136024-60-7

Basic information

• Product Name: (2S,4R)-1-BOC-4-BENZYLOXY-PYRROLIDINE-2-DICARBOXYLIC ACID METHYL ESTER
• Synonyms: (2S,4R)-1-BOC-4-BENZYLOXY-PYRROLIDINE-2-DICARBOXYLIC ACID METHYL ESTER
• CAS NO: 136024-60-7
• Molecular Formula: C₁₈H₂₅NO₅
• Molecular Weight: 335.39
• Mol File: 136024-60-7.mol
• Article Data: 9

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (2S,4R)-1-BOC-4-BENZYLOXY-PYRROLIDINE-2-DICARBOXYLIC ACID METHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,4R)-1-BOC-4-BENZYLOXY-PYRROLIDINE-2-DICARBOXYLIC ACID METHYL ESTER(136024-60-7)
• EPA Substance Registry System: (2S,4R)-1-BOC-4-BENZYLOXY-PYRROLIDINE-2-DICARBOXYLIC ACID METHYL ESTER(136024-60-7)

Safety Data

• Hazardous Substances Data: 136024-60-7(Hazardous Substances Data)

Usage

General Description

"(2S,4R)-1-BOC-4-BENZYLOXY-PjsonLIDINE-2-DICARBOXYLIC ACID METHYL ESTER" is a chemical compound that belongs to the class of pyrrolidine carboxylic acids. It is a methyl ester derivative and contains a BOC (tert-butoxycarbonyl) protecting group and a benzyl ether functional group. (2S,4R)-1-BOC-4-BENZYLOXY-PYRROLIDINE-2-DICARBOXYLIC ACID METHYL ESTER is used in organic synthesis as a chiral building block for the preparation of pharmaceuticals and bioactive molecules. It has potential applications in medicinal chemistry and drug development due to its stereochemical properties and ability to act as a versatile intermediate in the synthesis of various compounds.

Upstream product

• 100-39-0 benzyl bromide 
• 74844-91-0 1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate 
• 1499-56-5 (R)-4-hydroxy-L-proline ethyl ester 
• 51-35-4 4R-4-hydroxyproline 
• 24424-99-5 di-tert-butyl dicarbonate 
• 40216-83-9 L-4-hydroxyproline methyl ester hydrochloride 

Downstream Products

• 109953-95-9 tert-butyl (2S,4R)-4-(benzyloxy)-2-(hydroxymethyl)pyrrolidine-1-carboxylate 
• 755729-83-0 (2S,4R)-4-benzyloxy-2-dimethoxymethyl-pyrrolidine 
• 869649-09-2 (4R,5R)-5-((2S,4R)-4-Benzyloxy-2-dimethoxymethyl-pyrrolidine-1-carbonyl)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methyl ester 
• 869649-22-9 (4S,5S)-5-((2S,4R)-4-Benzyloxy-2-dimethoxymethyl-pyrrolidine-1-carbonyl)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid methyl ester 
• 136024-61-8 (4R)-benzyloxy-(2S)-formylpyrrolidine-1-carboxylic acid tert-butyl ester 
• 136024-63-0 (2S,4R)-4-Benzyloxy-2-diethoxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 136024-66-3 (2-Amino-3-hydroxy-phenyl)-((2S,4R)-4-benzyloxy-2-diethoxymethyl-pyrrolidin-1-yl)-methanone 
• 136024-68-5 2-β-benzyloxytilivalline 
• 40350-83-2 (2S,4R)-4-(benzyloxy)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid 
• 1403945-55-0 (2S,4R)-tert-butyl 4-(benzyloxy)-2-(3-bromo-2-(3,5-difluorophenylcarbamoyl)-1H-pyrrol-1-ylcarbamoyl)pyrrolidine-1-carboxylate 
• 1403945-53-8 (2S,4R)-tert-butyl 4-(benzyloxy)-2-(5-bromo-3-(3,5-difluorophenyl)-4-oxo-3,4-dihydropyrrolo[1,2-f][1,2,4]triazin-2-yl)pyrrolidine-1-carboxylate 
• 113490-76-9 4(R)-(phenylmethoxy)-(S)-proline methyl ester 
• 1446653-92-4 C₂₇H₂₇NO₄ 
• 1446652-29-4 (2S,4R)-4-(benzyloxy)-1-(2,2-diphenylacetyl)pyrrolidine-2-carboxylic acid 

Relevant articles and documents

INHIBITORS OF FIBROBLAST GROWTH FACTOR RECEPTOR KINASES

Provided herein are heteroaryl inhibitors of fibroblast growth factor receptor kinases, pharmaceutical compositions comprising said compounds, and methods for using said compounds for the treatment of diseases.

cis-4-Alkoxydialkyl- and cis-4-Alkoxydiarylprolinol Organocatalysts: High Throughput Experimentation (HTE)-Based and Design of Experiments (DoE)-Guided Development of a Highly Enantioselective aza-Michael Addition of Cyclic Imides to α,β-Unsaturated Aldehydes

A diverse family (37 compounds) of cis-4-alkoxydiorganylprolinol derivatives has been prepared and evaluated in organocatalysis for the first time. The combined use of high throughput experimentation (HTE) techniques with efficient analytical methods has led to the identification of two superior catalysts for the enantioselective addition of succinimide to α,β-unsaturated aldehydes. Further optimization of the reaction conditions with design of experiments (DoE) techniques established the catalyst of choice for the considered aza-Michael reaction, the corresponding adducts (12 examples) being obtained in good yields and excellent enantioselectivities (succinimide and maleimide donors). The synthetic versatility of these Michael adducts is illustrated by a two-step sequence leading to enantiopure 1,3-amino alcohols. (Figure presented.).

L-Proline derived nitrogenous steroidal systems: An asymmetric approach to 14-azasteroids

An efficient chiral pool approach using l-proline to access 14-azasteroids under mild reaction conditions has been described. The key step involves the intramolecular SN2′ cyclization reaction for the construction of critical C-ring in the nitrogen impregnated steroidal architectures bearing unsaturation at Δ9(11) position. In the endeavour to synthesize some new congeners, the remote electronic impact of the electron donating groups in A ring and heteroatoms like oxygen in B ring, on the propensity of C-ring cyclization was also observed.