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Merck

15380

Boc-Ala-OH

≥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:
Molecular Weight:
189.21
EC Number:
239-847-8
MDL number:
Beilstein/REAXYS Number:
1726365
NACRES:
NA.22
PubChem Substance ID:
eCl@ss:
32160406
UNSPSC Code:
12352209
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Product Name

Boc-Ala-OH, ≥99.0% (TLC)

Quality Segment

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

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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