148017-44-1

Basic information

• Product Name: (2s,4s)-1-t-butoxycarbonyl-2-(N-T-butoxycarbonyl-N-sulfamoylamino)methyl-4-mercapto-pyrrolidine
• Synonyms: (2s,4s)-1-t-butoxycarbonyl-2-(N-T-butoxycarbonyl-N-sulfamoylamino)methyl-4-mercapto-pyrrolidine;(2S,4S)-2-[[(Aminosulfonyl)[(tert-butoxy)carbonyl]amino]methyl]-4-mercapto-1-pyrrolidinecarboxylic acid tert-butyl ester;(2S,4S)-tert-butyl 2-((tert-butoxycarbonyl(sulfaMoyl)aMino)Methyl)-4-Mercaptopyrrolidine-1-carboxylate
• CAS NO: 148017-44-1
• Molecular Formula: C₁₅H₂₉N₃O₆S₂
• Molecular Weight: 411.54
• Mol File: 148017-44-1.mol

Chemical Properties

• Boiling Point: 519.7±60.0 °C(Predicted)
• Appearance: /
• Density: 1.45
• PKA: 10.00±0.60(Predicted)
• CAS DataBase Reference: (2s,4s)-1-t-butoxycarbonyl-2-(N-T-butoxycarbonyl-N-sulfamoylamino)methyl-4-mercapto-pyrrolidine(CAS DataBase Reference)
• NIST Chemistry Reference: (2s,4s)-1-t-butoxycarbonyl-2-(N-T-butoxycarbonyl-N-sulfamoylamino)methyl-4-mercapto-pyrrolidine(148017-44-1)
• EPA Substance Registry System: (2s,4s)-1-t-butoxycarbonyl-2-(N-T-butoxycarbonyl-N-sulfamoylamino)methyl-4-mercapto-pyrrolidine(148017-44-1)

Safety Data

• Hazardous Substances Data: 148017-44-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Synthesis:
(2s,4s)-1-t-butoxycarbonyl-2-(N-T-butoxycarbonyl-N-sulfamoylamino)methyl-4-mercapto-pyrrolidine is utilized as a key intermediate in the synthesis of pharmaceuticals for its ability to contribute to the formation of complex molecular architectures. Its presence in the molecular structure can influence the pharmacokinetics and pharmacodynamics of the resulting drug candidates, potentially enhancing their efficacy and selectivity.
Used in Organic Chemistry:
In the realm of organic chemistry, (2s,4s)-1-t-butoxycarbonyl-2-(N-T-butoxycarbonyl-N-sulfamoylamino)methyl-4-mercapto-pyrrolidine is employed as a reagent or a precursor in various chemical reactions. Its unique functional groups allow for a range of chemical transformations, facilitating the creation of novel compounds with tailored properties for specific applications.
Used in Bioactive Molecule Development:
(2s,4s)-1-t-butoxycarbonyl-2-(N-T-butoxycarbonyl-N-sulfamoylamino)methyl-4-mercapto-pyrrolidine is also used as a component in the development of bioactive molecules. Its incorporation into these molecules can provide enhanced biological activity, such as improved binding to target proteins or enzymes, leading to more effective therapeutic interventions.
Used in Research and Development:
In academic and industrial research settings, (2s,4s)-1-t-butoxycarbonyl-2-(N-T-butoxycarbonyl-N-sulfamoylamino)methyl-4-mercapto-pyrrolidine serves as a valuable tool for probing the structure-activity relationships of potential drug candidates. Its use in these studies aids in understanding the molecular mechanisms underlying drug action and can guide the design of more potent and safer pharmaceuticals.

Upstream product

• 51-35-4 4R-4-hydroxyproline 
• 148017-07-6 (2S,4R)-N-tetr-butoxycarbonyl-4-methanesulfonyloxy-2-hydroxymethylpyrrolidine 
• 148017-42-9 (2S,4S)-4-acetylthio-1-t-butoxycarbonylpyrrolidine-2-methanol 
• 148017-28-1 N-tert-butoxycarbonylsulfamoyl amine 
• 13726-69-7 (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid 
• 24424-99-5 di-tert-butyl dicarbonate 
• 148017-43-0 (2S,4S)-1-tert-butoxycarbonyl-4-acetylthio-2-(N-tert-butoxycarbonyl-N-sulfamoylaminomethyl)pyrrolidine 

Downstream Products

• 148016-81-3 doripenem 
• 148017-57-6 diphenylmethyl (4R,5S,6S)-6-[(1R)-1-hydroxyethyl]-4-methyl-3-[[(3S,5S)-1-(tert-butoxycarbonyl)-5-[N-sulfamoyl-N-(tert-butoxycarbonyl)aminomethyl]pyrrolidin-3-yl]thio]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate 

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.