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MilliporeSigma

15380

Sigma-Aldrich

Boc-Ala-OH

≥99.0% (TLC), for peptide synthesis

Sinónimos:

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

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About This Item

Fórmula lineal:
CH3CH[NHCO2C(CH3)3]CO2H
Número de CAS:
Peso molecular:
189.21
Beilstein/REAXYS Number:
1726365
EC Number:
MDL number:
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
NACRES:
NA.22

product name

Boc-Ala-OH, ≥99.0% (TLC)

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

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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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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