Skip to Content
Merck
All Photos(1)

Key Documents

View All Documentation

Safety Information

482919

Sigma-Aldrich

Methyl (2R,3S)-(+)-2,3-dihydroxy-3-phenylpropionate

99%

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

Linear Formula:
C6H5CH(OH)CH(OH)CO2CH3
CAS Number:
122743-18-4
Molecular Weight:
196.20
MDL number:
MFCD06797453
UNSPSC Code:
12352108
PubChem Substance ID:
24871855
NACRES:
NA.22

Assay

99%

optical activity

[α]23/D +31°, c = 1 in H2O

mp

84-88 °C (lit.)

SMILES string

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

InChI

1S/C10H12O4/c1-14-10(13)9(12)8(11)7-5-3-2-4-6-7/h2-6,8-9,11-12H,1H3/t8-,9+/m0/s1

InChI key

IXDRYSIPXMREGK-DTWKUNHWSA-N

Application

Methyl (2R,3S)-(+)-2,3-dihydroxy-3-phenylpropionate can be used as an intermediate in the synthesis of:
  • Biologically important 5-phenyl substituted Δ2-thiazolines.
  • An antidepressant, (+)-(S)-dapoxetine.
  • (R)-Cyclohexyl lactic acid, a building block required for the preparation of an E-selectin inhibitor.

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

482919-BULK:
482919-VAR:
482919-1G:

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKBH6438V
06416DJ
04319PR

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Enantioselective synthesis of (S)-dapoxetine
Siddiqui SA and Srinivasan KV
Tetrahedron Asymmetry, 18(17), 2099-2103 (2007)
Asymmetric Synthesis of 2, 4, 5-Trisubstituted Delta-Thiazolines
Bengtsson C, et al.
Chemistry?A European Journal , 19(30), 9916-9922 (2013)
Process research of (R)-cyclohexyl lactic acid and related building blocks: a comparative study
Storz T, et al.
Organic Process Research & Development, 7(4), 559-570 (2003)

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service