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68193

Methyl L-3-phenyllactate

≥97.0% (HPLC)

Synonym(s):

Methyl (S)-2-hydroxy-3-phenylpropionate

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About This Item

Empirical Formula (Hill Notation):
C10H12O3
CAS Number:
13673-95-5
Molecular Weight:
180.20
NACRES:
NA.22
PubChem Substance ID:
57652130
UNSPSC Code:
12352108
MDL number:
MFCD00038224
Assay:
≥97.0% (HPLC)
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assay

≥97.0% (HPLC)

optical activity

[α]/D +4.4±0.5°, c = 1% in methanol

mp

40-45 °C (lit.)

functional group

ester, hydroxyl, phenyl

SMILES string

COC(=O)[C@@H](O)Cc1ccccc1

InChI

1S/C10H12O3/c1-13-10(12)9(11)7-8-5-3-2-4-6-8/h2-6,9,11H,7H2,1H3/t9-/m0/s1

InChI key

NMPPJJIBQQCOOI-VIFPVBQESA-N

Application

Methyl L-3-phenyllactate can be used:
  • As an intermediate in the synthesis of bortezomib analogs as 20S proteasome inhibitors.
  • As a substrate in the amination of the benzylic C-H bonds and the aminated products are further used to prepare β-lactams.
  • As an intermediate in one of the key synthetic steps for the preparation of YM-254890 analog, a selective Gαq/11 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)

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