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Merck
CN

68193

Sigma-Aldrich

L-3-苯基乳酸甲酯

≥97.0% (HPLC)

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别名:
(S)-2-羟基-3-苯基丙酸甲酯
经验公式(希尔记法):
C10H12O3
CAS号:
分子量:
180.20
MDL编号:
UNSPSC代码:
12352108
PubChem化学物质编号:
NACRES:
NA.22

检测方案

≥97.0% (HPLC)

旋光性

[α]/D +4.4±0.5°, c = 1% in methanol

mp

40-45 °C (lit.)

SMILES字符串

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

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应用

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.

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

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Discovery of novel 20S proteasome inhibitors by rational topology-based scaffold hopping of bortezomib
Xu Y, et al.
Bioorganic & Medicinal Chemistry Letters, 28(12), 2148-2152 (2018)
Toward the selective inhibition of G proteins: total synthesis of a simplified YM-254890 analog
Rensing DT, et al.
Organic Letters, 17(9), 2270-2273 (2015)
Synthesis of Biologically Relevant Compounds by Ruthenium Porphyrin Catalyzed Amination of Benzylic C-H Bonds
Zardi P, et al.
Organometallics, 33(9), 2210-2218 (2014)

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