176970-12-0

Basic information

• Product Name: (S)-3-N-CBZ-AMINOPYRROLIDINE
• Synonyms: (S)-benzyl pyrrolidin-3-ylcarbamate;Carbamic acid, (3S)-3-pyrrolidinyl-, phenylmethyl ester (9CI);benzyl (S)-pyrrolidin-3-ylcarbamate;benzyl N-[(3S)-pyrrolidin-3-yl]carbamate;(S)-3-N-(Carbobenzoxy)aminopyrrolidine
• CAS NO: 176970-12-0
• Molecular Formula: C₁₂H₁₆N₂O₂
• Molecular Weight: 220.27
• Mol File: 176970-12-0.mol

Chemical Properties

• Boiling Point: 382.5 °C at 760 mmHg
• Flash Point: 185.1 °C
• Appearance: /
• Density: 1.16g/cm³
• Vapor Pressure: 4.69E-06mmHg at 25°C
• Refractive Index: 1.564
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• CAS DataBase Reference: (S)-3-N-CBZ-AMINOPYRROLIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-3-N-CBZ-AMINOPYRROLIDINE(176970-12-0)
• EPA Substance Registry System: (S)-3-N-CBZ-AMINOPYRROLIDINE(176970-12-0)

Safety Data

• Hazardous Substances Data: 176970-12-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Research:
(S)-3-N-CBZ-AMINOPYRROLIDINE is used as a chiral amine in pharmaceutical research for the development of enantiomerically pure drug molecules. Its specific spatial arrangement of atoms allows for the creation of drugs with targeted effects, reducing potential side effects and improving therapeutic outcomes.
Used in Drug Synthesis:
(S)-3-N-CBZ-AMINOPYRROLIDINE is used as a key intermediate in the synthesis of various pharmaceuticals and chemicals. Its carbobenzyloxy (CBZ) protecting group plays a crucial role in the synthesis process, ensuring the selective protection of the amino group during chemical reactions. This allows for the controlled formation of complex organic molecules with desired properties.
Used in the Development of New Drugs:
(S)-3-N-CBZ-AMINOPYRROLIDINE is utilized in the development of new drugs, particularly in the synthesis of chiral compounds. Its unique structure and properties enable the creation of novel drug candidates with improved efficacy, selectivity, and safety profiles. (S)-3-N-CBZ-AMINOPYRROLIDINE serves as a valuable building block in the design and synthesis of innovative pharmaceutical agents.

InChI:InChI=1/C12H16N2O2/c15-12(14-11-6-7-13-8-11)16-9-10-4-2-1-3-5-10/h1-5,11,13H,6-9H2,(H,14,15)/t11-/m0/s1

Upstream product

• 501-53-1 benzyl chloroformate 
• 176970-05-1 (S)-2-(((benzyloxy)carbonyl)amino)butane-1,4-diyl dimethanesulfonate 
• 118219-23-1 [(1S)-3-hydroxy-1-(hydroxymethyl)propyl]carbamic acid phenylmethyl ester 
• 1152-61-0 N-Cbz-L-Asp 
• 35909-93-4 dimethyl (2S)-2-[(phenylmethoxy)carbonylamino]-butane-1,4-dioate 
• 176970-10-8 (S)-1-allyl-3-(benzyloxycarbonylamino)pyrrolidine 

Downstream Products

• 247569-07-9 tert-butyl (S)-3-(((benzyloxy)carbonyl)amino)pyrrolidine-1-carboxylate 

Relevant articles and documents

Economical synthesis of tert-butyl (S)-3-aminopyrrolidine-1-carboxylate from L-aspartic acid

3-Aminopyrrolidine building block was used as the intermediate for many pharmaceutically active substances. Starting from L-aspartic acid, optically active (S)-tert-butyl-3-aminopyrrolidine-1-carboxylate was synthesized, and the reaction conditions were optimized in each step. The procedure of each step was discussed in detail and could be useful for the industrial preparation. This process was featured by readily available starting material, mild reaction conditions, easy work-up, and economy.

Practical synthesis of (S)-3-(p-nitrobenzyloxy-carbonylamino)pyrrolidine and its related compounds from L-aspartic acid

An efficient method for the preparation of (S)-3-aminopyrrolidine derivatives was developed starting from L-aspartic acid, which involves an efficient formation of a pyrrolidine-ring from allylamine and a practical Pd/C-catalyzed cleavage of N-allyl prote