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15380

Boc-Ala-OH

Name: Boc-Ala-OH
Brand: ALDRICH

≥99.0% (TLC), for peptide synthesis

Synonym(s):

N-(tert-Butoxycarbonyl)-L-alanine, Boc-L-alanine

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About This Item

Linear Formula:

CH₃CH[NHCO₂C(CH₃)₃]CO₂H

CAS Number:

15761-38-3

Molecular Weight:

189.21

NACRES:

NA.22

PubChem Substance ID:

57647398

eCl@ss:

32160406

UNSPSC Code:

12352209

EC Number:

239-847-8

MDL number:

MFCD00037225

Beilstein/REAXYS Number:

1726365

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Properties

Product Name

Boc-Ala-OH, ≥99.0% (TLC)

Quality Level

100

assay

≥99.0% (TLC)

optical activity

[α]20/D −25±1°, c = 2% in acetic acid

reaction suitability

reaction type: Boc solid-phase peptide synthesis, reaction type: C-H Activation, reagent type: ligand
reaction type: Peptide Synthesis

mp

79-83 °C (lit.)

application(s)

peptide synthesis

functional group

amine, carboxylic acid

SMILES string

C[C@H](NC(=O)OC(C)(C)C)C(O)=O

InChI

1S/C8H15NO4/c1-5(6(10)11)9-7(12)13-8(2,3)4/h5H,1-4H3,(H,9,12)(H,10,11)/t5-/m0/s1

InChI key

QVHJQCGUWFKTSE-YFKPBYRVSA-N

Description

Application

Boc-Ala-OH can be used:

In the preparation of N-propargylalanine, a key precursor to generate N-(3-aryl)propylated alanine residues.
In the resolution of racemic mixture of 3,3′-bis(benzyloxy)-1,1′-binaphthalene-2,2′-diol.
In the one-pot synthesis of hybrid tripeptidomimetics containing both amide and imide functionalities.

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Convenient synthesis and efficient resolution of 3, 3′-bis (benzyloxy)-1, 1′-binaphthalene-2, 2′-diol

Tsubaki K, et al.

Tetrahedron Asymmetry, 14(10), 1393-1396 (2003)

Synthesis of N-(3-arylpropyl) amino acid derivatives by sonogashira types of reaction in aqueous media

Lopez-Deber MP, et al.

Organic Letters, 3(18), 2823-2826 (2001)

A facile one pot route for the synthesis of imide tethered peptidomimetics

Panduranga V, et al.

Organic & Biomolecular Chemistry, 14(2), 556-563 (2016)

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Global Trade Item Number

SKU	GTIN
15380-100G	04061832641355
15380-25G	04061838741103
15380-5G	04061838741110