83327-22-4 (瑞香替西,DAPHNETICIN)

快速询单

结构式：

瑞香替西MOL文件

CAS号：

83327-22-4

中文名称：

瑞香替西

英文名称：

DAPHNETICIN

分子式：

C₂₀H₁₈O₈

分子量：

386.352126598358

植物源：

瑞香

瑞香替西(83327-22-4)名称与标识符

名称

中文别名：

瑞香替西;瑞香新素;瑞香辛;

英文别名：

DAPHNETICIN;9H-pyrano[2,3-f]-1,4-benzodioxin-9-one, 2,3-dihydro-2-(4-hydroxy-3,5-dimethoxyphenyl)-3-(hydroxymethyl)-, (2R,3R)-;2-(4-Hydroxy-3,5-dimethoxyphenyl)-3-hydroxymethyl-2,3-dihydro-1,4,5-trioxophenanthren-6-one;(2R,3R)-2,3-Dihydro-3-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-9H-pyrano[2,3-f]-1,4-benzodioxin-9-one (ACI);9H-Pyrano[2,3-f]-1,4-benzodioxin-9-one, 2,3-dihydro-3-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-, (2R-trans)- (ZCI);DTXSID80232266;(2R,3R)-3-(4-hydroxy-3,5-dimethoxy-phenyl)-2-(hydroxymethyl)-2,3-dihydropyrano[3,2-h][1,4]benzodioxin-9-one;CHEMBL584162;CHEBI:4320;Q27106335;Iso-Daphnetin;(2R,3R)-3-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-2,3-dihydropyrano[3,2-h][1,4]benzodioxin-9-one;83327-22-4;(2R,3R)-3-(4-Hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-2H-[1,4]dioxino[2,3-h]chromen-9(3H)-one;BDBM50198189;AKOS040763762;AC1L4JR8;9H-Pyrano(2,3-f)-1,4-benzodioxin-9-one, 2,3-dihydro-3-(4-hydroxy-3,5-dimethoxyphenyl)-2-(hydroxymethyl)-, (2R,3R)-;C09924;coumarinolignoid;

标识符

InChIKey：

QLFQDIADUIVNRF-CRAIPNDOSA-N

Inchi：

1S/C20H18O8/c1-24-13-7-11(8-14(25-2)17(13)23)18-15(9-21)27-20-12(26-18)5-3-10-4-6-16(22)28-19(10)20/h3-8,15,18,21,23H,9H2,1-2H3/t15-,18-/m1/s1

SMILES：

C([C@@H]1[C@@H](C2C=C(OC)C(O)=C(OC)C=2)OC2C(=C3OC(=O)C=CC3=CC=2)O1)O

瑞香替西(83327-22-4)物化性质

实验特性

溶解度 : 几乎不溶 (0.054 g/L) (25 ºC),
密度 : 1.403±0.06 g/cm3 (20 ºC 760 Torr),

计算特性

精确分子量 : 386.10016753 g/mol
氢键供体数量 : 2
氢键受体数量 : 8
可旋转化学键数量 : 4
同位素质量 : 386.10016753 g/mol
重原子数量 : 28
复杂度 : 581
同位素原子数量 : 0
确定原子立构中心数量 : 2
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） : 2.1
拓扑分子极性表面积 : 104Å²
分子量 : 386.4

瑞香替西(83327-22-4)推荐厂家更多厂家(9)

公司名称	手机号/电话	联系人	QQ	询单
上海赫湃生物科技有限公司	13122891558 18616545970	张硕	1438227360	询单
上海瀚思化工有限公司	18939883912 021-34536277	顾经理	3003949364	询单
上海绩祥生物科技有限公司	13093077543	陆经理	3985448220	询单
成都瑞芬思德丹生物科技有限公司	18981954830 028-82651368	王红霞	2355253622	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
成都乐美天医药科技有限公司	18228097334 028-85003950	华松涛	2885373749	询单
四川维克奇生物科技有限公司	13348961525	杨洋	2851167780	询单
上海源叶生物科技有限公司	15026964105 15026964105	汤思磊	2881489226	询单
上海孚宇生物科技有限公司	15021563149	梁先生	565251642	询单

瑞香替西(83327-22-4)合成路线

合成路线：1 步

477770-84-6

_81%

83327-22-4

反应条件：

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate ; 6 h, rt

参考文献：

First enantioselective synthesis of daphneticin

Ren, Xin Feng; et al, Chinese Chemical Letters, 2003, 14(6), 551-554

合成路线：1 步

104819-91-2

104819-90-1

83327-22-4

反应条件：

1.1 Reagents: Hydrochloric acid Solvents: Acetic acid , Water

参考文献：

Total synthesis of daphneticin, a coumarinolignoid

Tanaka, Hitoshi; et al, Chemical & Pharmaceutical Bulletin, 1986, 34(2), 628-32

合成路线：2 步

104819-89-8

83327-22-4

反应条件：

1.1 Reagents: Lithium borohydride Solvents: Tetrahydrofuran
2.1 Reagents: Hydrochloric acid Solvents: Acetic acid , Water

参考文献：

Total synthesis of daphneticin, a coumarinolignoid

Tanaka, Hitoshi; et al, Chemical & Pharmaceutical Bulletin, 1986, 34(2), 628-32

合成路线：2 步

477770-83-5

83327-22-4

反应条件：

1.1 Reagents: Potassium carbonate Solvents: Methanol ; 3 h, rt
2.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate ; 6 h, rt

参考文献：

First enantioselective synthesis of daphneticin

Ren, Xin Feng; et al, Chinese Chemical Letters, 2003, 14(6), 551-554

合成路线：3 步

104819-87-6

94003-00-6

83327-22-4

反应条件：

1.1 Reagents: Sodium hydride Solvents: Dimethylformamide , Tetrahydrofuran
2.1 Reagents: Lithium borohydride Solvents: Tetrahydrofuran
3.1 Reagents: Hydrochloric acid Solvents: Acetic acid , Water

参考文献：

Total synthesis of daphneticin, a coumarinolignoid

Tanaka, Hitoshi; et al, Chemical & Pharmaceutical Bulletin, 1986, 34(2), 628-32

合成路线：3 步

477770-82-4

477770-79-9

83327-22-4

反应条件：

1.1 Reagents: Triphenylphosphine , Diisopropyl azodicarboxylate Solvents: Tetrahydrofuran ; 24 h, rt
2.1 Reagents: Potassium carbonate Solvents: Methanol ; 3 h, rt
3.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate ; 6 h, rt

参考文献：

First enantioselective synthesis of daphneticin

Ren, Xin Feng; et al, Chinese Chemical Letters, 2003, 14(6), 551-554

合成路线：4 步

104819-86-5

83327-22-4

反应条件：

1.1 Reagents: Aluminum chloride Solvents: Benzene
2.1 Reagents: Sodium hydride Solvents: Dimethylformamide , Tetrahydrofuran
3.1 Reagents: Lithium borohydride Solvents: Tetrahydrofuran
4.1 Reagents: Hydrochloric acid Solvents: Acetic acid , Water

参考文献：

Total synthesis of daphneticin, a coumarinolignoid

Tanaka, Hitoshi; et al, Chemical & Pharmaceutical Bulletin, 1986, 34(2), 628-32

合成路线：4 步

104819-88-7

83327-22-4

反应条件：

1.1 Reagents: Acetic anhydride Solvents: Pyridine
2.1 Reagents: Sodium hydride Solvents: Dimethylformamide , Tetrahydrofuran
3.1 Reagents: Lithium borohydride Solvents: Tetrahydrofuran
4.1 Reagents: Hydrochloric acid Solvents: Acetic acid , Water

参考文献：

Total synthesis of daphneticin, a coumarinolignoid

Tanaka, Hitoshi; et al, Chemical & Pharmaceutical Bulletin, 1986, 34(2), 628-32

合成路线：4 步

477770-81-3

83327-22-4

反应条件：

1.1 Reagents: Potassium carbonate Solvents: Methanol ; 3 h, rt
2.1 Reagents: Triphenylphosphine , Diisopropyl azodicarboxylate Solvents: Tetrahydrofuran ; 24 h, rt
3.1 Reagents: Potassium carbonate Solvents: Methanol ; 3 h, rt
4.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate ; 6 h, rt

参考文献：

First enantioselective synthesis of daphneticin

Ren, Xin Feng; et al, Chinese Chemical Letters, 2003, 14(6), 551-554

合成路线：4 步

65535-51-5

83327-22-4

反应条件：

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate ; 6 h, rt
2.1 Reagents: Triphenylphosphine , Diisopropyl azodicarboxylate Solvents: Tetrahydrofuran ; 24 h, rt
3.1 Reagents: Potassium carbonate Solvents: Methanol ; 3 h, rt
4.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate ; 6 h, rt

参考文献：

First enantioselective synthesis of daphneticin

Ren, Xin Feng; et al, Chinese Chemical Letters, 2003, 14(6), 551-554

合成路线：5 步

486-35-1

100-44-7

83327-22-4

反应条件：

1.1 Reagents: Potassium carbonate Solvents: Dimethylformamide
2.1 Reagents: Sulfuric acid Solvents: Ethanol , Water
3.1 Reagents: Sodium hydride Solvents: Dimethylformamide , Tetrahydrofuran
4.1 Reagents: Lithium borohydride Solvents: Tetrahydrofuran
5.1 Reagents: Hydrochloric acid Solvents: Acetic acid , Water

参考文献：

Total synthesis of daphneticin, a coumarinolignoid

Tanaka, Hitoshi; et al, Chemical & Pharmaceutical Bulletin, 1986, 34(2), 628-32

合成路线：5 步

65535-50-4

108-24-7

83327-22-4

反应条件：

1.1 Solvents: Pyridine ; 24 h, rt
2.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate ; 6 h, rt
3.1 Reagents: Triphenylphosphine , Diisopropyl azodicarboxylate Solvents: Tetrahydrofuran ; 24 h, rt
4.1 Reagents: Potassium carbonate Solvents: Methanol ; 3 h, rt
5.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate ; 6 h, rt

参考文献：

First enantioselective synthesis of daphneticin

Ren, Xin Feng; et al, Chinese Chemical Letters, 2003, 14(6), 551-554

合成路线：5 步

30835-78-0

83327-22-4

反应条件：

1.1 Reagents: Bromine Solvents: Chloroform
2.1 Reagents: Acetic anhydride Solvents: Pyridine
3.1 Reagents: Sodium hydride Solvents: Dimethylformamide , Tetrahydrofuran
4.1 Reagents: Lithium borohydride Solvents: Tetrahydrofuran
5.1 Reagents: Hydrochloric acid Solvents: Acetic acid , Water

参考文献：

Total synthesis of daphneticin, a coumarinolignoid

Tanaka, Hitoshi; et al, Chemical & Pharmaceutical Bulletin, 1986, 34(2), 628-32

合成路线：5 步

477770-80-2

98-59-9

83327-22-4

反应条件：

1.1 Solvents: Pyridine
2.1 Reagents: Potassium carbonate Solvents: Methanol ; 3 h, rt
3.1 Reagents: Triphenylphosphine , Diisopropyl azodicarboxylate Solvents: Tetrahydrofuran ; 24 h, rt
4.1 Reagents: Potassium carbonate Solvents: Methanol ; 3 h, rt
5.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate ; 6 h, rt

参考文献：

First enantioselective synthesis of daphneticin

Ren, Xin Feng; et al, Chinese Chemical Letters, 2003, 14(6), 551-554

合成路线：6 步

623581-05-5

83327-22-4

反应条件：

1.1 Reagents: Methanesulfonamide , AD-mix-β Solvents: tert-Butanol , Water ; 20 h
2.1 Solvents: Pyridine
3.1 Reagents: Potassium carbonate Solvents: Methanol ; 3 h, rt
4.1 Reagents: Triphenylphosphine , Diisopropyl azodicarboxylate Solvents: Tetrahydrofuran ; 24 h, rt
5.1 Reagents: Potassium carbonate Solvents: Methanol ; 3 h, rt
6.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate ; 6 h, rt

参考文献：

First enantioselective synthesis of daphneticin

Ren, Xin Feng; et al, Chinese Chemical Letters, 2003, 14(6), 551-554

合成路线：6 步

65535-49-1

83327-22-4

反应条件：

1.1 Reagents: Sodium hydroxide , Hydrogen peroxide Solvents: 1,4-Dioxane , Water ; 20 min
2.1 Solvents: Pyridine ; 24 h, rt
3.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate ; 6 h, rt
4.1 Reagents: Triphenylphosphine , Diisopropyl azodicarboxylate Solvents: Tetrahydrofuran ; 24 h, rt
5.1 Reagents: Potassium carbonate Solvents: Methanol ; 3 h, rt
6.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate ; 6 h, rt

参考文献：

First enantioselective synthesis of daphneticin

Ren, Xin Feng; et al, Chinese Chemical Letters, 2003, 14(6), 551-554

合成路线：7 步

6748-68-1

100-39-0

83327-22-4

反应条件：

1.1 Reagents: Potassium carbonate ; 24 h
2.1 Reagents: Sodium hydroxide , Hydrogen peroxide Solvents: 1,4-Dioxane , Water ; 20 min
3.1 Solvents: Pyridine ; 24 h, rt
4.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate ; 6 h, rt
5.1 Reagents: Triphenylphosphine , Diisopropyl azodicarboxylate Solvents: Tetrahydrofuran ; 24 h, rt
6.1 Reagents: Potassium carbonate Solvents: Methanol ; 3 h, rt
7.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate ; 6 h, rt

参考文献：

First enantioselective synthesis of daphneticin

Ren, Xin Feng; et al, Chinese Chemical Letters, 2003, 14(6), 551-554

合成路线：7 步

178239-00-4

83327-22-4

反应条件：

1.1 Reagents: Aluminum chloride , Lithium aluminum hydride Solvents: Tetrahydrofuran ; 0.5 h
2.1 Reagents: Methanesulfonamide , AD-mix-β Solvents: tert-Butanol , Water ; 20 h
3.1 Solvents: Pyridine
4.1 Reagents: Potassium carbonate Solvents: Methanol ; 3 h, rt
5.1 Reagents: Triphenylphosphine , Diisopropyl azodicarboxylate Solvents: Tetrahydrofuran ; 24 h, rt
6.1 Reagents: Potassium carbonate Solvents: Methanol ; 3 h, rt
7.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate ; 6 h, rt

参考文献：

First enantioselective synthesis of daphneticin

Ren, Xin Feng; et al, Chinese Chemical Letters, 2003, 14(6), 551-554

合成路线：8 步

反应条件：

1.1 Reagents: Pyridine , Piperidine ; 6 h, reflux
1.2 Reagents: Potassium carbonate ; 24 h
2.1 Reagents: Aluminum chloride , Lithium aluminum hydride Solvents: Tetrahydrofuran ; 0.5 h
3.1 Reagents: Methanesulfonamide , AD-mix-β Solvents: tert-Butanol , Water ; 20 h
4.1 Solvents: Pyridine
5.1 Reagents: Potassium carbonate Solvents: Methanol ; 3 h, rt
6.1 Reagents: Triphenylphosphine , Diisopropyl azodicarboxylate Solvents: Tetrahydrofuran ; 24 h, rt
7.1 Reagents: Potassium carbonate Solvents: Methanol ; 3 h, rt
8.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethyl acetate ; 6 h, rt

参考文献：

First enantioselective synthesis of daphneticin

Ren, Xin Feng; et al, Chinese Chemical Letters, 2003, 14(6), 551-554