57471-68-8

Upstream product

• 64-17-5 ethanol 
• 1155-62-0 N-benzyloxycarbonyl-L-glutamic acid 
• 5672-81-1 (4S)-4-{[(benzyloxy)carbonyl]amino}-5-ethoxy-5-oxopentanoic acid 
• 501-53-1 benzyl chloroformate 
• 1118-89-4 diethyl-L-glutamate hydrochloride 
• 16450-41-2 L-glutamic acid diethyl ester 

Downstream Products

• 282527-62-2 (S)-4-Benzyloxycarbonylamino-4-(2-piperazin-1-yl-ethylcarbamoyl)-butyric acid ethyl ester 
• 165282-32-6 O^5.5-ethyl dihydrogen N^2.1,N^6.1-di-Cbz-L-lysylglycyl-α-L-aspartyl-α-L-glutamyl-α-L-glutamyl-L-seryl-L-leucyl-L-alaninamide 
• 165282-37-1 O^5.1 ethyl N¹-Cbz-α-L-glutamyl-L-seryl-L-leucyl-L-alaninamide 
• 165282-36-0 O^5.1,O³-diethyl N¹-Cbz-α-L-glutamyl-L-seryl-L-leucinate 
• 16450-41-2 L-glutamic acid diethyl ester 
• 65148-67-6 N_.N'-(N-benzyloxycarbonyl-L-glutamoyl)-bis-L-glutamic acid tetraethyl ester 
• 165282-35-9 O^5.1,O^1.2-diethyl N¹-Cbz-α-L-glutamyl-L-serinate 
• 6948-48-7 N-benzyloxycarbonyl-L-glutamic acid dihydrazide 

Relevant academic research and scientific papers

Highly chemoselective esterification reactions and Boc/THP/TBDMS discriminating deprotections under samarium(III) catalysis

The usefulness of SmCl3 as an excellent catalyst for chemoselective esterifications and selective removal of acid sensitive protecting groups such as Boc, THP, and TBDMS in the presence of one another is demonstrated through suitable examples.

A highly efficient flow reactor process for the synthesis of N-Boc-3,4-dehydro-l-proline methyl ester

The multi-step preparation of N-Boc-3,4-dehydro-l-proline methyl ester using a modular flow reactor is reported. The use of immobilised reagents and scavengers in pre-packed glass tubes allows us to obtain the pure product in 87% overall yield, 97% purity, and >98% enantiomeric excess without any additional purification step. Our flow-based protocol enables the rapid multi-gram synthesis (about 9 g/12 h) of the desired product.

A simple modular synthesis of pyridinoline a collagen cross-link of biochemical interest

A simple convergent synthesis of the collagen cross-link pyridinoline starting from glycine is reported.

Regioselective lipase-catalyzed synthesis of L-glutamic α-monoamide derivatives. Effect of the N-blocking group

Several Block-L-Glu(OEt)-OEt (Block = amides, carbamates and trityl group) have been subjected to an aminolysis reaction catalyzed by the lipase B of Candida antarctica. The reaction took place in a regioselcctive manner and α-monoamides were obtained in all cases (except the bulky trityl group that did not react). Besides (he synthetic value of the method, the results may empirically point out to some features of tile active site of the enzyme as the reaction rate was severely affected by volume and electronic characteristics of the blocking group.