182210-00-0

Basic information

• Product Name: (+)-N-CARBOBENZYLOXY-D-PROLINE METHYL ESTER
• Synonyms: (+)-N-CARBOBENZYLOXY-D-PROLINE METHYL ESTER;D-ZPROME;R-1-CBZ-PYRROLIDINE-2-CARBOXYLIC ACID METHYL ESTER;CB2-D-Pro-OME;(R)-1-Benzyl 2-Methyl pyrrolidine-1,2-dicarboxylate
• CAS NO: 182210-00-0
• Molecular Formula: C₁₄H₁₇NO₄
• Molecular Weight: 263.29
• Mol File: 182210-00-0.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (+)-N-CARBOBENZYLOXY-D-PROLINE METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (+)-N-CARBOBENZYLOXY-D-PROLINE METHYL ESTER(182210-00-0)
• EPA Substance Registry System: (+)-N-CARBOBENZYLOXY-D-PROLINE METHYL ESTER(182210-00-0)

Safety Data

• Hazardous Substances Data: 182210-00-0(Hazardous Substances Data)

Usage

General Description

(+)-N-CARBOBENZYLOXY-D-PROLINE METHYL ESTER is a chemical compound that is derived from the amino acid proline. It is often used in organic synthesis and as a building block for the production of pharmaceuticals and other biologically active molecules. (+)-N-CARBOBENZYLOXY-D-PROLINE METHYL ESTER is a methyl ester, meaning that it contains a functional group composed of a carbonyl center bonded to an oxygen atom and an -OCH3 group. The "N-CARBOBENZYLOXY" group is a protecting group often used in organic synthesis to temporarily mask the amine functionality of a molecule. Overall, (+)-N-CARBOBENZYLOXY-D-PROLINE METHYL ESTER has important applications in the field of chemistry and drug development.

Upstream product

• 182005-31-8 (R)-2-Benzyloxycarbonylamino-5-bromo-pentanoic acid methyl ester 
• 67-56-1 methanol 
• 6404-31-5 Z-D-proline 
• 108645-62-1 N-benzyloxycarbonylproline methyl ester 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 501-53-1 benzyl chloroformate 
• 344-25-2 D-Prolin 
• 1148-11-4 N-carbobenzyloxyproline 
• 26566-11-0 N-(benzyloxycarbonyl)-D-glutamic acid 1-methyl ester 
• 182005-26-1 (R)-2-benzyloxycarbonylamino-5-hydroxypentanoic acid methyl ester 
• 61350-62-7 N-benzyloxycarbonyl-D-proline acid chloride 

Downstream Products

• 50463-82-6 (2R)-(+)-phenylmethyl 2-formylpyrrolidine-1-carboxylate 
• 43041-12-9 methyl (2R)-pyrrolidine-2-carboxylate 
• 72597-18-3 (2R)-(+)-phenylmethyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate 
• 1054637-74-9 (2R)-1-[((2S,4R)-4-tert-butoxy-1-[3,3,3-tris(4-fluorophenyl)propanoyl]pyrrolidin-2-yl)carbonyl]pyrrolidine-2-carboxylic acid 
• 1053610-06-2 methyl (2R)-1-[((2S,4R)-4-tert-butoxy-1-[3,3,3-tris(4-fluorophenyl)propanoyl]pyrrolidin-2-yl)carbonyl]pyrrolidine-2-carboxylate 
• 323182-79-2 (2R)-1-{(2S,4R)-4-hydroxy-1-(3,3,3-triphenylpropanoyl)-pyrrolidin-2-yl}carbonyl-N-(4-piperidylmethyl)pyrrolidine-2-carboxamide 
• 323182-73-6 (2R)-1-{(2S,4R)-4-hydroxy-1-(3,3,3-triphenylpropanoyl)-pyrrolidin-2-yl}carbonyl-N-((3R)-3-piperidylmethyl)pyrrolidine-2-carboxamide 
• 323182-81-6 (2R)-1-((2S,4R)-4-hydroxy-1-{3,3,3-tris(4-fluorophenyl)propanoyl}pyrrolidin-2-yl)carbonyl-N-(4-piperidylmethyl)-pyrrolidine-2-carboxamide 
• 323182-86-1 (2R)-1-((2S,4R)-4-hydroxy-1-{3,3,3-tris(4-fluorophenyl)-propanoyl}pyrrolidin-2-yl)carbonyl-N-(1-methyl-4-piperidylmethyl)-pyrrolidine-2-carboxamide 
• 545380-41-4 (S)-3-[({(R)-1-[(2S,4R)-4-tert-Butoxy-1-(3,3,3-triphenyl-propionyl)-pyrrolidine-2-carbonyl]-pyrrolidine-2-carbonyl}-amino)-methyl]-piperidine-1-carboxylic acid tert-butyl ester 

Relevant articles and documents

Identification of novel muscarinic M(3) selective antagonists with a conformationally restricted Hyp-Pro spacer.

The identification of potent and selective muscarinic M(3) antagonists that are based on the recently discovered triphenylpropioamide derivative, 1, and have a unique amino acid spacer group is described. The introduction of a hydroxyproline-proline group to the spacer site and the use of a propyl or cyclopropylmethyl group as the piperidine N-substituent led to the discovery of the novel M(3) selective antagonists [8c, 8g; K(i)700-fold, M(2)/M(3)>180-fold], which have a more rigid structure than 1.

PYRAZOLE DERIVATIVES

Disclosed are compounds of general formula (I), wherein R, R1, Rc, Rd, Re, Rf, X, Y, Z, A and B are as defined in the application.

Large nonlinear effect observed in the enantiomeric excess of proline in solution and that in the solid state

(Chemical Equation Presented) A clue to the origin of chirality? A solution of proline with high enantiomeric excess (85-99% ee) was obtained from solid proline of only 10% ee through novel dissolution and crystallization processes (see scheme). This observation may be an explanation for the origin of chirality on Earth.