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251542

Sigma-Aldrich

Methyl (S)-(+)-mandelate

≥99%

Synonym(s):

(+)-Methyl (S)-α-hydroxyphenylacetate, (+)-Methyl L-mandelate

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About This Item

Linear Formula:
C6H5CH(OH)CO2CH3
CAS Number:
21210-43-5
Molecular Weight:
166.17
Beilstein:
2614741
MDL number:
MFCD00064246
UNSPSC Code:
12352108
PubChem Substance ID:
24855138
NACRES:
NA.22

Assay

≥99%

optical activity

[α]20/D +144°, c = 1 in methanol

optical purity

ee: 98% (HPLC)

mp

56-58 °C (lit.)

functional group

ester
hydroxyl
phenyl

SMILES string

COC(=O)[C@@H](O)c1ccccc1

InChI

1S/C9H10O3/c1-12-9(11)8(10)7-5-3-2-4-6-7/h2-6,8,10H,1H3/t8-/m0/s1

InChI key

ITATYELQCJRCCK-QMMMGPOBSA-N

General description

Optically active building block.

Application

Methyl (S)-(+)-mandelate may be used in the preparation of (S)-(-)2-hydroxy-1,2,2-triphenylethyl acetate[1] and (α′S)-α′-methoxycarbonylbenzyl (2S,4R)-(+)-1,2,4,5-tetrahydro-4-methyl-7,8-methylenedioxy-5-oxo-3-benzothiepin-2-carboxylate.[2]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

251542-VAR:
251542-BULK:
251542-1G:
251542-5G:

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Certificates of Analysis (COA)

Lot/Batch Number
MKBC0241
05815CW
14030JA
10929DC
00612TW

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(R)-(+)-2-Hydroxy-1, 2, 2-Triphenylethyl Acetate.
Braun M, et al.
Organic Syntheses, 32-32 (1993)
Synthesis of novel 2-benzothiopyran and 3-benzothiepin derivatives and their stimulatory effect on bone formation 1.
Oda T, et al.
Journal of Medicinal Chemistry, 42(4), 751-760 (1999)

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