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Merck
CN

806463

Sigma-Aldrich

Ac-Val-OH

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别名:
N-α-Acetyl-L-valine, N-Acyl-Valine
经验公式(希尔记法):
C7H13NO3
CAS号:
分子量:
159.18
EC 号:
MDL编号:
UNSPSC代码:
12352300
PubChem化学物质编号:
NACRES:
NA.22

检测方案

95%

形式

powder

mp

170.5 °C

应用

peptide synthesis

SMILES字符串

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

InChI

1S/C7H13NO3/c1-4(2)6(7(10)11)8-5(3)9/h4,6H,1-3H3,(H,8,9)(H,10,11)/t6-/m0/s1

InChI key

IHYJTAOFMMMOPX-LURJTMIESA-N

一般描述

Ac-Val-OH is an N-protected valine amino acid ligand. It participates in the 2,6-diolefination reaction of phenylacetic acids.

应用

Ac-Val-OH may be employed as a ligand for the meta-selective tert-alkylation reaction.

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable


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Keary M Engle et al.
Journal of the American Chemical Society, 132(40), 14137-14151 (2010-09-22)
Initial rate studies have revealed dramatic acceleration in aerobic Pd(II)-catalyzed C-H olefination reactions of phenylacetic acids when mono-N-protected amino acids are used as ligands. In light of these findings, systematic ligand tuning was undertaken, which has resulted in drastic improvements
Jie Li et al.
Journal of the American Chemical Society, 137(43), 13894-13901 (2015-09-30)
Acylated amino acid ligands enabled ruthenium(II)-catalyzed C-H functionalizations with excellent levels of meta-selectivity. The outstanding catalytic activity of the ruthenium(II) complexes derived from monoprotected amino acids (MPAA) set the stage for the first ruthenium-catalyzed meta-functionalizations with removable directing groups. Thereby

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The Yu program centers around the discovery of catalytic carbon–carbon and carbon–heteroatom bond forming reactions based on C–H activation. Target transformations are selected to enable 1) the use of simple and abundant starting materials such as aliphatic acids, amines and alcohols, and 2) disconnections that drastically shorten the synthesis of a drug molecule or a major class of biologically active compounds.

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