71336-70-4

Basic information

• Product Name: (3R,4S)-ethyl 1-benzyl-4-hydroxy-5-oxopyrrolidine-3- Carboxylate
• Synonyms: (3R,4S)-ethyl 1-benzyl-4-hydroxy-5-oxopyrrolidine-3- Carboxylate;ethyl(3R,4S)-1-benzyl-4-hydroxy-5-oxopyrrolidine-3-carboxylate;EOS-61309
• CAS NO: 71336-70-4
• Molecular Formula: C₁₄H₁₇NO₄
• Molecular Weight: 263.28908
• EINECS: -0
• Mol File: 71336-70-4.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (3R,4S)-ethyl 1-benzyl-4-hydroxy-5-oxopyrrolidine-3- Carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: (3R,4S)-ethyl 1-benzyl-4-hydroxy-5-oxopyrrolidine-3- Carboxylate(71336-70-4)
• EPA Substance Registry System: (3R,4S)-ethyl 1-benzyl-4-hydroxy-5-oxopyrrolidine-3- Carboxylate(71336-70-4)

Safety Data

• Hazardous Substances Data: 71336-70-4(Hazardous Substances Data)

Usage

Description

(3R,4S)-ethyl 1-benzyl-4-hydroxy-5-oxopyrrolidine-3-Carboxylate is a chemical compound with the formula C16H19NO4, which is an ester derivative of the naturally occurring compound pyrrolidine-3-carboxylic acid. It is characterized by its potential medicinal and therapeutic properties, making it a promising candidate for various applications in the pharmaceutical and agrochemical industries.

Uses

Used in Pharmaceutical Synthesis:
(3R,4S)-ethyl 1-benzyl-4-hydroxy-5-oxopyrrolidine-3-Carboxylate is used as an intermediate in the synthesis of pharmaceutical compounds. Its unique structure and properties allow it to be a valuable building block for creating more complex molecules with potential therapeutic effects.
Used in Agrochemical Synthesis:
In the agrochemical industry, (3R,4S)-ethyl 1-benzyl-4-hydroxy-5-oxopyrrolidine-3-Carboxylate is used as a starting material for the development of new agrochemicals. Its versatility in chemical reactions enables the creation of compounds with specific pesticidal or herbicidal properties.
Used in Organic Chemistry:
(3R,4S)-ethyl 1-benzyl-4-hydroxy-5-oxopyrrolidine-3-Carboxylate is also utilized in organic chemistry as a key building block for the synthesis of more complex organic molecules. Its reactivity and structural features make it a valuable component in the development of novel organic compounds with various applications.

Upstream product

• 3376-26-9 N-Benzylidenebenzylamine N-oxide 
• 29601-98-7 N-benzylhydroxylamine hydrochloride 
• 103-49-1 dibenzylamine 
• 50-00-0 formaldehyd 
• 622-30-0 N-benzyl hydroxylalmine 
• 1520-50-9 but-2-enedioic acid diethyl ester 

Downstream Products

• 871086-00-9 (3S,4R)-1-benzyl-4-hydroxy-5-oxopyrrolidine-3-carboxylic acid 
• 253129-03-2 (3R, 4R)-1-benzyl-4-(hydroxymethyl)pyrrolidin-3-ol 
• 502485-10-1 C₄₁H₃₉NO₆ 
• 267421-93-2 (3R,4R)-3-hydroxy-4-(hydroxymethyl)pyrrolidine 
• 362600-15-5 N-Fmoc-(3R,4R)-4-(hydroxymethyl)pyrrolidin-3-ol 
• 849935-80-4 (3S,4S)-1-benzyl-4-(hydroxymethyl)pyrrolidin-3-ol 
• 849935-87-1 (3S,4S)-N-tert-butoxycarbonyl-3-hydroxy-4-hydroxymethylpyrrolidine 
• 635319-09-4 tert-butyl (3R,4R)-3-hydroxy-4-(hydroxymethyl)pyrrolidine-1-carboxylate 
• 653592-04-2 (3R,4S)-1-((4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl)-4-((methylthio)methyl)pyrrolidin-3-ol 

Relevant articles and documents

COMPOSITIONS AND METHODS FOR THERAPY OF PROSTATE CANCER USING DRUG COMBINATIONS TO TARGET POLYAMINE BIOSYNTHESIS AND RELATED PATHWAYS

Provided are compositions and methods for treating prostate conditions. The methods involve administering to an individual in need thereof a composition that contains i) an inhibitor of methionine salvage pathway in prostate of the individual and ii) a polyamine analogue. The methods are for use in individuals who have been diagnosed with, or are suspected of having or at risk for developing androgen sensitive prostate cancer (AS-CaP), or Castration recurrent CaP (CR-CaP), or benign prostate hyperplasia (BPH). The disclosure includes use of inhibitors of methylthioadenosine phosphorylase (MTAP), and a polyamine analog that upregulates polyamine catabolism by increasing spermidine/spermine Nl -acetyl transferase (SAT1) activity, such as methylthio-DADMe-Immucillin (MTDIA), andl),N(11)-bisethylnorspermine (BENSpm), respectively. Pharmaceutical formulations that contain a combination of the inhibitor of the methionine salvage pathway and a polyamine analogue are included, as are kits that contain such agents.

Development of a practical synthesis of a purine nucleoside phosphorylase inhibitor: BCX-4208

A practical synthesis of the purine nucleoside phosphorylase (PNP) inhibitor BCX-4208 (1) was accomplished in three telescoped steps. Mannich condensation of the 4-benzyloxy-9-deazahypoxanthine with (3R,4R)-3-hydroxy-4- (hydroxymethyl)pyrrolidine and formaldehyde followed by removal of the protecting group and crystallization furnished the desired product as a hydrochloride salt in 85% overall yield and 99.8% purity. A scalable synthesis of 9-deazahypoxanthine is also reported. 2009 American Chemical Society.

IMPROVED METHOD FOR PREPARING 3-HYDROXY-4-HYDROXYMETHYL-PYRROLIDINE COMPOUNDS

A process for preparing (3R,4R)-3-hydroxy-4-hydroxymethylpyrrolidine, the compound of formula (I), or (3S,4S)-3-hydroxy-4-hydroxymethylpyrrolidine, the compound of formula (Ia) involving, as a key step, the enzyme-catalysed enantioselective hydrolysis of a racemic 3,4-trans-disubstituted pyrrolidinone compound of formula (II).