13504-86-4

Basic information

• Product Name: Z-CIS-HYP-OH
• Synonyms: N-ALPHA-CARBOBENZOXY-CIS-4-HYDROXY-L-PROLINE;Z-L-CIS-4-HYDROXYPROLINE;Z-L-CIS-HYP-OH;Z-CIS-4-HYDROXY-L-PROLINE;Z-CIS-HYDROXYPROLINE;Z-CIS-HYP-OH;(2S,4S)-N-ALPHA-CARBOBENZOXY-4-HYDROXYPYRROLIDINE-2-CARBOXYLIC ACID;CIS-N-ALPHA-BENZYLOXYCARBONYL-L-HYDROXYPROLINE
• CAS NO: 13504-86-4
• Molecular Formula: C₁₃H₁₅NO₅
• Molecular Weight: 265.26
• Mol File: 13504-86-4.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 486.876 °C at 760 mmHg
• Flash Point: 248.254 °C
• Appearance: /
• Density: 1.416 g/cm³
• Vapor Pressure: 2.71E-10mmHg at 25°C
• Refractive Index: 1.612
• Storage Temp.: 2-8°C
• PKA: 3.78±0.40(Predicted)
• CAS DataBase Reference: Z-CIS-HYP-OH(CAS DataBase Reference)
• NIST Chemistry Reference: Z-CIS-HYP-OH(13504-86-4)
• EPA Substance Registry System: Z-CIS-HYP-OH(13504-86-4)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 13504-86-4(Hazardous Substances Data)

Usage

General Description

Z-CIS-HYP-OH, also known as trans-4-Hydroxy-L-proline, is an essential derivative of the amino acid proline. This organic compound is typically found in proteins, specifically in collagen, which is crucial for maintaining the structure and strength of tissues. It plays a vital role in protein synthesis, wound healing, and preventing cell damage. It is widely used in pharmaceuticals and scientific research as it promotes the production of collagen and other important proteins. It also has potential therapeutic usage in treating liver diseases, scleroderma, and other conditions associated with collagen production. Its health and economic impacts have sparked extensive research into its biosynthesis, metabolism, and function.

InChI:InChI=1/C13H15NO5/c15-10-6-11(12(16)17)14(7-10)13(18)19-8-9-4-2-1-3-5-9/h1-5,10-11,15H,6-8H2,(H,16,17)/t10-,11-/m0/s1

Upstream product

• 441067-49-8 (2S,4S)-4-hydroxypyrrolidine-2-carboxylic acid hydrochloride 
• 501-53-1 benzyl chloroformate 
• 1499-56-5 (R)-4-hydroxy-L-proline ethyl ester 
• 117811-78-6 methyl (2S,4R)-1-benzyloxycarbonyl-4-methanesulfonyloxypyrrolidine-2-carboxylate 
• 942308-58-9 (2S,4S)-N-Cbz-4-hydroxyprolinol 
• 153093-07-3 C₁₃H₁₅NO₄ 
• 1365659-16-0 (1S,4S)-N-Cbz-6-(R/S)-hydroxy-5-oxa-2-aza-bicyclo[2.2.1]heptane 
• 1365659-15-9 (1S,4S)-N-Cbz-6-(R/S)-methoxy-5-oxa-2-aza-bicyclo[2.2.1]heptane 
• 1365659-14-8 (1S,4S)-3-(R/S)-methoxy-2-oxa-5-aza-bicyclo[2.2.1]heptane 
• 13500-53-3 N-benzyloxycarbonyl-(2S,4R)-4-hydroxyproline benzyl ester 
• 132592-07-5 (2S,4S)-4-hydroxy-1,2-pyrrolidinedicarboxylic acid 1,2-bis(phenylmethyl ester) 
• 51-35-4 4R-4-hydroxyproline 
• 64187-48-0 methyl (2S,4R)-1-benzyloxycarbonyl-4-hydroxypyrrolidine-2-carboxylate 
• 13504-85-3 (2S,4R)-1-(benzyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylic acid 

Downstream Products

• 128019-80-7 (4S)-1-benzyloxycarbonyl-N-t-butyl-4-hydroxy-L-prolinamide 
• 942308-58-9 (2S,4S)-N-Cbz-4-hydroxyprolinol 
• 57653-35-7 (2S,4S)-4-hydroxypyrrolidine-1,2-dicarboxylic acid 1-benzyl 2-methyl 
• 113490-68-9 N-(benzyloxycarbonyl)-cis-4'-(benzyloxy)-L-proline 
• 194933-51-2 (2S,4S)-4-((tert-butyldimethylsilyl)oxy)pyrrolidine-1,2-dicarboxylic acid 1-benzyl-2-methyl 
• 132592-07-5 (2S,4S)-4-hydroxy-1,2-pyrrolidinedicarboxylic acid 1,2-bis(phenylmethyl ester) 
• 329191-66-4 (2S,4R)-N^α-Cbz-4-aminoproline benzyl ester 
• 871979-42-9 3-[3-((4S)-methoxy-(2S)-pyrrolidinyl)-5-isoxazol]propionic acid benzyl ester hydrochloride 
• 871979-07-6 5-[(1-benzyloxycarbonyl-(4S)-methoxy-(2S)-pyrrolidinyl)carbonylamino]levulinic acid methyl ester 
• 871979-08-7 3-[2-(1-benzyloxycarbonyl-(4S)-methoxy-(2S)-pyrrolidinyl)-5-oxazolyl]propionic acid methyl ester 
• 871810-89-8 (1-benzyloxycarbonyl-(4S)-cyclobutoxy-(2S)-pyrrolidinyl)carboxylic acid methyl ester 
• 81806-49-7 (1-benzyloxycarbonyl-(4S)-isopropoxy-(2S)-pyrrolidinyl)carboxylic acid methyl ester 

Relevant articles and documents

Novel μ opioid antagonists derived from the μ opioid agonists endomorphin and [Dmt1]DALDA (H-Dmt-D-Arg-Phe-Lys-NH2)

Hybrid analogues of the μ opioid agonists endomorphin and [Dmt1]DALDA (H-Dmt-D-Arg-Phe-Lys-NH2, Dmt?=?2′,6′-dimethyltyrosine) containing cis-4-amino-Pro, trans-4-amino-Pro, cis-4-aminoethyl-Pro or cis-4-guanidinylethyl-Pro in the 2 p

Production of cis-4-hydroxyproline

PROBLEM TO BE SOLVED: To produce cis-4-hydroxyproline useful as a raw material of medicines and agrochemicals by an industrially suitable method.SOLUTION: The method for producing cis-4-hydroxyproline includes: hydrolyzing a hydroxyproline derivative represented by formula (1), wherein Rdenotes a 1-6C alkylcarbonyl group, an arylcarbonyl group, an alkoxycarbonyl group, an aryloxycarbonyl group, or an aralkyloxycarbonyl group, in the presence of a hydrochloric acid catalyst; neutralizing the resultant with an organic base; and thereafter diluting the resultant with an alcohol.

SYNTHESIS OF PYRROLIDINE COMPOUNDS

Provided are methods for the preparation of certain substituted pyrrolidine compounds, forms of (2S, 4R)-1-(2-aminoacetyl)-4-benzamidopyrrolidine-2-carboxylic acid hydrochloride, and methods for preparing and using these forms.