476951
(2S,3S)-1,2-环氧-3-(Boc-氨基)-4-苯基丁烷
99%
别名:
[S-(R*,R*)]-(-)-(1-环氧乙基-2-苯乙基)氨基甲酸叔丁酯
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关于此项目
经验公式（希尔记法）:
C15H21NO3
化学文摘社编号:
分子量:
263.33
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352005
MDL number:
产品名称
(2S,3S)-1,2-环氧-3-(Boc-氨基)-4-苯基丁烷, 99%
InChI
1S/C15H21NO3/c1-15(2,3)19-14(17)16-12(13-10-18-13)9-11-7-5-4-6-8-11/h4-8,12-13H,9-10H2,1-3H3,(H,16,17)/t12-,13+/m0/s1
SMILES string
[H][C@@]1(CO1)[C@H](Cc2ccccc2)NC(=O)OC(C)(C)C
InChI key
NVPOUMXZERMIJK-QWHCGFSZSA-N
assay
99%
optical activity
[α]23/D −7°, c = 0.6 in methanol
mp
125-127 °C (lit.)
functional group
amine
ether
phenyl
Application
(2S,3S)-1,2-Epoxy-3-(Boc-amino)-4-phenylbutane can be used as a reactant to prepare:
- Hydroxyethyl urea peptidomimetics as potent γ-secretase inhibitors.
- Arylsufonamide derivatives.
- Peptidomimetic β-secretase inhibitors incorporating hydroxyethylamine isosteres.
signalword
Warning
hcodes
pcodes
Hazard Classifications
Aquatic Acute 1 - Aquatic Chronic 1
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
法规信息
新产品
此项目有
John F Miller et al.
Bioorganic & medicinal chemistry letters, 14(4), 959-963 (2004-03-12)
A novel series of P1' chain-extended arylsufonamides was synthesized and evaluated for wild-type HIV protease inhibitory activity and in vitro antiviral activity against wild type virus and two protease inhibitor-resistant mutant viruses. All of the compounds showed dramatic increases in
Probing pockets S2-S4? of the ?-secretase active site with (hydroxyethyl) urea peptidomimetics
Esler WP, et al.
Bioorganic & Medicinal Chemistry Letters, 14(8), 1935-1938 (2004)
Akbar Ali et al.
Journal of medicinal chemistry, 49(25), 7342-7356 (2006-12-08)
Here, we describe the design, synthesis, and biological evaluation of novel HIV-1 protease inhibitors incorporating N-phenyloxazolidinone-5-carboxamides into the (hydroxyethylamino)sulfonamide scaffold as P2 ligands. Series of inhibitors with variations at the P2 phenyloxazolidinone and the P2' phenylsulfonamide moieties were synthesized. Compounds
William P Esler et al.
Bioorganic & medicinal chemistry letters, 14(8), 1935-1938 (2004-03-31)
(Hydroxyethyl)urea peptidomimetics are potent inhibitors of gamma-secretase that are accessible in a few synthetic steps. Systematic alteration of P2-P4' revealed that the corresponding S2-S4' active site pockets accommodate a variety of substituents, consistent with the fact that this protease cleaves
Arun K Ghosh et al.
Journal of medicinal chemistry, 49(17), 5252-5261 (2006-08-18)
Structure-based design and synthesis of novel HIV protease inhibitors are described. The inhibitors are designed specifically to interact with the backbone of HIV protease active site to combat drug resistance. Inhibitor 3 has exhibited exceedingly potent enzyme inhibitory and antiviral
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