550378-39-7

Basic information

• Product Name: (S)-1-Cbz-3-Aminopyrrolidine hydrochloride
• Synonyms: (S)-3-AMINO-1-N-CBZ-PYRROLIDINE HYDROCHLORIDE;(S)-3-AMINO-PYRROLIDINE-1-CARBOXYLIC ACID BENZYL ESTER HYDROCHLORIDE;(S)-1-Cbz-3-aminopyrrolidine hydrochloride;(S)-1-CBZ-3-AMINOPYRROLIDINE HCL;(S)-benzyl 3-aminopyrrolidine-1-carboxylate hydrochloride;(S)-1-N-Cbz-3-Aminopyrrolidine HCl;REF DUPL: (S)-3-Amino-1-N-Cbz-pyrrolidine hydrochloride;(S)-3-Amino-1-carbobenzoxypyrrolidine Hydrochloride
• CAS NO: 550378-39-7
• Molecular Formula: C₁₂H₁₆N₂O₂*ClH
• Molecular Weight: 256.73
• Mol File: 550378-39-7.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 381.7 °C at 760 mmHg
• Flash Point: 184.6 °C
• Appearance: /
• Density: 1.208g/mLat 25°C(lit.)
• Vapor Pressure: 3.37E-06mmHg at 25°C
• Storage Temp.: Inert atmosphere,Room Temperature
• Water Solubility: Soluble in water
• CAS DataBase Reference: (S)-1-Cbz-3-Aminopyrrolidine hydrochloride(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-1-Cbz-3-Aminopyrrolidine hydrochloride(550378-39-7)
• EPA Substance Registry System: (S)-1-Cbz-3-Aminopyrrolidine hydrochloride(550378-39-7)

Safety Data

• Hazardous Substances Data: 550378-39-7(Hazardous Substances Data)

Usage

General Description

(S)-1-Cbz-3-Aminopyrrolidine hydrochloride is a chemical compound with the molecular formula C??H??ClN?O?. It is an amino acid derivative and is commonly used as a key intermediate in organic synthesis. (S)-1-Cbz-3-Aminopyrrolidine hydrochloride is often utilized as a chiral building block for the synthesis of various pharmaceuticals and biologically active compounds. Its hydrochloride form is the salt of the compound that is more stable and water-soluble, making it easier to handle and use in laboratory settings. (S)-1-Cbz-3-Aminopyrrolidine hydrochloride is known for its versatility and is widely utilized in the field of medicinal chemistry and drug development.

InChI:InChI=1/C12H16N2O2.ClH/c13-11-6-7-14(8-11)12(15)16-9-10-4-2-1-3-5-10;/h1-5,11H,6-9,13H2;1H/t11-;/m0./s1

Upstream product

• 501-53-1 benzyl chloroformate 
• 122536-74-7 (S)-3-<<(1,1-dimethylethoxy)carbonyl>amino>-1-pyrrolidinecarboxylic acid phenylmethyl ester 

Downstream Products

• 1361322-92-0 (S)-benzyl 3-((S)-2-amino-2-cyclohexylacetamido)pyrrolidine-1-carboxylate hydrochloride 
• 1361322-93-1 (S)-benzyl 3-((S)-2-((S)-2-(tert-butoxycarbonyl(methyl)amino)propanamido)-2-cyclohexylacetamido)pyrrolidine-1-carboxylate 
• 1253856-48-2 (2S,5S)-2-((S)-1-benzyloxycarbonyl-pyrrolidin-3-ylcarbamoyl)-5-(4-trifluoromethyl-benzenesulfonyloxy)-piperidine-1-carboxylic acid tert-butyl ester 
• 400653-25-0 1-Cbz-3S-[[1-(t-butyloxycarboxy)indol-6-yl]carbonyl-amino]pyrrolidine 

Relevant articles and documents

Discovery of aminopiperidine-based Smac mimetics as IAP antagonists

A series of structurally unique Smac mimetics that act as antagonists of inhibitor of apoptosis proteins (IAPs) has been discovered. While most previously described Smac mimetics contain the proline ring (or a similar cyclic motif) found in Smac, a key feature of the compounds described herein is that this ring has been removed. Despite this, compounds in this series potently bind to cIAP1 and elicit the expected phenotype of cIAP1 inhibition in cancer cells. Marked selectivity for cIAP1 over XIAP is observed for these compounds, which is attributed to a slight difference in the binding groove between the two proteins and the resulting steric interactions with the inhibitors. XIAP binding can be improved by constraining the inhibitor so that these unfavorable steric interactions are minimized.