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382094

Sigma-Aldrich

Dimethyl (R)-(+)-methylsuccinate

99%

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About This Item

Linear Formula:
CH3O2CCH2CH(CH3)CO2CH3
CAS Number:
22644-27-5
Molecular Weight:
160.17
Beilstein:
1706307
MDL number:
MFCD00134573
UNSPSC Code:
12352108
PubChem Substance ID:
24863862
NACRES:
NA.22

Assay

99%

form

liquid

optical activity

[α]20/D +4.8°, c = 2.9 in chloroform

refractive index

n20/D 1.418 (lit.)

bp

80-81 °C/12 mmHg (lit.)

density

1.076 g/mL at 25 °C (lit.)

SMILES string

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

InChI

1S/C7H12O4/c1-5(7(9)11-3)4-6(8)10-2/h5H,4H2,1-3H3/t5-/m1/s1

InChI key

NFOQJNGQQXICBY-RXMQYKEDSA-N

Application

Dimethyl (R)-(+)-methylsuccinate can be used in the synthesis of FK-506, a macrolide generally produced by Streptomyces tsukubaensis.

Storage Class Code

10 - Combustible liquids

WGK

WGK 3

Flash Point(F)

183.2 °F - closed cup

Flash Point(C)

84 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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A chemoenzymatic synthesis of the C10-C19 moiety of FK506
Gu R-L and Sih CJ
Tetrahedron Letters, 31(23), 3283-3286 (1990)
Tetrahedron Letters, 31, 3283-3283 (1990)

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