57750-51-3

Basic information

• Product Name: L-Proline, 1-acetyl-4-[[(4-methylphenyl)sulfonyl]oxy]-, methyl ester, trans-
• CAS NO: 57750-51-3
• Molecular Formula: C15H19NO6S
• Molecular Weight: 341.385
• Mol File: 57750-51-3.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: L-Proline, 1-acetyl-4-[[(4-methylphenyl)sulfonyl]oxy]-, methyl ester, trans-(CAS DataBase Reference)
• NIST Chemistry Reference: L-Proline, 1-acetyl-4-[[(4-methylphenyl)sulfonyl]oxy]-, methyl ester, trans-(57750-51-3)
• EPA Substance Registry System: L-Proline, 1-acetyl-4-[[(4-methylphenyl)sulfonyl]oxy]-, methyl ester, trans-(57750-51-3)

Safety Data

• Hazardous Substances Data: 57750-51-3(Hazardous Substances Data)

Upstream product

• 5281-69-6 5-bromomethyl-2-oxo-tetrahydro-furan-3-carboxylic acid ethyl ester 
• 2049-80-1 (2-propenyl)propanedioic acid diethyl ester 
• 2583-25-7 allylmalonic acid 
• 49761-17-3 cis-4-hydroxyproline 
• 33996-33-7 cis-1-acetyl-4-hydroxy-DL-proline 
• 6284-28-2 2-oxo-5-phthalimidomethyl-tetrahydro-furan-3-carboxylic acid ethyl ester 
• 857479-57-3 5-bromomethyl-3-chloro-dihydro-furan-2-one 
• 854657-58-2 3-bromo-5-chloromethyl-dihydro-furan-2-one 
• 2584-72-7 3-chloro-5-chloromethyl-dihydro-furan-2-one 
• 98-59-9 p-toluenesulfonyl chloride 
• 67943-19-5 cis-1-acetyl-4-hydroxy-DL-proline-methyl ester 
• 1499-56-5 (R)-4-hydroxy-L-proline ethyl ester 
• 40216-83-9 L-4-hydroxyproline methyl ester hydrochloride 
• 159912-52-4 (2S,4R)-N-acetyl-4-acetoxyproline methyl ester 

Downstream Products

• 136175-17-2 (2S,5S)-5-[(3S,5S)-1-Acetyl-5-(4-nitro-phenoxycarbonyl)-pyrrolidin-3-ylsulfanylmethyl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester 
• 618-28-0 trans-4-hydroxy-D,L-proline 
• 72485-25-7 (1S,4S)-5-acetyl-2-oxa-5-azabicyclo<2.2.1>heptan-3-one 
• 618-27-9 hydroxy L-proline 
• 136175-18-3 (2S,4S)-1-Acetyl-4-((S)-1-tert-butoxycarbonyl-pyrrolidin-2-ylmethylsulfanyl)-pyrrolidine-2-carboxylic acid 4-nitro-phenyl ester 
• 136175-18-3 (2S,4S)-1-Acetyl-4-(1-tert-butoxycarbonyl-pyrrolidin-2-ylmethylsulfanyl)-pyrrolidine-2-carboxylic acid 4-nitro-phenyl ester 
• 136175-17-2 (2S,5S)-5-[(3S,5S)-1-Acetyl-5-(4-nitro-phenoxycarbonyl)-pyrrolidin-3-ylsulfanylmethyl]-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester 
• 78854-26-9 4(S)-(benzylthio)pyrrolidine-2(S)-carboxylic acid hydrochloride 
• 78854-27-0 (4S)-4-mercapto-L-proline hydrochloride 
• 78854-23-6 N-acetyl-4(S)-(benzylthio)pyrrolidine-2(S)-carboxic acid 
• 78854-22-5 methyl N-acetyl-4(S)-(benzylthio)pyrrolidine-2(S)-carboxylate 
• 77449-96-8 cis-1-acetyl-4-(toluene-4-sulfonyloxy)-DL-proline 
• 100895-61-2 N-acetyl-trans-4-(tosyloxy)-L-proline 

Relevant articles and documents

Identification of novel TACE inhibitors compatible with topical application

Targeting the Tumor Necrosis Factor α signalling with antibodies has led to a revolution in the treatment of psoriasis. Locally inhibiting Tumor Necrosis Factor α Converting Enzyme (TACE or ADAM17) could potentially mimic those effects and help treat mild to moderate psoriasis, without the reported side effect of systemic TACE inhibitors. Efforts to identify new TACE inhibitors are presented here. Enzymatic SAR as well as ADME and physico-chemistry data are presented. This study culminated in the identification of potent enzymatic inhibitors. Suboptimal cellular activity of this series is discussed in the context of previously published results.

Two prolines with a difference: contrasting stereoelectronic effects of 4R/S-aminoproline on triplex stability in collagen peptides [pro(X)-pro(Y)-Gly]n.

4R/S-Aminoprolines when present in the X-position of collagen peptide [pro(X)-pro(Y)-Gly]n exhibit pH- and stereochemistry-dependent effects on triplex stability.

(2S,5S,8S,11S)-1-ACETYL-1,4-DIAZA-3-KETO-5-CARBOXY-10-THIA-TRICYCLO-(2.8.04,8)-TRIDECANE, 1 SYNTHESIS OF PROLYL-PROLINE-DERIVED, PEPTIDE-FUNCTIONALIZED TEMPLATES FOR α-HELIX FORMATION

A convergent synthesis is reported for the title compound 1 (X = OH) from L-4-hydroxyproline and (2S,5S)-trans-1-benzyl-2,5-dicarbomethoxypyrrolidine.The peptides αTemp-(L-Ala)n-OMe (n = 1,2,3,4) and αTemp-L-Ala-L-Phe-L-Lys(ε-Boc)-L-Lys(ε-Boc)-NHMe (αTemp