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Basic Information
| CAS No.: | 13811-71-7 |
|---|---|
| Name: | (2S,3S)(-)-Dihydroxybutane-1,4-dioic acid diethyl ester |
| 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 |
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Synthetic route
Conditions
| 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% |
- 13811-71-7
diethyl (2S,3S)-tartrate
Conditions
| Conditions | Yield |
|---|---|
| With indium; water; ammonium chloride In methanol for 1h; Heating; | 89% |
- 13811-71-7
diethyl (2S,3S)-tartrate
Conditions
| Conditions | Yield |
|---|---|
| With indium; water; ammonium chloride In methanol for 2h; Heating; | 85% |
- 136087-36-0
diethyl (4R,5R)-1,3,2-dioxathiolane-4,5-dicarboxylate 2-oxide
- 13811-71-7
diethyl (2S,3S)-tartrate
Conditions
| Conditions | Yield |
|---|---|
| With sodium azide In ethanol; water at 20℃; for 14h; |
- 136087-36-0
diethyl (4R,5R)-1,3,2-dioxathiolane-4,5-dicarboxylate 2-oxide
A
- 13811-71-7
diethyl (2S,3S)-tartrate
B
- 101924-53-2
diethyl (2S,3R)-2-azido-3-hydroxysuccinate
Conditions
| Conditions | Yield |
|---|---|
| With sodium azide In water; N,N-dimethyl-formamide at 20℃; for 14h; |
...Expand
Conditions
| 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 |
- 13811-71-7
diethyl (2S,3S)-tartrate
- 35506-91-3, 133522-25-5, 136087-36-0
diethyl (4S,5S)-1,3,2-dioxathiolane-4,5-dicarboxylate 2-oxide
Conditions
| 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% |
- 109-87-5
Dimethoxymethane
- 13811-71-7
diethyl (2S,3S)-tartrate
- 159593-22-3
diethyl (2S,3S)-2,3-di-O-methoxymethyl-tartrate
Conditions
| 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; |
- 13811-71-7
diethyl (2S,3S)-tartrate
- 1034-39-5
dibromotriphenylphosphorane
Conditions
| Conditions | Yield |
|---|---|
| With triethylamine In toluene Cyclization; | 100% |
- 13811-71-7
diethyl (2S,3S)-tartrate
- 77-78-1
dimethyl sulfate
- 21066-69-3
(-)-(2S,3S)-O,O-Dimethylweinsaeure-diethylester
Conditions
| 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% |
Raw Materials
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(2S,3S)(-)-Dihydroxybutane-1,4-dioic acid diethyl ester
Chemistry
Name : (-)-Diethyl D-tartrate
Synonyms : (-)-Diethyl-2,3-dihydroxysuccinate; (2S,3S)(-)-Dihydroxybutane-1,4-dioic acid diethyl ester
Molecular Structure :
Molecular Formula : C8H14O6
Molecular Weight : 206.19
CAS Registry Number : 13811-71-7
EINECS : 237-458-8
Melting point : 17 oC
Boiling point : 280 oC
Flash point : 93 oC
Density : 1.205
Refractive index : 1.445-1.447
Water solubility : insoluble
Synonyms : (-)-Diethyl-2,3-dihydroxysuccinate; (2S,3S)(-)-Dihydroxybutane-1,4-dioic acid diethyl ester
Molecular Structure :
Molecular Formula : C8H14O6
Molecular Weight : 206.19
CAS Registry Number : 13811-71-7
EINECS : 237-458-8
Melting point : 17 oC
Boiling point : 280 oC
Flash point : 93 oC
Density : 1.205
Refractive index : 1.445-1.447
Water solubility : insoluble
Safety Profile
(-)-Diethyl D-tartrate avoid contact with skin or eyes