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476951

(2S,3S)-1,2-Epoxy-3-(Boc-amino)-4-phenylbutane

Name: (2<I>S</I>,3<I>S</I>)-1,2-Epoxy-3-(Boc-amino)-4-phenylbutane
Brand: ALDRICH

99%

Synonym(s):

tert-Butyl [S-(R*,R*)]-(−)-(1-oxiranyl-2-phenylethyl)carbamate

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About This Item

Empirical Formula (Hill Notation):

C₁₅H₂₁NO₃

CAS Number:

98737-29-2

Molecular Weight:

263.33

NACRES:

NA.22

PubChem Substance ID:

24871318

UNSPSC Code:

12352005

MDL number:

MFCD02258997

Assay:

99%

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Properties

assay

99%

optical activity

[α]23/D −7°, c = 0.6 in methanol

mp

125-127 °C (lit.)

functional group

amine, ether, phenyl

SMILES string

[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

Description

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.

pictograms

GHS09

signalword

Warning

hcodes

H410

pcodes

P273 - P501

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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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)

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)

Structure-based design of novel HIV-1 protease inhibitors to combat drug resistance.

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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Global Trade Item Number

SKU	GTIN
476951-5G	04061832728483
476951-1G	04061825933801