482919
Methyl (2R,3S)-(+)-2,3-dihydroxy-3-phenylpropionate
99%
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About This Item
Linear Formula:
C6H5CH(OH)CH(OH)CO2CH3
CAS Number:
Molecular Weight:
196.20
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352108
MDL number:
Assay:
99%
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
SMILES string
COC(=O)[C@H](O)[C@@H](O)c1ccccc1
InChI key
IXDRYSIPXMREGK-DTWKUNHWSA-N
assay
99%
optical activity
[α]23/D +31°, c = 1 in H2O
mp
84-88 °C (lit.)
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
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
Regulatory Information
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Enantioselective synthesis of (S)-dapoxetine
Siddiqui SA and Srinivasan KV
Tetrahedron Asymmetry, 18(17), 2099-2103 (2007)
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)
Asymmetric Synthesis of 2, 4, 5-Trisubstituted Delta-Thiazolines
Bengtsson C, et al.
Chemistry?A European Journal , 19(30), 9916-9922 (2013)
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