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CAS No.: | 13811-71-7 |
---|---|
Name: | (2S,3S)(-)-Dihydroxybutane-1,4-dioic acid diethyl ester |
Article Data: | 16 |
Molecular Structure: | |
Formula: | C8H14O6 |
Molecular Weight: | 206.196 |
Synonyms: | Butanedioicacid, 2,3-dihydroxy-, diethyl ester, [S-(R*,R*)]- (9CI);Tartaric acid, diethylester, (-)- (8CI);(2S,3S)-Diethyl tartrate;(S,S)-Diethyl tartrate;D-(-)-Diethyl tartrate;D-Tartaric acid diethyl ester;Diethyl (-)-D-tartrate;Diethyl (2S,3S)-(-)-tartrate;Diethyl(S,S)-(-)-tartrate; |
EINECS: | 237-458-8 |
Density: | 1.262 g/cm3 |
Melting Point: | 17 °C |
Boiling Point: | 280 °C at 760 mmHg |
Flash Point: | 93.3 °C |
Solubility: | insoluble in water |
Appearance: | Colorless to light yellow liquid |
Hazard Symbols: | XiXi |
Risk Codes: | 36/37/38 |
Safety: | 24/25-36-26 |
PSA: | 93.06000 |
LogP: | -1.16560 |
Conditions | Yield |
---|---|
With thionyl chloride at 20℃; | 100% |
With thionyl chloride at 20℃; | 100% |
With hydrogenchloride In chloroform; water for 60h; Catalytic behavior; Reflux; enantioselective reaction; | 99.6% |
diethyl (2S,3S)-tartrate
Conditions | Yield |
---|---|
With indium; water; ammonium chloride In methanol for 1h; Heating; | 89% |
diethyl (2S,3S)-tartrate
Conditions | Yield |
---|---|
With indium; water; ammonium chloride In methanol for 2h; Heating; | 85% |
diethyl (4R,5R)-1,3,2-dioxathiolane-4,5-dicarboxylate 2-oxide
diethyl (2S,3S)-tartrate
Conditions | Yield |
---|---|
With sodium azide In ethanol; water at 20℃; for 14h; |
diethyl (4R,5R)-1,3,2-dioxathiolane-4,5-dicarboxylate 2-oxide
A
diethyl (2S,3S)-tartrate
B
diethyl (2S,3R)-2-azido-3-hydroxysuccinate
Conditions | Yield |
---|---|
With sodium azide In water; N,N-dimethyl-formamide at 20℃; for 14h; |
Conditions | Yield |
---|---|
With (S)-aminopropyl alcohol(at)silica 1 In hexane; isopropyl alcohol at 20℃; for 1h; Purification / work up; Resolution of racemate; Inert atmosphere; | A n/a B n/a |
diethyl (2S,3S)-tartrate
diethyl (4S,5S)-1,3,2-dioxathiolane-4,5-dicarboxylate 2-oxide
Conditions | Yield |
---|---|
With thionyl chloride In tetrachloromethane Heating; | 100% |
With thionyl chloride; triethylamine In dichloromethane for 3h; | 100% |
With thionyl chloride; N,N-dimethyl-formamide In dichloromethane at 0 - 50℃; for 2.5h; | 95% |
Dimethoxymethane
diethyl (2S,3S)-tartrate
diethyl (2S,3S)-2,3-di-O-methoxymethyl-tartrate
Conditions | Yield |
---|---|
With phosphorus pentoxide In dichloromethane | 100% |
With phosphorus pentoxide In dichloromethane for 3h; | 100% |
With phosphorus pentoxide In chloroform for 2h; Alkylation; | 84% |
With phosphorus pentoxide In dichloromethane | |
With phosphorus pentoxide In dichloromethane at 0℃; for 10h; Inert atmosphere; |
diethyl (2S,3S)-tartrate
dibromotriphenylphosphorane
Conditions | Yield |
---|---|
With triethylamine In toluene Cyclization; | 100% |
diethyl (2S,3S)-tartrate
dimethyl sulfate
(-)-(2S,3S)-O,O-Dimethylweinsaeure-diethylester
Conditions | Yield |
---|---|
With sodium hydride In diethyl ether at 0 - 20℃; Inert atmosphere; | 100% |
With sodium hydride In mineral oil at 0 - 20℃; for 12h; | 82% |
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