148017-39-4

Basic information

• Product Name: (2S,4R)-tert-butyl 4-(acetylthio)-2-(hydroxymethyl)pyrrolidine-1-carboxylate
• Synonyms: (2S,4R)-tert-butyl 4-(acetylthio)-2-(hydroxymethyl)pyrrolidine-1-carboxylate
• CAS NO: 148017-39-4
• Molecular Formula: C12H21NO4S
• Molecular Weight: 275.36444
• Mol File: 148017-39-4.mol

Chemical Properties

• Boiling Point: 388.5±35.0 °C(Predicted)
• Appearance: /
• Density: 1.20±0.1 g/cm3(Predicted)
• PKA: 14.77±0.10(Predicted)
• CAS DataBase Reference: (2S,4R)-tert-butyl 4-(acetylthio)-2-(hydroxymethyl)pyrrolidine-1-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,4R)-tert-butyl 4-(acetylthio)-2-(hydroxymethyl)pyrrolidine-1-carboxylate(148017-39-4)
• EPA Substance Registry System: (2S,4R)-tert-butyl 4-(acetylthio)-2-(hydroxymethyl)pyrrolidine-1-carboxylate(148017-39-4)

Safety Data

• Hazardous Substances Data: 148017-39-4(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Drug Synthesis:
(2S,4R)-tert-butyl 4-(acetylthio)-2-(hydroxymethyl)pyrrolidine-1-carboxylate is used as a key intermediate in the synthesis of pharmaceutical drugs. Its unique structure and functional groups enable it to be incorporated into various drug molecules, potentially leading to the development of new therapeutic agents.
Used in Organic Chemistry Research:
In the field of organic chemistry, (2S,4R)-tert-butyl 4-(acetylthio)-2-(hydroxymethyl)pyrrolidine-1-carboxylate serves as a valuable compound for research purposes. Its synthesis and reactions can provide insights into the reactivity and selectivity of various functional groups, contributing to the advancement of organic chemistry knowledge.
Used in Drug Development:
(2S,4R)-tert-butyl 4-(acetylthio)-2-(hydroxymethyl)pyrrolidine-1-carboxylate has potential applications in drug development due to its unique structural features and functional groups. It can be used as a starting material or a building block in the design and synthesis of new drug candidates, potentially leading to the discovery of novel therapeutic agents with improved efficacy and selectivity.
Used in Chemical Synthesis Industry:
In the chemical synthesis industry, (2S,4R)-tert-butyl 4-(acetylthio)-2-(hydroxymethyl)pyrrolidine-1-carboxylate can be employed as a versatile building block for the synthesis of various organic compounds. Its unique structure and functional groups make it a valuable component in the development of new chemical products, such as specialty chemicals, agrochemicals, and materials.

Upstream product

• 148017-38-3 tert-butyl (2S,4S)-2-(hydroxymethyl)-4-((methylsulfonyl)oxy)pyrrolidine-1-carboxylate 
• 10387-40-3 potassium thioacetate 
• 1499-56-5 (R)-4-hydroxy-L-proline ethyl ester 
• 51-35-4 4R-4-hydroxyproline 
• 148017-37-2 (2S,4S)-1-t-butoxycarbonyl-4-formyloxy-2-methoxycarbonylpyrrolidine 
• 74844-91-0 (2S,4S)-N-tert-butoxycarbonyl-4-hydroxyproline methyl ester 
• 74844-91-0 1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate 

Downstream Products

• 148090-79-3 C₃₈H₅₀N₄O₁₀S₂ 

Relevant articles and documents

Synthesis and modification of a novel 1 β-methyl carbapenem antibiotic, S-4661

We describe an efficient method for introducing a sulfamoylamino group into the C-2' position of pyrrolidine using the Mitsunobu reaction. S-4661, its N-methyl analogues and stereoisomers were synthesized using this method and their structure-activity relationships were investigated.

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.