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:
Molecular Weight:
180.20
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352108
MDL number:
Assay:
≥97.0% (HPLC)
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)
Regulatory Information
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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)
Global Trade Item Number
| SKU | GTIN |
|---|---|
| 68193-100G-F | 04061832719641 |
| 68193-5G-F | 04061832719665 |
| 68193-25G-F | 04061832719658 |