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八倾吲嗪三醇

八倾吲嗪三醇

CAS号：72741-87-8

英文名：swainsonine

分子式

C8H15NO3

熔点

148-149ºC

密度

1.38 g/cm3

分子量

173.21

沸点

353.3ºC at 760 mmHg

溶解度

信号词

Warning

危险品标志

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化合物简介

Swainsonine is an indolizidine alkaloid. It is a potent inhibitor of Golgi alpha-mannosidase II, an immunomodulator, and a potential chemotherapy drug. As a toxin in locoweed (likely its primary toxin) it also is a significant cause of economic losses in livestock industries, particularly in North America.

基本信息

中文名称

八倾吲嗪三醇

英文名称

swainsonine

中文别名

D-苦马豆素、(1S,2R,8R,8AR)-1,2,8-八氢吲哚啶三醇、苦马豆素

英文别名

8A,B-INDOLIZIDINE-1,2A,8B-TRIOL、(1S,2R,8R,8aR)-octahydro-1,2,8-indolizinetriol、Tridolgosir、(1S,2R,8R,8aR)-octahydroindolizine-1,2,8-triol、swainsonine synthetic、SwainMoia、D-Swainsonine、SWAINSONINE

CAS号

72741-87-8

分子式

C8H15NO3

分子量

173.21

精确质量

173.105

PSA

63.93

LOGP

-1.515

编号系统

UNII

RSY4RK37KQ

物化性质

外观与性状

冻干的粉末

密度

1.38 g/cm3

沸点

353.3ºC at 760 mmHg

熔点

148-149ºC

闪点

209.7ºC

折射率

1.608

储存条件

2-8ºC

安全信息

安全说明

S36

危险类别码

R20/21/22

危险品标志

Xn

危险标志

GHS07

信号词

Warning

危险性防范说明

P280

危险性描述

H302; H312; H332

合成路线

(-)-8-benzyloxy-swainsonine

(-)-8-benzyloxy-swainsonine

八倾吲嗪三醇

八倾吲嗪三醇

上游原料

共找到264个上游原料 >

Acetic acid (1S,2R,8R,8aR)-1,2-diacetoxyoctahydroindolizin-8-yl ester

Acetic acid (1S,2R,8R,8aR)-1,2-diacetoxyoctahydroindolizin-8-yl ester

1-(furan-2-yl)-4-hydroxybutan-1-one

1-(furan-2-yl)-4-hydroxybutan-1-one

methyl 3-acetamido-4,6-O-benzylidene-3-deoxy-2-O-mesyl-α-D-glucopyranoside

methyl 3-acetamido-4,6-O-benzylidene-3-deoxy-2-O-mesyl-α-D-glucopyranoside

4-(tert-butyldimethylsilyloxy)-1-(furan-2-yl)butan-1-one

4-(tert-butyldimethylsilyloxy)-1-(furan-2-yl)butan-1-one

(1S,2R,8R,8aS)-8-((tert-butyldimethylsilyl)oxy)octahydroindolizine-1,2-diol

(1S,2R,8R,8aS)-8-((tert-butyldimethylsilyl)oxy)octahydroindolizine-1,2-diol

(1S,2R,8R,8aR)-octahydro-8-hydroxy-1,2-bis(phenylmethoxy)indolizine

(1S,2R,8R,8aR)-octahydro-8-hydroxy-1,2-bis(phenylmethoxy)indolizine

上游原料

Acetic acid (1S,2R,8R,8aR)-1,2-diacetoxyoctahydroindolizin-8-yl ester 1-(furan-2-yl)-4-hydroxybutan-1-one methyl 3-acetamido-4,6-O-benzylidene-3-deoxy-2-O-mesyl-α-D-glucopyranoside 4-(tert-butyldimethylsilyloxy)-1-(furan-2-yl)butan-1-one (1S,2R,8R,8aS)-8-((tert-butyldimethylsilyl)oxy)octahydroindolizine-1,2-diol (1S,2R,8R,8aR)-octahydro-8-hydroxy-1,2-bis(phenylmethoxy)indolizine 3-((2R,3S,6S)-3-azido-6-(benzyloxy)-3,6-dihydro-2H-pyran-2-yl)propyl methanesulfonate 3-((3aS,4S,6R,7R,7aS)-7-azido-4-(benzyloxy)-tetrahydro-2,2-dimethyl-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl)propyl methanesulfonate (2R,3S,6S)-6-(benzyloxy)-3,6-dihydro-2-(3-tert-butyldimethylsilyloxypropyl)-2H-pyran-3-yl methyl carbonate (S)-((2S,3S,4R)-1-Acetyl-3,4-bis-benzyloxy-pyrrolidin-2-yl)-benzyloxy-acetaldehyde 7-[(4-methoxyphenyl)methoxy]-(4R)-hydroxy-(3S)-allylaminohept-1-ene swainsonine tribenzylate (S)-1-((4S,5R)-5-(((tert-butyldimethylsilyl)oxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)prop-2-en-1-ol N-[3-Hydroxy-1-(5-hydroxymethyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-2-triisopropylsilyloxypropyl]-4-methylbenzenesulfonamide (3aR,9R,9aS,9bS)-9-(tert-butyldimethylsilyloxy)-2,2-dimethyl-octahydro-[1,3]dioxolo[4,5-a]indolizine tert-butyl (6R)-5,6-dihydro-6-(3-tert-butyldimethylsilyloxypropyl)-5-oxo-2H-pyran-2-yl carbonate [2,2-Dimethyl-5-(toluene-4-sulfonyl)tetrahydro[1,3]dioxolo[4,5-c]pyrrol-4-yl]-2-triisopropylsilyloxyacetaldehyde (E)-5-[(4S,5R)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-2,2-dimethyl-[1,3]dioxolan-4-yl]-pent-4-enoic acid methyl ester (1S)-(1α,2α,8β,8aβ)-1-acetoxy-2,8-bis<(2,2-dimethylpropanoyl)oxy>octahydroindolizine (1R,8R,8aS)-1-((S)-1-(2,4,6-triisopropylphenyl)ethoxy)-8-(triisopropylsilyloxy)-8,8a-dihydroindolizin-3(1H,2H,5H)-one (2R,6S)-6-(benzyloxy)-2-(3-tert-butyldimethylsilyloxypropyl)-2H-pyran-3(6H)-one 3-acetamido-2,4,5-tri-O-benzyl-3-deoxy-D-mannose diethyl dithioacetal 3-((2R,3S,4S,5S,6S)-3-azido-6-(benzyloxy)-tetrahydro-4,5-dihydroxy-2H-pyran-2-yl)propyl methanesulfonate (2R)-6-hydroxy-2-(3-tert-butyldimethylsilyloxypropyl)-2H-pyran-3(6H)-one 3-acetylamino-3-deoxy-D-allose-diethyldithioacetal (1S,2R,8R,8aR)-1,2-(cyclohexylidenedioxy)-8-hydroxyindolizidine Methyl 3-acetamido-3-deoxy-2-O-mesyl-α-D-glucopyranoside (+)-(4R,cis)(Z)-2,2-dimethyl-5-(4-carbethoxy-1-butenyl)-1,3-dioxolane-4-methanol (-)-(1S,5R)-3,3-dimethyl-8-(3-carboxy-1-propyl)-7-aza-2,4-dioxabicyclo<3.3.0>oct-7-ene methyl 3-acetamido-2,4,6-tri-O-acetyl-3-deoxy-α-D-mannopyranoside (3aR,9R,9aR,9bS)-octahydro-2,2-dimethyl-9-(phenylmethoxy)-1,3-dioxolo[4,5-a]indolizine [1S,2R,8R,8aR]-8-Triisopropylsilyloxy-1,2-(isopropylidenedioxy)indolizidine (2S)-((1'R)-hydroxy-4'-[(4-methoxyphenyl)methoxy]butyl)-N-tert-butyloxycarbonyl-2,5-dihydropyrrole 3-((2R,3S,6S)-3-azido-6-(benzyloxy)-3,6-dihydro-2H-pyran-2-yl)propan-1-ol 1,2-异亚丙基苦马豆素 3-acetamido-1,2,4,6-tetra-O-acetyl-3-deoxy-α,β-D-mannopyranose 3-((3aS,4S,6R,7R,7aS)-7-azido-4-(benzyloxy)-tetrahydro-2,2-dimethyl-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl)propan-1-ol (2S,3S,4R)-1-acetyl-3,4-dibenzyloxy-2-((1S)-1-benzyloxy-2,2-bis(ethylthio)-ethyl)pyrrolidine (2S,3S,4S,5S,6R)-5-azido-2-(benzyloxy)-tetrahydro-6-(3-tert-butyldimethylsilyloxypropyl)-2H-pyran-3,4-diol (-)-8-benzyloxy-swainsonine (3-((3aS,4S,6R,7R,7aS)-7-azido-4-(benzyloxy)-tetrahydro-2,2-dimethyl-3aH-[1,3]dioxolo[4,5-c]pyran-6-yl)propoxy)(tert-butyl)dimethylsilane Ethyl (E)-4-[2,2-dimethyl-5-(toluene-4-sulfonyl)tetrahydro[1,3]dioxolo[4,5-c]pyrrol-4-yl]-4-triisopropylsilyloxy-2-butenoate 2-[2,2-Dimethyl-5-(toluene-4-sulfonyl)tetrahydro[1,3]dioxolo[4,5-c]pyrrol-4-yl]-2-triisopropylsilyloxyethanol N-tert-butyloxycarbonyl-7-[(4-methoxyphenyl)methoxy]-(4R)-hydroxy-(3S)-allylaminohept-1-ene (-)-(7S,8R)-7,8-O-isopropylidenedioxy-2-oxo-1-azabicyclo[4.3.0]non-5-ene (2R,3S,4R)-N-benzyl-3,4-bis(benzyloxy)-2-hydroxymethylpyrrolidine 3-acetamido-3-deoxy-6-O-triphenylmethyl-D-mannose diethyl dithioacetal