136140-32-4

Usage

Molecular structure

The compound has a complex molecular structure, derived from pyrrolidinecarboxylic acid and 2-propen-1-yl, and contains acetylthio and hydroxymethyl functional groups.

Ester

It is an ester compound, formed by the reaction of an acid (pyrrolidinecarboxylic acid) and an alcohol (2-propen-1-ol).

Acetylthio functional group

The presence of the acetylthio group (thioacetyl or acetyl mercapto group) gives the compound unique chemical properties, such as reactivity and stability.

Hydroxymethyl functional group

The hydroxymethyl group (-CH2OH) imparts hydrophilic properties to the compound, which can be important for solubility and interactions with other molecules.

Stereochemistry

The compound has a stereochemistry of (2S,4S), indicating the arrangement of atoms in its chiral centers. This is important for the compound's biological activity and selectivity in chemical reactions.

Applications

This chemical may have applications in pharmaceuticals, as a building block for organic synthesis, or in other specialized chemical processes based on its specific structure and properties.

Chiral centers

The presence of chiral centers in the compound can lead to the formation of enantiomers, which may have different biological activities and properties.

Reactivity

The compound's reactivity can be influenced by the presence of the acetylthio and hydroxymethyl functional groups, making it suitable for various chemical reactions and transformations.

Solubility

The hydroxymethyl group can affect the compound's solubility in different solvents, which can be important for its applications in pharmaceuticals and other industries.

Stability

The compound's stability can be influenced by its molecular structure and functional groups, making it suitable for various applications and storage conditions.

InChI:InChI=1/C11H17NO4S/c1-3-4-16-11(15)12-6-10(17-8(2)14)5-9(12)7-13/h3,9-10,13H,1,4-7H2,2H3/t9-,10-/m0/s1

Upstream product

• 507-09-5 tiolacetic acid 
• 126408-15-9 (2S,4R)-1-allyloxycarbonyl-2-hydroxymethyl-4-methanesulfonyloxypyrrolidine 
• 126438-17-3 (2S,4R)-1-allyloxycarbonyl-4-methanesulfonyloxy-2-methoxycarbonylpyrrolidine 
• 126408-14-8 methyl (2S,4R)-N-(allyloxycarbonyl)-4-hydroxypyrrolidine-2-carboxylate 
• 51-35-4 4R-4-hydroxyproline 
• 40216-83-9 L-4-hydroxyproline methyl ester hydrochloride 
• 10387-40-3 potassium thioacetate 

Downstream Products

• 133995-30-9 (2S,4S)-2-hydroxymethyl-4-tritylthio-1-(allyloxycarbonyl)pyrrolidine 
• 288400-01-1 (4R,5S,6S)-3-[(3S,5S)-1-Allyloxycarbonyl-5-(1-phenyl-1H-tetrazol-5-ylsulfanylmethyl)-pyrrolidin-3-ylsulfanyl]-6-((R)-1-hydroxy-ethyl)-4-methyl-7-oxo-1-aza-bicyclo[3.2.0]hept-2-ene-2-carboxylic acid allyl ester 
• 288400-00-0 (2S,4S)-4-Acetylsulfanyl-2-(1-phenyl-1H-tetrazol-5-ylsulfanylmethyl)-pyrrolidine-1-carboxylic acid allyl ester 
• 288399-97-3 (2S,4S)-4-Mercapto-2-(1-phenyl-1H-tetrazol-5-ylsulfanylmethyl)-pyrrolidine-1-carboxylic acid allyl ester 

Relevant academic research and scientific papers

PROCESS FOR PRODUCTION OF CARBAPENEM DERIVATIVE AND CRYSTALLINE INTERMEDIATE THEREFOR

An object of the present invention is to provide a carbapenem synthetic intermediate which is advantageous in an industrial process. There are provided a process for producing Compound (I), or a pharmaceutically acceptable salt, or a solvate, or a crystal thereof, comprising reacting Compound (III) and Compound (IV) in the presence of the secondary amine, and a benzyl alcoholated crystal of Compound (I). There are further provided a method of deprotecting Compound (I) with a Pd catalyst, and a crystal of Compound (IV).

Synthesis and biological properties of new 1β-methylcarbapenems having tetrazolothioether moiety

The synthesis and biological activities of a series of new 1β-methylcarbapenems 1a-1 having tetrazolothioether moiety at C-5 position of pyrrolidine were described. Among these compounds, 1c showed the most potent antibacterial activity and advanced pharmacokinetics compared with imipenem and meropenem. (C) 2000 Elsevier Science Ltd. All rights reserved.

Pyrrolidylthiocarbapenem derivative

A pyrrolidylthiocarbapenem derivative represented by Formula I is provided: STR1 wherein R1 is hydrogen or lower alkyl; R2, R3 and R4 are hydrogen, lower alkyl which can be substituted or an amino protecting group independently, or R2 and R3 together with a nitrogen atom to which R2 and R3 are bonded form a saturated or unsaturated cyclic group, or R2 and R4, or R3 and R4 together with two nitrogen atoms and one sulfur atom in the sufamide group form a saturated or unsaturated cyclic group; each cyclic group can further include at least one atom selected from the group consisting of oxygen, sulfur and nitrogen, and each cyclic group can be substituted; X1 is hydrogen or a hydroxy protecting group; X2 is hydrogen, a carboxy protecting group, an ammonio group, an alkali metal or an alkaline-earth metal; and Y2 is hydrogen or an amino protecting group.

2-(2-vinylpyrrolidinylthio)carbapenem derivatives

A compound of the formula: STR1 wherein R1 is a hydrogen atom or a methyl group, R2 is a hydrogen atom or a lower alkyl group, each of R3, R4 and R5 is a hydrogen atom or a lower alkyl group, or Rsup