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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:
15761-38-3
Peso molecular:
189.21
Beilstein/REAXYS Number:
1726365
EC Number:
239-847-8
MDL number:
MFCD00037225
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
57647398
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)

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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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)
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)
A facile one pot route for the synthesis of imide tethered peptidomimetics
Panduranga V, et al.
Organic & Biomolecular Chemistry, 14(2), 556-563 (2016)
Huang-Han Chen et al.
Analytica chimica acta, 865, 53-59 (2015-03-04)
Polydimethylsiloxane (PDMS) is widely used for microfabrication and bioanalysis; however, its surface functionalization is limited due to the lack of active functional groups and incompatibility with many solvents. We presented a novel approach for in situ fabrication of cleavable peptide
Keyvan Dastmalchi et al.
Journal of agricultural and food chemistry, 63(30), 6810-6822 (2015-07-15)
The cultivation, storage, and distribution of potato tubers are compromised by mechanical damage and suboptimal healing. To investigate wound-healing progress in cultivars with contrasting russeting patterns, metabolite profiles reported previously for polar tissue extracts were complemented by GC/MS measurements for

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