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

• 501-53-1 benzyl chloroformate 
• 32159-21-0 Cbz-L-pGlu-OH 
• 74-88-4 methyl iodide 
• 147-85-3 L-proline 
• 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 
• 5211-23-4 N-carbobenzyloxy-L-proline methyl ester 

Downstream Products

• 856781-81-2 (S)-2,3-Dihydro-pyrrole-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester 
• 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.

Scale-up of trisodium [(3Β,5Β,12α)-3-[[4(S)-4-[bis[2- [bis[(carboxy-kO)methyl]aminokN] ethyl]amino-kN]-4-(carboxy-kO)-1-oxobutyl] amino]-12-hydroxycholan-24- oato(6-)]gadolinate(3-)], a Gd(III) complex under development as a contrast agent for MRI coronary angiography

Process chemistry involved in the discovery and development routes to trisodium [(3Β,5Β,12α)-3-[[4(S)-4-[bis[2-[bis[(carboxykO) methyl]amino-kN]ethyl]amino-kN]-4-(carboxy-kO)-1-oxobutyl]- amino]-12- hydroxycholan-24-oato(6-)]gadolinate(3-)] (B22956/1) starting from L-glutamic acid and (3α,5Β,12α)-3,12-dihydroxycholan-24-oic acid is described. The best process is based on seven chemical steps and overcomes difficult purification protocols. Such process has been successfully implemented to prepare multikilogram batches of the target compound in 20% overall yield from (3α,5Β,12α)-3,12-dihydroxycholan-24-oic acid.

Blood pool agents for nuclear magnetic resonance diagnostics

The present invention relates to bile acid conjugates and complexes thereof with gadolinium or manganese ions and the salts thereof with physiologically compatible organic or inorganic bases, a process for the preparation thereof and contrastographic diagnostic pharmaceutical compositions containing them.