L(+)-Diethyl L-tartrate

L(+)-Diethyl L-tartrate Basic information

Product Name:	L(+)-Diethyl L-tartrate
Synonyms:	(+)-DIETHYL L-TARTRATE;DIETHYL L-(+)-TARTRATE;DIETHYL-L-TARTRATE, (+)-;(+)-DIETHYL-2,3-DIHYDROXYSUCCINATE;(+)-DIETHYL1-2,3-DIHYDROXYSUCCINATE;(2R,3R)(+)-DIHYDROXYBUTANE-1,4-DIOIC ACID DIETHYL ESTER;(2R,3R)-(+)-DIETHYL TARTRATE;L(+)-DIETHYL L-TARTRATE
CAS:	87-91-2
MF:	C8H14O6
MW:	206.19
EINECS:	201-783-3
Product Categories:	Chiral Compound;Asymmetric Synthesis;Chiral Building Blocks;Esters (Chiral);Synthetic Organic Chemistry;CHIRAL CHEMICALS;Hydroxy Acids & Deriv.;chiral;Chiral Compounds;Pharmaceutical Intermediates;bc0001
Mol File:	87-91-2.mol

L(+)-Diethyl L-tartrate Chemical Properties

Melting point	17 °C
alpha	7.5 º (neat)
Boiling point	280 °C (lit.)
density	1.204 g/mL at 25 °C (lit.)
vapor pressure	0.402Pa at 25℃
refractive index	n20/D 1.446(lit.)
FEMA	2378 \| DIETHYL TARTRATE
Fp	200 °F
storage temp.	Sealed in dry,Room Temperature
solubility	Chloroform (Slightly), Water (Slightly)
pKa	11.61±0.20(Predicted)
form	Viscous Liquid
color	Clear
Odor	at 100.00 %. mild fruity wine caramellic
Odor Type	fruity
optical activity	[α]20/D +8.5°, neat
Water Solubility	insoluble
JECFA Number	622
Merck	14,3855
BRN	1727145
InChIKey	YSAVZVORKRDODB-PHDIDXHHSA-N
LogP	0.2 at 25℃
CAS DataBase Reference	87-91-2(CAS DataBase Reference)
NIST Chemistry Reference	Diethyl tartrate(87-91-2)
EPA Substance Registry System	Butanedioic acid, 2,3-dihydroxy- (2R,3R)-, 1,4-diethyl ester (87-91-2)

Safety Information

MSDS Information

Provider	Language
(2R,3R)(+)-Dihydroxybutane-1,4-dioic acid diethyl ester	English
SigmaAldrich	English
ACROS	English
ALFA	English

L(+)-Diethyl L-tartrate Usage And Synthesis

Chemical Properties	Diethyl tartrate has a mild, fruity, wine aroma.
Chemical Properties	Colorless to light yellow liqui
Occurrence	The d-isomer has not been reported found in nature; the l-isomer and the racemic form are of little importance. Reported found in sherry, white and red wine.
Uses	Diethyl L-(+)-Tartrate is used as a chiral reagent in a host of chemical reactions, such as the synthesis of isoquinoline alkaloids and arundic acid, which has been used in acute ischemic stroke thera py.
Uses	(+)-Diethyl L-tartrate is used as a chiral auxiliary in the Sharpless enantioselective epoxidation of allylic alcohols, for Sharpless-type enantioselective oxidation of sulfides to sulfoxides and as a chiral auxiliary in the enantioselective construction of cyclopropanes from allylic alcohols by an asymmetric Simmons-Smith reaction. It is also used as a chiral reagent in a host of chemical reactions, such as the synthesis of isoquinoline alkaloids and arundic acid, which has been used in acute ischemic stroke therapy.
Uses	(+)-Diethyl L-tartrate can be used in the synthesis of biologically active compounds such as (+)-altholactone, (-)-aspicilin, (+)-monomorine I and (+)-(1R,2R,3S,6S)-3,6-di-O-methyl conduritol-E.
General Description	Made from natural tartaric acid
Flammability and Explosibility	Nonflammable

L(+)-Diethyl L-tartrate Preparation Products And Raw materials

Raw materials	D(-)-Tartaric acid-->DL-Tartaric acid
Preparation Products	(+)-DIOP-->(R)-(-)-2,2-Dimethyl-1,3-dioxolane-4-methanol-->N,N,N',N'-Tetramethyl-L-tartramide-->1,3-Dioxolane-4,5-dicarboxylic acid, 2-(2-phenylethenyl)-, diethyl ester, [4R-[2α(E),4α,5β]]- (9CI)-->1,4-Butanedione, 2,3-dihydroxy-1,4-di-1-pyrrolidinyl-, (2R,3R)--->3-diMethoxysuccinate

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