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Merck
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476951

Sigma-Aldrich

(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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About This Item

经验公式（希尔记法）:
C15H21NO3
CAS号:
98737-29-2
分子量:
263.33
MDL编号:
MFCD02258997
UNSPSC代码:
12352005
PubChem化学物质编号:
24871318
NACRES:
NA.22

方案

99%

旋光性

[α]23/D −7°, c = 0.6 in methanol

mp

125-127 °C (lit.)

官能团

amine
ether
phenyl

SMILES字符串

[H][C@@]1(CO1)[C@H](Cc2ccccc2)NC(=O)OC(C)(C)C

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

InChI key

NVPOUMXZERMIJK-QWHCGFSZSA-N

应用

(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.

象形图

Environment
GHS09

警示用语：

Warning

危险声明

H410

预防措施声明

P273 - P501

危险分类

Aquatic Acute 1 - Aquatic Chronic 1

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

历史批次信息供参考:

分析证书(COA)

Lot/Batch Number
MKBC3134
06323MH
14317DE
08214TD
94856MD

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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)
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
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
Structure-based design of novel HIV-1 protease inhibitors to combat drug resistance
Ghosh AK, et al.
Journal of medicinal chemistry, 49(17), 5252-5261 (2006)
Discovery of HIV-1 protease inhibitors with picomolar affinities incorporating N-aryl-oxazolidinone-5-carboxamides as novel P2 ligands
Ali Akbar, et al.
Journal of medicinal chemistry, 49(25), 7342-7356 (2006)
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