![](/CAS/GIF/2791-84-6.gif)
L-Glutamic acid dibenzyl ester 4-toluenesulfonate synthesis
- Product Name:L-Glutamic acid dibenzyl ester 4-toluenesulfonate
- CAS Number:2791-84-6
- Molecular formula:C26H29NO7S
- Molecular Weight:499.58
![L-Glutamic acid](/CAS/GIF/56-86-0.gif)
56-86-0
789 suppliers
$5.00/25g
![Tosyl chloride](/CAS/GIF/98-59-9.gif)
98-59-9
584 suppliers
$9.00/5g
![Benzyl alcohol](/CAS/GIF/100-51-6.gif)
100-51-6
1385 suppliers
$5.00/100g
![L-Glutamic acid dibenzyl ester 4-toluenesulfonate](/CAS/GIF/2791-84-6.gif)
2791-84-6
157 suppliers
$7.00/5g
Yield: 81%
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]
![L-Glutamic acid](/CAS/GIF/56-86-0.gif)
56-86-0
789 suppliers
$5.00/25g
![p-Toluenesulfonic acid](/CAS/GIF/104-15-4.gif)
104-15-4
721 suppliers
$133.00/500g
![Benzyl alcohol](/CAS/GIF/100-51-6.gif)
100-51-6
1385 suppliers
$5.00/100g
![L-Glutamic acid dibenzyl ester 4-toluenesulfonate](/CAS/GIF/2791-84-6.gif)
2791-84-6
157 suppliers
$7.00/5g