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13476

Sigma-Aldrich

(+)-Dimethyl 2,3-O-benzylidene-D-tartrate

≥98.0% (sum of enantiomers, GC)

Synonym(s):

(4S,5S)-2-Phenyl-1,3-dioxolane-4,5-dicarboxylic acid dimethyl ester, Dimethyl (4S,5S)-2-phenyl-1,3-dioxolane-4,5-dicarboxylate

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About This Item

Empirical Formula (Hill Notation):
C13H14O6
CAS Number:
Molecular Weight:
266.25
Beilstein/REAXYS Number:
4704640
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22

assay

≥98.0% (sum of enantiomers, GC)

form

solid

optical activity

[α]20/D +33±1°, c = 7% in benzene

mp

73-75 °C

storage temp.

2-8°C

SMILES string

COC(=O)[C@H]1OC(O[C@@H]1C(=O)OC)c2ccccc2

InChI

1S/C13H14O6/c1-16-11(14)9-10(12(15)17-2)19-13(18-9)8-6-4-3-5-7-8/h3-7,9-10,13H,1-2H3/t9-,10-/m0/s1

InChI key

FMSYNRGOFIGJMM-UWVGGRQHSA-N

Other Notes

Starting material for the synthesis of chiral building blocks[1]; Preparation of 2-O-benzyl-D-threitol and protected D-threose derivative[2][3][4]

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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G. Adam et al.
Synthesis, 373-373 (1988)
D.R. Williams et al.
Tetrahedron Letters, 28, 869-869 (1987)
K. Fumita et al.
Tetrahedron Letters, 23, 3507-3507 (1982)
D. Seebach et al.
Modern Synthetic Methods, 2, 91-91 (1980)

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