75857-94-2

Basic information

• Product Name: 1,2-Pyrrolidinedicarboxylic acid, 5-oxo-, 2-methyl 1-(phenylmethyl) ester, (S)-
• Synonyms: N-benzyloxycarbonylpyroglutamate methyl ester;methyl L-1-benzyloxycarbonylpyroglutamate;N-benzyloxycarbonyl-phenylalaninol;N-Benzyloxycarbonyl-propargylglycin;methyl N-benzyloxycarbonyl-L-pyroglutamate;N-carbamoyl-L-pyroglutamate
• CAS NO: 75857-94-2
• Molecular Formula: C14H15NO5
• Molecular Weight: 277.277
• Mol File: 75857-94-2.mol
• Article Data: 13

Chemical Properties

• Boiling Point: 452.3±45.0 °C(Predicted)
• Density: 1.306±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 1,2-Pyrrolidinedicarboxylic acid, 5-oxo-, 2-methyl 1-(phenylmethyl) ester, (S)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Pyrrolidinedicarboxylic acid, 5-oxo-, 2-methyl 1-(phenylmethyl) ester, (S)-(75857-94-2)
• EPA Substance Registry System: 1,2-Pyrrolidinedicarboxylic acid, 5-oxo-, 2-methyl 1-(phenylmethyl) ester, (S)-(75857-94-2)

Safety Data

• Hazardous Substances Data: 75857-94-2(Hazardous Substances Data)

Usage

Chemical class

Pyrrolidine carboxylic acids

Ester of

1,2-Pyrrolidinedicarboxylic acid

Contains

Methyl group and phenylmethyl group

Optical activity

(S)configuration

Potential applications

Pharmaceutical industry

Possible uses

Ingredient in drug formulations or building block for synthesizing other compounds

Further research needed

To fully understand properties and potential uses

Upstream product

• 5211-23-4 N-carbobenzyloxy-L-proline methyl ester 
• 32159-21-0 Cbz-L-pGlu-OH 
• 74-88-4 methyl iodide 
• 147-85-3 L-proline 
• 501-53-1 benzyl chloroformate 
• 98-79-3 L-Pyroglutamic acid 
• 31139-36-3 dibenzyl dicarbonate 
• 4931-66-2 methyl (S)-pyroglutamate 
• 5672-83-3 Z-L-GluOMe 
• 13907-82-9 N²-benzyloxycarbonyl-L-glutamine methyl ester 

Downstream Products

• 119813-69-3 methyl (2S)-2-(benzyloxycarbonylamino)-6-(t-butoxycarbonyl)-5-oxohexanoate 
• 280765-84-6 [3β(S),5β,12α]-3-[[5-methoxy-1,5-dioxo-4-[[(phenylmethoxy)carbonyl]amino]pentyl]amino]-12-hydroxycholan-24-oic acid methyl ester 
• 1071912-21-4 (2S)-2-benzyloxycarbonylamino-5-oxononanoic acid methyl ester 
• 116894-75-8 (2S,5S)-5-(1-Benzyloxycarbonyl-2-oxo-propyl)-pyrrolidine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester 
• 214072-10-3 (5S)-2-Methoxy-1-[(benzyloxy)carbonyl]-5-methoxycarbonylpyrrolidine 
• 257294-01-2 (1S,12bS)-1-(benzyloxycarbonyl)amino-1,2,3,6,7,11b-hexahydro-9,10-dimethoxybenzo[a]quinolizin-4-one 
• 257293-99-5 (5S)-5-(benzyloxycarbonyl)amino-1-[2-(3,4-dimethoxyphenyl)ethyl]-6-hydroxypiperidin-2-one 
• 863132-98-3 3-{2-benzyloxycarbonylamino-3-[2-methoxycarbonyl-2-(2-methoxycarbonyl-ethyl)-pyrrolidin-1-yl]-3-oxo-propyl}-7,7-dimethyl-7H-pyrano[2,3-g]indole-1-carboxylic acid tert-butyl ester 
• 905981-22-8 3-(2-benzyloxycarbonylamino-2-methoxycarbonyl-ethyl)-6-(toluene-4-sulfonyloxy)-indole-1-carboxylic acid tert-butyl ester 
• 848467-51-6 3-(2-benzyloxycarbonylamino-2-methoxycarbonyl-ethyl)-6-(1,1-dimethyl-prop-2-ynyloxy)-indole-1-carboxylic acid tert-butyl ester 
• 848467-53-8 3-(2-benzyloxycarbonylamino-2-carboxy-ethyl)-7,7-dimethyl-7H-pyrano[2,3-g]indole-1-carboxylic acid tert-butyl ester 
• 905981-24-0 3-(2-benzyloxycarbonylamino-2-methoxycarbonyl-ethyl)-7,7-dimethyl-7H-pyrano[2,3-g]indole-1-carboxylic acid tert-butyl ester 
• 848467-50-5 2-benzyloxycarbonylamino-3-[6-(toluene-4-sulfonyloxy)-1H-indol-3-yl]-propionic acid methyl ester 
• 848467-52-7 2-benzyloxycarbonylamino-3-(7,7-dimethyl-1,7-dihydro-pyrano[2,3-g]indol-3-yl)-propionic acid methyl ester 

Relevant articles and documents

Synthesis of highly functionalized 2,5-disubstituted pyrrolidines via an aza-Morita-Baylis-Hillman-type reaction

An aza-Morita-Baylis-Hillman-type reaction of Michael acceptors with 5-substituted cyclic N,O-acetals derived from pyrrolidines has been investigated. It has been found that the combination of Me2S and TMSOTf work well with unhindered and reactive enals and enones whilst the use of quinuclidine and TMSOTf is superior for more hindered Michael acceptors. The reactions lead to 2,5-trans-disubstituted pyrrolidines with good to excellent diastereoselectivity. The origin of the selectivity is discussed.

Synthesis, determination of the absolute stereochemistry, and evaluations at the nicotinic acetylcholine receptors of a hydroxyindolizidine alkaloid from the ant Myrmicaria melanogaster

The first chiral synthesis of new hydroxyindolizidine alkaloid (1) detected in the ant Myrmicaria melanogaster has been achieved, and its absolute stereochemistry was determined to be 3S, 5R, 8S, 9S by the present chiral synthesis.

First enantioselective synthesis of a hydroxyindolizidine alkaloid from the ant Myrmicaria melanogaster

The first enantioselective synthesis of the recently reported ant alkaloid 1 has been achieved starting from commercially available lactam 3 in seven steps and 25% overall yield. The proposed structure of the natural product was confirmed by comparison with synthetic 1 and its absolute configuration established as 3S,5R,8S,9S. Georg Thieme Verlag Stuttgart.