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N-(tert-Butoxycarbonyl)-L-alanine

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N-(tert-Butoxycarbonyl)-L-alanine Basic information

Product Name:
N-(tert-Butoxycarbonyl)-L-alanine
Synonyms:
  • BOC-L-ALANINE
  • BOC-L-ALANINE-OH
  • BOC-L-ALA-OH
  • BOC-L-ALA
  • BOC-ALA
  • BOC-ALANINE
  • BOC-ALA-OH
  • H-ALPHA-T-BOC-L-ALANINE
CAS:
15761-38-3
MF:
C8H15NO4
MW:
189.21
EINECS:
239-847-8
Product Categories:
  • Boc-Amino Acids
  • Amino Acids (N-Protected)
  • Biochemistry
  • Boc-Amino acid series
  • Boc-Amino Acids and Derivative
  • Alanine [Ala, A]
  • Protected Amino Acids
  • straight chain compounds
  • Naphthyridines
  • Amino Acids
  • Amino Acid Derivatives
  • PROTECTED AMINO ACID & PEPTIDES
Mol File:
15761-38-3.mol
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N-(tert-Butoxycarbonyl)-L-alanine Chemical Properties

Melting point:
79-83 °C(lit.)
alpha 
-26 º (c=2, acetic acid)
Boiling point:
324.46°C (rough estimate)
Density 
1.2321 (rough estimate)
refractive index 
-25.5 ° (C=2, AcOH)
storage temp. 
Sealed in dry,2-8°C
solubility 
DMSO, Methanol
form 
Granular Powder
pka
4.02±0.10(Predicted)
color 
White
optical activity
[α]20/D 25±1°, c = 2% in acetic acid
BRN 
1726365
InChI
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
InChIKey
QVHJQCGUWFKTSE-YFKPBYRVSA-N
SMILES
C(O)(=O)[C@H](C)NC(OC(C)(C)C)=O
CAS DataBase Reference
15761-38-3(CAS DataBase Reference)
EPA Substance Registry System
L-Alanine, N-[(1,1-dimethylethoxy)carbonyl]- (15761-38-3)
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Safety Information

Hazard Codes 
Xi,Xn
Risk Statements 
20/21/22-36/37/38
Safety Statements 
24/25-36-26
WGK Germany 
3
TSCA 
Yes
HS Code 
2924 19 00
HazardClass 
IRRITANT

MSDS

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N-(tert-Butoxycarbonyl)-L-alanine Usage And Synthesis

Chemical Properties

White to off-white microcrystalline powder

Uses

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.

reaction suitability

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

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