所有图片(1)
别名:
(9-Fluorenylmethyl) chloroformate, Chloroformic acid 9-fluorenylmethyl ester, FMOCCl
经验公式（希尔记法）:
C15H11ClO2
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质量水平
形式
powder
mp
60-63 °C
应用
peptide synthesis
储存温度
15-25°C
InChI
1S/C15H11ClO2/c16-15(17)18-9-14-12-7-3-1-5-10(12)11-6-2-4-8-13(11)14/h1-8,14H,9H2
InChI key
IRXSLJNXXZKURP-UHFFFAOYSA-N
一般描述
(9-Fluorenylmethyl) chloroformate, also known as Fmoc chloride, is a highly versatile reagent with varied applications in organic synthesis. It is most frequently used to introduce the base-labile Fmoc-protecting group to amine functionalities, particularly during the production of Fmoc-protected amino acids. Fmoc-chloride has also been used to generate mixed carboxylic and carbonic anhydrides to facilitate amide and ester bond formation. It is soluble in common organic solvents such as dichloromethane, tetrahydrofuran, and dimethylformamide.
应用
Recent applications of (9-Fluorenylmethyl) chloroformate include:
- (9-Fluorenylmethyl) chloroformate can be used as a coupling reagent.
- In the synthesis of amino acid esters. Fmoc chloride activates the carboxylic acid group of the amino acid, allowing it to react with an alcohol to form the ester.
- In the preparation of lysogangliosides.
- In the solid-phase peptide synthesis of DOPA-containing peptides.
警示用语：
Danger
危险声明
危险分类
Eye Dam. 1 - Skin Corr. 1B
补充剂危害
储存分类代码
8A - Combustible, corrosive hazardous materials
WGK
WGK 3
闪点(°F)
Not applicable
闪点(°C)
Not applicable
Synthesis of Reactive Amino Acid Esters by Using 9-Fluorenylmethyl Chloroformate
Yamamoto H and Wu A
Synfacts, 16, 1247-1247 (2020)
Synthesis of peptides containing DOPA (3, 4-dihydroxyphenylalanine)
Sever MJ and Wilker JJ
Tetrahedron, 6139-6146 (2001)
9-Fluorenylmethoxycarbonyl amino-protecting group
Carpino LA and Han GY
The Journal of Organic Chemistry, 37, 3404-3404 (1972)
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