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Merck
CN

476951

Sigma-Aldrich

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

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:
Molecular Weight:
263.33
MDL number:
UNSPSC Code:
12352005
PubChem Substance ID:
NACRES:
NA.22
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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

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

Environment

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


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