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ChemicalBook CAS DataBase List Fmoc-N-methyl-L-leucine

Fmoc-N-methyl-L-leucine synthesis

4synthesis methods
-

Yield:-

Reaction Conditions:

with toluene-4-sulfonic acid in toluene; for 0.5 h;Reflux;Dean-Stark;

Steps:

4.2.1. Step-1 Synthesis of Oxazolidinones from Fmoc Leu

General procedure: The Fmoc Leu (5 mmol), paraformaldehyde (6.66 eq., 1 g) and p-toluenesulphonic acid (0.12 eq.,100 mg) were suspended in toluene (100 mL) in 250 mL three neck RBF. The mixture was refluxed for30 min in a Dean-Stark setup and reaction was monitored by TLC (97.5:2:0.5 CHCl3:MeOH:AcOH).The solution was cooled, washed with saturated NaHCO3 and dried over anhydrous NaSO4.Concentration in vacuo gave the crude product which in most cases solidified upon standing. In somecases, purification via flash chromatography was required (silica gel, 3:7 ethylacetate:pentane).

References:

Lunagariya, Jignesh;Zhong, Shenghui;Chen, Jianwei;Bai, Defa;Bhadja, Poonam;Long, Weili;Liao, Xiaojian;Tang, Xiaoli;Xu, Shihai [Marine Drugs,2016,vol. 14,# 9,art. no. 161]

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