90741-27-8

Usage

Uses

Used in Chemical Synthesis:
(S)-tert-butyl 1-benzyl-5-oxopyrrolidine-2-carboxylate is used as an intermediate in the synthesis of other chemicals. Its unique structure and functional groups make it a valuable building block for creating more complex molecules.
Used in Pharmaceutical Industry:
(S)-tert-butyl 1-benzyl-5-oxopyrrolidine-2-carboxylate is used as a precursor in the development of pharmaceutical compounds. Its specific stereochemistry and functional groups can be exploited to create new drugs with potential therapeutic applications.
Used in Material Science:
(S)-tert-butyl 1-benzyl-5-oxopyrrolidine-2-carboxylate is used as a component in the formulation of new materials. Its properties, such as its aromatic nature and the presence of a carboxylate group, can contribute to the development of advanced materials with specific characteristics for various applications.

Upstream product

• 90741-31-4 (S)-N-benzyl-5-thioxoproline tert-butyl ester 
• 172172-35-9 Trifluoro-methanesulfonic acid 6-methyl-2-oxo-tetrahydro-pyran-3-yl ester 
• 35418-16-7 L-t-butyl pyroglutamate 
• 100-39-0 benzyl bromide 
• 38854-94-3 N-benzyl-L-pyroglutamic acid 
• 75-65-0 tert-butyl alcohol 
• 77539-18-5 (S)-(+)-2-benzylamino glutaric acid 
• 100-52-7 benzaldehyde 
• 56-86-0 L-glutamic acid 
• 540-88-5 acetic acid tert-butyl ester 

Downstream Products

• 90741-31-4 (S)-N-benzyl-5-thioxoproline tert-butyl ester 
• 90741-33-6 (2S)-1-benzyl-(E)-5-<(methoxycarbonyl)methylidene>proline tert-butyl ester 
• 90741-40-5 tert-butyl (2R,5R)-1-benzyl-5-(2-hydroxyethyl)pyrrolidine-2-carboxylate 
• 90741-37-0 (2S)-cis-1-benzyl-5-(carboxymethyl)proline tert-butyl ester 
• 90741-38-1 (2S)-cis-1-benzyl-5-((methoxycarbonyl)methyl)proline 
• 90741-36-9 (2R-cis)-5-((1,1-Dimethylethoxy)carbonyl)-1-(phenylmethyl)-2-pyrrolidineacetic acid methyl ester 
• 90762-72-4 (2R)-1-benzyl-2-((methoxycarbonyl)methyl)pyrrolidine 
• 643014-12-4 diphenylmethyl (3S,6S,9aS)-6-[(2S)-2-((2S)-2-((2S)-2-(9H)-fluoren-9-ylmethoxycarbonylamino-4-methylpentanamido)-4-tert-butoxycarbonylpropanamido)-3-methylbutanamido]-5-oxo-octahydro-1H-pyrrolo[1,2-a]azepine-3-carboxylate 
• 643014-14-6 diphenylmethyl (3S,6S,9aS)-6-[(2S)-2-((2S)-2-((2S)-2-(2-benzyloxycarbonylaminoacetamido)-4-methylpentanamido)-4-tert-butoxycarbonylpropanamido)-3-methylbutanamido]-5-oxo-octahydro-1H-pyrrolo[1,2-a]azepine-3-carboxylate 
• 643014-10-2 diphenylmethyl (3S,6S,9aS)-6-[(2S)-2-((2S)-2-(9H)-fluoren-9-ylmethoxycarbonylamino-4-tert-butoxycarbonylpropanamido)-3-methylbutanamido]-5-oxo-octahydro-1H-pyrrolo[1,2-a]azepine-3-carboxylate 

Relevant academic research and scientific papers

A the non-peptide class perishes weakly inhibiting protein antagonists and its synthetic method and application (by machine translation)

This invention discloses a kind of the non-peptide class perishes weakly inhibiting protein antagonist and method for preparing the same and application, which aims to provide a better anticancer effect with the non-peptide class perishes weakly inhibitin

Regioselective reduction of β-enaminoesters

The regioselective reduction of β-enaminoesters derived from pyroglutamic acid can be readily achieved under mild conditions. Copyright Taylor & Francis, Inc.

Synthesis of an external beta-turn based on the GLDV motif of cell adhesion proteins

The (3S,6S,10S)-7/5 bicyclic lactam 8, designed as an external turn constraint, was synthesised by a new stereoselective route involving Eschenmoser condensation. The cyclic peptide 35 containing the integrin recognition motif GLDV added across the amino

A general method for the asymmetric synthesis of both enantiomers of 1-substituted 1,2,3,4-tetrahydro-β-carbolines employing pyroglutamic acid derivatives as chiral auxiliaries

9-(S)-Pyroglutaminyl-β-carbolines were allowed to react with a nucleophile (allyltributyltin or a silyl enol ether) in the presence of 2,2,2-trichloroethyl chloroformate to give 1,2-addition products in good yields and high diastereoselectivity. The chiral auxiliary at N-9 was readily removed by a mild hydrolysis. The same chiral source afforded both enantiomers by simply altering a protecting group of the amide nitrogen. That is, (S)-pyroglutaminyl groups which had an N-alkyl group afforded the (S) isomer, whereas the ones having an N-acyl group produced the (R) isomer of the addition products.

Synthesis of an external β-turn based on the GLDV motif of cell adhesion proteins

The (3S,6S,10S)-7/5 bicyclic lactam 4, designed as an external turn constraint, was synthesised by a new stereoselective route involving Eschenmoser condensation. Calculated preferred conformations compare well with the preferred solid state conformation,

A new entry to asymmetric synthesis of 1-substituted 1,2,3,4-tetrahydro-β-carbolines employing a pyroglutamic acid derivative as a chiral auxiliary

β-Carboline which was protected at N-9 by an acyl group derived from L-pyroglutamic acid reacted with allyltributyltin or silyl enol ethers in the presence of an alkyl chloroformate in a highly diastereoselective manner to give 1-substituted 1,2-dihydro-β

Preparation of both enantiomers of 1-allyl-1,2,3,4-tetrahydro-β-carboline using allyltin reagents and a chiral auxiliary derived from L-proline

β-Carboline, which had an acyl group derived from L-proline at the 9-position, reacted with allyltributyltin and 2,2,2-trichloroethyl chloroformate to afford an 1-allyl-1,2-dihydro-β-carboline derivative in a diastereoselective manner. The chiral acyl group at N-9 was readily eliminated by aqueous alkali to give a corresponding carboxylic acid. The formed 1-allyl-1,2-dihydro-β-carboline was transformed via two reduction steps to 1-allyl-1,2,3,4-tetrahydro-β-carboline in high ee. When the allylation was carried out using tetraallyltin instead of allyltributyltin, the stereoselectivity was reversed, and the antipode of the allyl adduct was obtained in high yield and ee in the presence of tin(IV) tetraiodide. Thus, it was found that both enantiomers of 1-allyl-β-carboline were obtained in good enantioselectivities by the use of the same chiral auxiliary.

Angiotensin II antagonists

This invention provides novel heterocyclic derivatives, their pharmaceutical formulations, and their use for antagonizing angiotensin II receptors in mammals.

Enantiospecific synthesis of (+)- and (-)-ferruginine from L-glutamic acid. Synthesis of tropanes via intramolecular iminium ion cyclization

Iminium ions, generated by decarbonylation of N-benzyl-5-[1-(methoxycarbonyl)-4-oxopentyl]prolines, undergo intramolecular cyclization to afford 2,4-disubstituted tropanes in good yields. This transformation is also shown to be a stereospecific reaction. The value of these substituted tropanes has been demonstrated by functional group manipulation, leading to the enantiospecific synthesis of (±)-ferruginine, an alkaloid isolated from Darlinga ferruginea, and its unnatural enantiomer, (-)-ferruginine.

Angiotensin II antagonist intermediates

This invention provides novel heterocyclic derivatives, their pharmaceutical formulations, and their use for antagonizing angiotensin II receptors in mammals.