ChemicalBook CAS DataBase List L-Aspartic acid dibenzyl ester 4-toluenesulfonate

L-Aspartic acid dibenzyl ester 4-toluenesulfonate synthesis

3synthesis methods

Product Name:L-Aspartic acid dibenzyl ester 4-toluenesulfonate
CAS Number:2886-33-1
Molecular formula:C25H27NO7S
Molecular Weight:485.55

56-84-8 Synthesis

56-84-8
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98-59-9 Synthesis

98-59-9
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100-51-6 Synthesis

100-51-6
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L-Aspartic acid dibenzyl ester 4-toluenesulfonate

2886-33-1
180 suppliers
$8.00/5g

Yield: 87%

Reaction Conditions:

in cyclohexane for 24 h;Reflux;

Steps:

General procedure for synthesis of 1a-1c:
General procedure: p-TsCl catalysed benzyl esterification of mono- and di- carboxylic acid is described in Scheme 1. For L-phenylalanine, since it contains monocarboxylic group, half equivalents of benzyl alcoholand p-TsCl were taken than those used for dicarboxylicamino acids l-aspartic acid and l-glutamic acid. Reaction mixture contained 1 gm (6.8 mmol) l-glutamic acid, 1.56gm (8.2 mmol) p-TsCl, 4 ml (38.6 mmol) benzyl alcoholand 20 ml (excess) cyclohexane. The reaction mixture wasrefluxed overnight under continuous stirring and progressof reaction was monitored through TLC. On completion,the reaction mixture was cooled to room temperature andethyl acetate was added till complete precipitation of products1a-1c. The precipitate obtained was filtered, washedwith cold ethyl acetate and dried to yield benzyl-protectedp-toluenesulfonate salts of respective amino acids.

References:

Hegde, Namita;Juvale, Kapil;Prabhakar, Bala [International Journal of Peptide Research and Therapeutics,2020,vol. 26,# 4,p. 2129 - 2135]

56-84-8 Synthesis

56-84-8
863 suppliers
$5.00/25g