185246-66-6

Basic information

• Product Name: METHYL-R-N-(METHOXY CARBONYL)-PROLINE ESTER
• Synonyms: METHYL-R-N-(METHOXY CARBONYL)-PROLINE ESTER;1,2-Pyrrolidinedicarboxylic acid, 1-ethyl 2-Methyl ester, (2R)-;(2R)-1,2-Pyrrolidinedicarboxylic acid, 1-ethyl 2-methyl ester;1-Ethyl 2-methyl (R)-pyrrolidine-1,2-dicarboxylate
• CAS NO: 185246-66-6
• Molecular Formula: C₉H₁₅NO₄
• Molecular Weight: 187.194
• Mol File: 185246-66-6.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 249.3°C at 760 mmHg
• Flash Point: 104.6°C
• Appearance: /
• Density: 1.207g/cm³
• Vapor Pressure: 0.023mmHg at 25°C
• Refractive Index: 1.478
• PKA: -3.35±0.40(Predicted)
• CAS DataBase Reference: METHYL-R-N-(METHOXY CARBONYL)-PROLINE ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL-R-N-(METHOXY CARBONYL)-PROLINE ESTER(185246-66-6)
• EPA Substance Registry System: METHYL-R-N-(METHOXY CARBONYL)-PROLINE ESTER(185246-66-6)

Safety Data

• Hazardous Substances Data: 185246-66-6(Hazardous Substances Data)

Usage

General Description

Methyl-R-N-(methoxy carbonyl)-proline ester is a chemical compound that is a derivative of proline, an amino acid. It is often used in organic chemistry as a building block for the synthesis of more complex organic molecules. The "methyl" group attached to the proline backbone provides the compound with increased stability and lipophilicity, making it suitable for use in various chemical reactions and applications. Additionally, the "methoxy carbonyl" group adds to the compound's versatility by facilitating its use as a protecting group for amines in organic synthesis. Overall, methyl-R-N-(methoxy carbonyl)-proline ester is a valuable chemical in the field of organic chemistry due to its flexibility and utility in the synthesis of diverse organic molecules.

InChI:InChI=1/C8H13NO4/c1-12-7(10)6-4-3-5-9(6)8(11)13-2/h6H,3-5H2,1-2H3/t6-/m1/s1

Upstream product

• 67-56-1 methanol 
• 541-41-3 chloroformic acid ethyl ester 
• 344-25-2 D-Prolin 

Downstream Products

• 948595-00-4 (R)-α,α-bis[3,5-bis(trifluoromethyl)phenyl]-2-pyrrolidinemethanol 
• 1061307-56-9 (2R)-2-(bis[3,5-bis(trifluoromethyl)phenyl][(triethylsilyl)oxy]methyl)pyrrolidine 
• 1256464-14-8 (R)-2-(bis-(4'-(1-methylcyclohexyl)phenyl)methyl)pyrrolidine 
• 1189040-43-4 (R)-1,1-bis[4-(tert-butyl)phenyl]tetrahydro-1H-pyrrolo[1,2-c][1,3]oxazol-3-one 
• 1370292-91-3 (R)-ethyl 2-(bis(4-fluorophenyl)(hydroxy)methyl)pyrrolidine-1-carboxylate 
• 1370292-92-4 (R)-ethyl 2-(hydroxybis(2-methoxyphenyl)methyl)pyrrolidine-1-carboxylate 
• 1370292-90-2 (R)-ethyl 2-(bis(3-fluorophenyl)(hydroxy)methyl)pyrrolidine-1-carboxylate 
• 1370292-93-5 (R)-ethyl 2-(hydroxybis(3-methoxyphenyl)methyl)pyrrolidine-1-carboxylate 
• 1256464-13-7 (2R)-2-[bis(4-tert-butylphenyl)methyl]pyrrolidine 
• 1146629-85-7 (7aR)-1,1-bis(3,5-bis(trifluoromethyl)phenyl)tetrahydropyrrolo[1,2-c]oxazol-3(1H)-one 
• 144119-12-0 (R)-(+)-1-methyl-α,α-diphenyl-2-pyrrolidinemethanol 
• 185246-71-3 (R)-1-(2-N-ethoxycarbonylpyrrolidinyl)cyclohexanol 

Relevant articles and documents

Enantioselective Total Synthesis of (+)-Heilonine

Chemical transformations that rapidly and efficiently construct a high level of molecular complexity in a single step are perhaps the most valuable in total synthesis. Among such transformations is the transition metal catalyzed [2 + 2 + 2] cycloisomerization reaction, which forges three new C-C bonds and one or more rings in a single synthetic operation. We report here a strategy that leverages this transformation to open de novo access to the Veratrum family of alkaloids. The highly convergent approach described herein includes (i) the enantioselective synthesis of a diyne fragment containing the steroidal A/B rings, (ii) the asymmetric synthesis of a propargyl-substituted piperidinone (F ring) unit, (iii) the high-yielding union of the above fragments, and (iv) the intramolecular [2 + 2 + 2] cycloisomerization reaction of the resulting carbon framework to construct in a single step the remaining three rings (C/D/E) of the hexacyclic cevanine skeleton. Efficient late-stage maneuvers culminated in the first total synthesis of heilonine (1), achieved in 21 steps starting from ethyl vinyl ketone.

METHOD FOR MANUFACTURING OPTICALLY ACTIVE MENTHOL

An object of the present invention is to provide a method for manufacturing an optically active menthol having fewer steps, which generates less environmentally polluting waste because a catalytic reaction is involved in all of the steps, and is capable of saving a production cost. The present invention relates to a method for manufacturing an optically active menthol, including the following steps: A-1) asymmetrically hydrogenating at least one of geranial and neral to thereby obtain an optically active citronellal, B-1) conducting a ring-closure reaction of the optically active citronellal in the presence of an acid catalyst to thereby obtain an optically active isopulegol, and C-1) hydrogenating the optically active isopulegol to thereby obtain an optically active menthol.

PROCESSES FOR PREPARING JAK INHIBITORS AND RELATED INTERMEDIATE COMPOUNDS

The present invention is related to processes for preparing chiral substituted pyrazolyl pyrrolo[2,3-d]pyrimidines of Formula III, and related synthetic intermediate compounds. The chiral substituted pyrazolyl pyrrolo[2,3-d]pyrimidines are useful as inhibitors of the Janus Kinase family of protein tyrosine kinases (JAKs) for treatment of inflammatory diseases, myeloproliferative disorders, and other diseases.