

CAS号：

81132-44-7

中文名称：

2-甲基-D-丝氨酸

英文名称：

a-Methyl-D-serine

分子式：

C₄H₉NO₃

分子量：

119.119161367416

2-甲基-D-丝氨酸(81132-44-7)名称与标识符

名称

中文别名：

2-甲基-D-丝氨酸;(R)-2-氨基-2-甲基-3-羟基丙酸;(-)-2-甲基-D-丝氨酸;2-甲基-L-丝氨酸;N,N,N',N'-四甲基-2,2-二甲基-1,3-丙二胺;D-alpha-甲基丝氨酸,(R)-2-氨基-2-甲基-3-羟基丙酸;

英文别名：

(R)-2-Amino-2-methyl-3-hydroxypropanoic acid;2-Methyl-D-serine;α-Methyl-D-serine;(-)-2-Methyl-D-serine;(2R)-2-amino-3-hydroxy-2-methylpropanoic acid;D-SERINE, 2-METHYL-;AS-56932;(R)-2-AMINO-3-HYDROXY-2-METHYLPROPANOIC ACID;(R)-(-)-2-Amino-3-hydroxy-2-methylpropionic Acid;(-)-(r)-alpha-methylserine;H-2-Me-D-Ser-OH;81132-44-7;?-Methyl-D-serine;A inverted exclamation mark-Methyl-D-Ser;ALPHA-METHYL-D-SER;(R)-2-methylserine;alpha -Methyl-D-serine;MFCD00145210;AS-38121;CHEBI:134205;(R)-2-Amino-2-methyl-3-hydroxypropanoicacid;CS-0136603;H--Me-D-Ser-OH;F15126;ALPHA-METHYL-D-SERINE;AC-3443;2-methyl-d-ser;AKOS006342337;a-methyl-d-serine;(2R)-2-amino-3-hydroxy-2-methylpropionic acid;AB03932;C02115;(R)-alpha-MeSer;2-Methyl-D-serine (H-D-aMeSer-OH);DTXSID60331428;A840050;CDUUKBXTEOFITR-SCSAIBSYSA-N;H-alpha-Me-D-Ser-OH;(2R)-2-ammonio-3-hydroxy-2-methylpropanoate;SCHEMBL161672;BCP10469;2-Methyl-D-serine (ACI);D-2-Methylserine;D-α-Methylserine;5DV2ZZJ5JK;

标识符

MDL：

MFCD00145210

InChIKey：

CDUUKBXTEOFITR-SCSAIBSYSA-N

Inchi：

1S/C4H9NO3/c1-4(5,2-6)3(7)8/h6H,2,5H2,1H3,(H,7,8)/t4-/m1/s1

SMILES：

[C@](N)(C)(CO)C(=O)O

2-甲基-D-丝氨酸(81132-44-7)物化性质

实验特性

LogP : -0.51900
PSA : 83.55000
折射率 : 1.4183 (estimate)
沸点 : 222.38°C (rough estimate)
熔点 : 286-288 ºC
蒸气压 : 0.0±1.7 mmHg at 25°C
闪点 : 162.9±25.1 °C
颜色与性状 : 无可用
溶解性 : 无可用
比旋光度 : -3.3 º (c=5,6N HCl 25 ºC)
密度 : 1.3126 (rough estimate)

计算特性

精确分子量 : 119.05800
氢键供体数量 : 3
氢键受体数量 : 4
可旋转化学键数量 : 2
同位素质量 : 119.058
重原子数量 : 8
复杂度 : 97.9
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） : -3.2
表面电荷 : 0
拓扑分子极性表面积 : 88

2-甲基-D-丝氨酸(81132-44-7)安全信息

安全说明： S26-S37/39
风险术语： R36/37/38
危险品标志： Xi
危害声明：H303+H313+H333
警示性声明：P264+P280+P305+P351+P338+P337+P313
储存条件： 4°C条件下存储,-4摄氏度存储更佳
危险类别码： R36/37/38
信号词： warning

2-甲基-D-丝氨酸(81132-44-7)海关数据

海关编码：

2922509090

海关数据：

中国海关编码：

2922509090

概述：

2922509090. 其他氨基醇酚、氨基酸酚及其他含氧基氨基化合物. 增值税率:17.0%. 退税率:13.0%. 监管条件：AB. 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

监管条件：

A.入境货物通关单
B.出境货物通关单

检验检疫类别：

R.进口食品卫生监督检验
S.出口食品卫生监督检验

Summary：

2922509090. other amino-alcohol-phenols, amino-acid-phenols and other amino-compounds with oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:30.0%

2-甲基-D-丝氨酸(81132-44-7)推荐厂家更多厂家(21)

公司名称	手机号/电话	联系人	QQ	询单
上海一基实业有限公司	13311756131 021-60548336 QQ：2355265332 QQ:2851717387	胡经理	2355265332	询单
上海瀚思化工有限公司	18939883912 021-34536277	顾经理	3003949364	询单
上海甄准生物科技有限公司	13816009161 021-68920155	姜经理13816009161	3001086693	询单
深圳市瑞吉特生物科技有限公司	15813841136 0755-89459231	钦先生	1029374309	询单
金锦乐（湖南）化学有限公司		金锦乐	1226360695	询单
赫澎（上海）生物科技有限公司	13122891558 186-16545970	张硕	3418426269	询单
赫澎（上海）生物科技有限公司	13122891558 186-16545970	张硕	3418426269	询单
赫澎（上海）生物科技有限公司	13122891558 186-16545970	张硕	3418426269	询单
江苏艾康生物医药研发有限公司	18795912720 025-66061636	杨情情	3004779232	询单
上海吉至生化科技有限公司	18117592386 021-57481218	吉至试剂	3007522982	询单

2-甲基-D-丝氨酸(81132-44-7)合成路线

合成路线：1 步

113312-55-3

_100%

81132-44-7

反应条件：

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethanol ; 3.5 h, rt

参考文献：

Chemoenzymatic synthesis of α-substituted serines via enantiodivergent transformation

Sano, Shigeki; et al, Open Organic Chemistry Journal, 2009, 3, 22-34

合成路线：1 步

356048-04-9

_99%

81132-44-7

反应条件：

1.1 Reagents: Potassium hydroxide Solvents: Methanol , Water ; 10 min, rt
1.2 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol ; overnight, rt

参考文献：

Enantioselective Synthesis of α-Methyl-D-cysteine and Lanthionine Building Blocks via α-Methyl-D-serine-β-lactone

Smith, Nicole D.; et al, Organic Letters, 2003, 5(7), 1035-1037

合成路线：1 步

356048-04-9

_83%

81132-44-7

反应条件：

1.1 Reagents: Hydrochloric acid Solvents: Water
1.2 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol

参考文献：

Enantioselective synthesis of (S)- and (R)-α-methylserines: application to the synthesis of (S)- and (R)-N-Boc-N,O-isopropylidene-α-methylserinals

Avenoza, A.; et al, Tetrahedron: Asymmetry, 2001, 12(6), 949-957

合成路线：1 步

178756-55-3

_97%

81132-44-7

反应条件：

1.1 Reagents: Ozone Solvents: Ethyl acetate
1.2 Reagents: Hydrochloric acid Solvents: Water

参考文献：

Novel and efficient transformation of α-amino nitriles to α-imino and α-amido nitriles in asymmetric Strecker synthesis

Namba, K.; et al, Tetrahedron Letters, 2001, 42(22), 3733-3736

合成路线：1 步

178756-55-3

_84%

81132-44-7

反应条件：

1.1 Reagents: Triethylamine , tert-Butyl hypochlorite
1.2 Reagents: Hydrochloric acid Solvents: Water

参考文献：

Asymmetric synthesis of α,α-disubstituted α-amino acids

Ohfune, Yasufumi; et al, Pure and Applied Chemistry, 1996, 68(3), 645-648

合成路线：2 步

178756-55-3

81132-44-7

参考文献：

Product subclass 7: 2-aminoalkanoic acids (α-amino acids)

Wolkenberg, S. E.; et al, Science of Synthesis, 2006, 20, 385-482

合成路线：1 步

1059607-24-7

_92%

81132-44-7

反应条件：

1.1 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran , Water ; 6 h, 90 °C
1.2 Reagents: (±)-Propylene oxide Solvents: Ethanol ; 30 min, rt

参考文献：

A concise synthesis of (+)-conagenin and its isomer using chiral tricyclic iminolactones

Wang, Hai-Fei; et al, Tetrahedron: Asymmetry, 2008, 19(13), 1630-1635

合成路线：1 步

1059607-25-8

_92%

81132-44-7

反应条件：

1.1 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran , Water ; 4 h, 90 °C
1.2 Reagents: (±)-Propylene oxide Solvents: Ethanol ; 30 min, rt

参考文献：

A concise synthesis of (+)-conagenin and its isomer using chiral tricyclic iminolactones

Wang, Hai-Fei; et al, Tetrahedron: Asymmetry, 2008, 19(13), 1630-1635

合成路线：1 步

135972-17-7

_91%

81132-44-7

反应条件：

1.1 Reagents: Hydrochloric acid Solvents: Methanol , Water

参考文献：

Preparative asymmetric synthesis of (R)- and (S)-α-methylserine via nickel(II) complex with the Schiff base of α-alanine and (S)-2-[(N-benzylprolyl)amino]benzophenone

Belokon, Yu. N.; et al, Izvestiya Akademii Nauk SSSR, 1991, (5), 1175-80

合成路线：1 步

135909-03-4

_67%

81132-44-7

反应条件：

1.1 Reagents: Hydrochloric acid Solvents: Methanol , Water
1.2 Reagents: Ammonium hydroxide Solvents: Water

参考文献：

Asymmetric synthesis of (S)- and (R)-α-methylserine based on the chiral recyclable reagent (S)-N-(2-benzoylphenyl)-1-benzylpyrrolidine-2-carboxamide

Belokon', Yu. N.; et al, Russian Chemical Bulletin (Translation of Izvestiya Akademii Nauk, 2001, 50(6), 1037-1040

合成路线：1 步

445283-77-2

_64%

81132-44-7

反应条件：

1.1 Reagents: Hydrogen Catalysts: Palladium dihydroxide Solvents: Methanol ; 5 d, 70 psi, rt
1.2 Reagents: Sodium hydroxide Solvents: Ethanol , Water ; 1 h, rt
1.3 Reagents: Hydrochloric acid Solvents: Water ; pH 1, rt

参考文献：

Stereoselective addition of organometallic reagents to a chiral acyclic nitrone derived from L-erythrulose

Murga, Juan; et al, Tetrahedron: Asymmetry, 2005, 16(10), 1807-1816

合成路线：1 步

445283-77-2

_64%

81132-44-7

反应条件：

1.1 Reagents: Hydrogen Catalysts: Palladium dihydroxide
1.2 Reagents: Sodium hydroxide Solvents: Ethanol , Water

参考文献：

Synthesis of α,α-disubstituted α-amino acid derivatives in enantiopure form via stereoselective addition of Grignard reagents to a chiral acyclic nitrone derived from L-erythrulose

Portoles, Raul; et al, Synlett, 2002, (5), 711-714

合成路线：1 步

188909-51-5

_55%

81132-44-7

反应条件：

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol

参考文献：

Stereoselective synthesis of α-substituted serines from protected erythrulose oximes

Carda, M.; et al, Tetrahedron: Asymmetry, 1998, 9(10), 1703-1712

合成路线：1 步

188909-49-1

_50%

81132-44-7

反应条件：

1.1 Reagents: Sodium hydroxide Solvents: Ethanol , Water
1.2 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol

参考文献：

Diastereoselective additions of organolithium reagents to the C=N bond of protected erythrulose oxime ethers. Synthesis of enantiopure α,α-disubstituted α-amino acids

Marco, J. Alberto; et al, Tetrahedron Letters, 1997, 38(10), 1841-1844

合成路线：2 步

188909-49-1

81132-44-7

反应条件：

1.1 Reagents: Sodium hydroxide Solvents: Ethanol , Water
2.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol

参考文献：

Stereoselective synthesis of α-substituted serines from protected erythrulose oximes

Carda, M.; et al, Tetrahedron: Asymmetry, 1998, 9(10), 1703-1712

合成路线：1 步

132839-93-1

81132-44-7

反应条件：

1.1 Reagents: Sodium borohydride Solvents: Tetrahydrofuran
1.2 Reagents: Acetic anhydride Solvents: Water

参考文献：

Completely regioselective hydroformylation of methyl N-acetamidoacrylate by chiral rhodium phosphine catalysts

Gladiali, Serafino; et al, Tetrahedron: Asymmetry, 1990, 1(10), 693-6

合成路线：1 步

178756-56-4

81132-44-7

参考文献：

Product subclass 7: 2-aminoalkanoic acids (α-amino acids)

Wolkenberg, S. E.; et al, Science of Synthesis, 2006, 20, 385-482

合成路线：2 步

1059607-16-7

50-00-0

81132-44-7

反应条件：

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ; 10 min, -78 °C; 30 min, -78 °C
1.2 Reagents: 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone
1.3 Solvents: Tetrahydrofuran ; 10 min, -78 °C; 2 h, -78 °C
1.4 Reagents: Ammonium chloride Solvents: Water ; -78 °C → rt
2.1 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran , Water ; 4 h, 90 °C
2.2 Reagents: (±)-Propylene oxide Solvents: Ethanol ; 30 min, rt

参考文献：

A concise synthesis of (+)-conagenin and its isomer using chiral tricyclic iminolactones

Wang, Hai-Fei; et al, Tetrahedron: Asymmetry, 2008, 19(13), 1630-1635

合成路线：2 步

1059607-22-5

50-00-0

81132-44-7

反应条件：

1.1 Reagents: Lithium diisopropylamide Solvents: Tetrahydrofuran ; 10 min, -78 °C; 30 min, -78 °C
1.2 Reagents: 1,3-Dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone
1.3 Solvents: Tetrahydrofuran ; 10 min, -78 °C; 2 h, -78 °C
1.4 Reagents: Ammonium chloride Solvents: Water ; -78 °C → rt
2.1 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran , Water ; 6 h, 90 °C
2.2 Reagents: (±)-Propylene oxide Solvents: Ethanol ; 30 min, rt

参考文献：

A concise synthesis of (+)-conagenin and its isomer using chiral tricyclic iminolactones

Wang, Hai-Fei; et al, Tetrahedron: Asymmetry, 2008, 19(13), 1630-1635

合成路线：2 步

119905-71-4

50-00-0

81132-44-7

反应条件：

1.1 Reagents: Sodium methoxide Solvents: Methanol
2.1 Reagents: Hydrochloric acid Solvents: Methanol , Water

参考文献：

Preparative asymmetric synthesis of (R)- and (S)-α-methylserine via nickel(II) complex with the Schiff base of α-alanine and (S)-2-[(N-benzylprolyl)amino]benzophenone

Belokon, Yu. N.; et al, Izvestiya Akademii Nauk SSSR, 1991, (5), 1175-80

合成路线：2 步

1207435-99-1

81132-44-7

反应条件：

1.1 Reagents: Hydrochloric acid Solvents: Tetrahydrofuran , Water ; rt; 21 h, reflux
2.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethanol ; 3.5 h, rt

参考文献：

Chemoenzymatic synthesis of α-substituted serines via enantiodivergent transformation

Sano, Shigeki; et al, Open Organic Chemistry Journal, 2009, 3, 22-34

合成路线：2 步

反应条件：

1.1 Solvents: Isopropanol
2.1 Reagents: Triethylamine , tert-Butyl hypochlorite
2.2 Reagents: Hydrochloric acid Solvents: Water

参考文献：

Asymmetric synthesis of α,α-disubstituted α-amino acids

Ohfune, Yasufumi; et al, Pure and Applied Chemistry, 1996, 68(3), 645-648

合成路线：2 步

188909-47-9

334-88-3

81132-44-7

反应条件：

1.1 Reagents: p-Toluenesulfonic acid , 1,2-Ethanedithiol Solvents: Chloroform
1.2 Reagents: Sodium periodate Solvents: Tetrahydrofuran , Water
1.3 Reagents: Sodium chlorite Solvents: tert-Butanol , Water
1.4 -
2.1 Reagents: Sodium hydroxide Solvents: Ethanol , Water
2.2 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol

参考文献：

Diastereoselective additions of organolithium reagents to the C=N bond of protected erythrulose oxime ethers. Synthesis of enantiopure α,α-disubstituted α-amino acids

Marco, J. Alberto; et al, Tetrahedron Letters, 1997, 38(10), 1841-1844

合成路线：2 步

35356-70-8

630-08-0

81132-44-7

反应条件：

1.1 Reagents: Hydrogen Catalysts: Carbonylhydridotris(triphenylphosphine)rhodium , (-)-DIOP Solvents: Methyl ethyl ketone
2.1 Reagents: Sodium borohydride Solvents: Tetrahydrofuran
2.2 Reagents: Acetic anhydride Solvents: Water

参考文献：

Completely regioselective hydroformylation of methyl N-acetamidoacrylate by chiral rhodium phosphine catalysts

Gladiali, Serafino; et al, Tetrahedron: Asymmetry, 1990, 1(10), 693-6