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213969

(−)-Diethyl D-tartrate

≥99%

Synonym(s):

D-(−)-Tartaric acid diethyl ester

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About This Item

Linear Formula:
HO2CCCH(OH)CH(OH)CO2H
CAS Number:
13811-71-7
Molecular Weight:
206.19
UNSPSC Code:
12352108
NACRES:
NA.22
PubChem Substance ID:
24852814
EC Number:
237-458-8
Beilstein/REAXYS Number:
1727143
MDL number:
MFCD00064451
Assay:
≥99%
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Quality Level

100

assay

≥99%

optical activity

[α]23/D −8.5°, neat

optical purity

ee: ≥99% (GLC)

refractive index

n20/D 1.446 (lit.)

bp

162 °C/19 mmHg (lit.)

density

1.205 g/mL at 20 °C (lit.)

functional group

ester, hydroxyl

SMILES string

CCOC(=O)[C@@H](O)[C@H](O)C(=O)OCC

InChI

1S/C8H14O6/c1-3-13-7(11)5(9)6(10)8(12)14-4-2/h5-6,9-10H,3-4H2,1-2H3/t5-,6-/m0/s1

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This Item
227803163457156841
(−)-Diethyl D-tartrate ≥99%

Sigma-Aldrich

213969

(−)-Diethyl D-tartrate

(−)-Diisopropyl D-tartrate 98%

Sigma-Aldrich

227803

(−)-Diisopropyl D-tartrate

(+)-Dimethyl L-tartrate 99%

Sigma-Aldrich

163457

(+)-Dimethyl L-tartrate

(+)-Diethyl L-tartrate ≥99%

Sigma-Aldrich

156841

(+)-Diethyl L-tartrate

assay

≥99%

assay

98%

assay

99%

assay

≥99%

Quality Level

100

Quality Level

100

Quality Level

200

Quality Level

200

density

1.205 g/mL at 20 °C (lit.)

density

1.119 g/mL at 20 °C (lit.)

density

1.238 g/mL at 25 °C (lit.)

density

1.204 g/mL at 25 °C (lit.)

bp

162 °C/19 mmHg (lit.)

bp

-

bp

163 °C/23 mmHg (lit.)

bp

280 °C (lit.)

refractive index

n20/D 1.446 (lit.)

refractive index

n20/D 1.439 (lit.)

refractive index

-

refractive index

n20/D 1.446 (lit.)

optical purity

ee: ≥99% (GLC)

optical purity

ee: ≥99% (GLC)

optical purity

ee: ≥99% (GLC)

optical purity

ee: ≥99% (GLC)

Application

(-)-Diethyl D-tartrate can be used as a starting material in the synthesis of bioactive compounds such as (-)-kumausallene, syringolide 2 and (+)-exo-brevicomin.

Storage Class

10 - Combustible liquids

wgk

WGK 3

flash_point_f

200.1 °F - closed cup

flash_point_c

93.4 °C - closed cup

ppe

Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
SDBB1631
STBL2571
STBK9451
STBK3810
STBJ4096

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A new expeditious synthesis of (+)-exo-brevicomin via efficient C? C bond formation of triflates.
Kotsuki H, et al.
Tetrahedron Letters, 30(30), 3999-4000 (1989)
Radical cyclization of ?-alkoxyacrylates: A formal synthesis of (-)-kumausallene.
Lee E, et al.
Tetrahedron Letters, 39(3), 317-318 (1998)
Synthesis and absolute configuration of syringolide 2, an elicitor from Pseudomonas syringae pv. tomato.
Kuwahara S, et al.
Tetrahedron Letters, 36(18), 3201-3202 (1995)
Naoki Miyakoshi et al.
The Journal of organic chemistry, 70(15), 6045-6052 (2005-07-16)
A highly stereoselective method for constructing a (2E)-methoxymethylidene-1,6-dioxaspiro[4.5]decane skeleton has been developed on the basis of the palladium(II)-catalyzed ring-closing reaction of the 3,4-dioxygenated-9-hydroxy-1-nonyn-5-one derivatives as a crucial step. The newly developed procedures could be successfully applied to the first total
Naoto Hama et al.
Organic letters, 13(4), 616-619 (2011-01-05)
A first total synthesis of broussonetine F from diethyl L-tartrate was achieved. The cornerstone of our synthesis was an orthoamide Overman rearrangement, which provided an allylic amino alcohol with complete diastereoselectivity.
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Global Trade Item Number

SKUGTIN
213969-5G04061837639104
213969-500G04061837639098
213969-25G04061838773029

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