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Merck

394580

Sigma-Aldrich

肉豆蔻酸酐

95%

别名:

十四烷酸酐

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About This Item

线性分子式:
[CH3(CH2)12CO]2O
CAS号:
分子量:
438.73
EC 号:
MDL编号:
UNSPSC代码:
12352100
PubChem化学物质编号:
NACRES:
NA.22

方案

95%

表单

solid

mp

53-55 °C (lit.)

官能团

anhydride
ester

SMILES字符串

CCCCCCCCCCCCCC(=O)OC(=O)CCCCCCCCCCCCC

InChI

1S/C28H54O3/c1-3-5-7-9-11-13-15-17-19-21-23-25-27(29)31-28(30)26-24-22-20-18-16-14-12-10-8-6-4-2/h3-26H2,1-2H3

InChI key

RCRYHUPTBJZEQS-UHFFFAOYSA-N

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一般描述

Myristic anhydride is an anhydride of myristic acid. Its synthesis by reacting myristoyl chloride with acetic anhydride has been reported.[1] It participates in the synthesis of fatty acyl derivatives of macrocyclic peptides.[2]

应用

Myristic anhydride may be used in the following studies:
  • As a reactant to synthesize cholesteryl myristate by reacting with cholesterol.[3]
  • As a reactant in the synthesis of 1,2-dimyristoyl-sn-glycero-3-phosphocholine by acylating sn-glycero-3-phosphocholine.[4]
  • As a reagent in the synthesis of 3-(bis-{2-(tert-butyldimethylsilyloxy)ethyl}amino)propane-1,2-diol, an intermediate of cationic lipid.[5]
  • As a reactant to synthesize neryl myristate by reacting with nerol.[6]
  • As a reagent to synthesize myristoylated t-butylglutamic acid by myristoylation of γ-tert-butoxy-glutamic acid.[7]

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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Neryl myristate from the acarid mite, Aleuroglyphus ovatus (acarina, acaridae).
Leal WS, et al.
Agricultural and Biological Chemistry, 52(5), 1299-1300 (1988)
K M Patel et al.
Journal of lipid research, 20(5), 674-677 (1979-07-01)
A high-yield synthesis of saturated, unsaturated, and short chain phosphatidylcholines from sn-glycero-3-phosphocholine is described. The procedure offers advantages over other reported procedures for the synthesis of phosphatidylcholine in that the large-scale synthesis and purification can be achieved in a minimum
Michael H Nantz et al.
Molecular pharmaceutics, 7(3), 786-794 (2010-03-18)
We, and others, have observed that the structure of cationic lipids appears to have a significant effect on the transfection efficacy of optimized nucleic acid/cationic lipid complexes (lipoplexes) used for in vitro and in vivo gene delivery and expression. Although
Reactions of fatty acid chlorides. I. Preparation of fatty acid anhydrides.
Sonntag NOV, et al.
Journal of the American Oil Chemists' Society, 31(4), 151-157 (1954)
Bhupender S Chhikara et al.
Tetrahedron letters, 53(39), 5335-5337 (2012-11-24)
Designing microbicidal gels of anti-HIV drugs for local application to prevent HIV infection is a subject of major interest. 3'-Fluoro-3'-deoxythymidine (FLT), a nucleoside reverse transcriptase inhibitor (NRTI), was conjugated with a N-myristoyl glutamate scaffold. The conjugate showed gelation at 1%

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