816429-58-0

Basic information

• Product Name: (S,S)-3-BENZYL-1,4-DIAZABICYCLO[4.3.0]NONANE
• Synonyms: (S,S)-3-BENZYL-1,4-DIAZABICYCLO[4.3.0]NONANE;3-Benzyl-octahydro-pyrrolo[1,2-a]pyrazine;(3S,9S)-3-Benzyl-1,4-diazabicyclo[4.3.0]nonane;(3S,9S)-3-Benzyloctahydropyrrolo[1,2-a]pyrazine;(S, S)-3-Benzyl-octahydro-pyrrolo[1,2-a]pyrazine;(3S,6S)-3-Benzyl-1,4-diazabicyclo[4.3.0]nonane
• CAS NO: 816429-58-0
• Molecular Formula: C14H20N2
• Molecular Weight: 216.32
• Mol File: 816429-58-0.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 101-103℃/1mm
• Flash Point: 139.7°C
• Appearance: /
• Density: 1.08g/cm³
• Vapor Pressure: 0.000131mmHg at 25°C
• Refractive Index: 1.588
• CAS DataBase Reference: (S,S)-3-BENZYL-1,4-DIAZABICYCLO[4.3.0]NONANE(CAS DataBase Reference)
• NIST Chemistry Reference: (S,S)-3-BENZYL-1,4-DIAZABICYCLO[4.3.0]NONANE(816429-58-0)
• EPA Substance Registry System: (S,S)-3-BENZYL-1,4-DIAZABICYCLO[4.3.0]NONANE(816429-58-0)

Safety Data

• Hazard Codes: Xi,T
• Statements: 25
• Safety Statements: 45
• Hazardous Substances Data: 816429-58-0(Hazardous Substances Data)

Usage

Description

(S,S)-3-Benzyl-1,4-diazabicyclo[4.3.0]nonane is a bicyclic heterocyclic compound that features a diazabicyclo[4.3.0]nonane ring system with a benzyl group attached. (S,S)-3-BENZYL-1,4-DIAZABICYCLO[4.3.0]NONANE is known for its unique structural features and potential applications in various fields.

Uses

Used in Asymmetric Catalysis:
(S,S)-3-Benzyl-1,4-diazabicyclo[4.3.0]nonane is used as a chiral ligand in asymmetric catalysis, where it plays a crucial role in enhancing the selectivity and efficiency of chemical reactions, leading to the production of enantiomerically pure compounds.
Used in Pharmaceutical Synthesis:
In the pharmaceutical industry, (S,S)-3-Benzyl-1,4-diazabicyclo[4.3.0]nonane is utilized in the synthesis of various drugs and therapeutic agents. Its unique structure contributes to the development of new and effective medications.
Used in Material Science:
(S,S)-3-Benzyl-1,4-diazabicyclo[4.3.0]nonane has shown promise in the development of new materials due to its structural properties, making it a valuable compound in material science research and applications.
Used in Medicinal Chemistry:
Due to its demonstrated biological activity, (S,S)-3-Benzyl-1,4-diazabicyclo[4.3.0]nonane is of interest in medicinal chemistry for the development of new drugs and therapeutic agents, potentially leading to advancements in healthcare and treatment options.

InChI:InChI=1/C14H20N2/c1-2-5-12(6-3-1)9-13-11-16-8-4-7-14(16)10-15-13/h1-3,5-6,13-15H,4,7-11H2/t13-,14-/m0/s1

Upstream product

• 5654-85-3 (3S,8aS)-3-benzyloctahydropyrrolo[1,2-a]pyrazine-1,4-dione 
• 26488-24-4 (3R,8aS)-hexahydro-3-(phenylmethyl)pyrrolo[1,2-a]pyrazine-1,4-dione 
• 126251-10-3 H-D-Phe-L-Pro-OMe 
• 126251-09-0 Boc-D-Phe-L-Pro-OMe 
• 18942-49-9 Boc-D-Phe-OH 
• 2577-48-2 methyl (2S)-pyrrolidine carboxylate 
• 38017-89-9 t-butyloxycarbonyl-L-phenylalanyl-L-proline methyl ester 
• 83825-04-1 L-phenylalanine-L-proline methyl ester 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 

Relevant articles and documents

Enantioselective Henry reaction catalyzed by C2-symmetric chiral diamine-copper(II) complex

A copper(II) complex of C2-symmetric diamine has been proved to be an efficient catalyst for the enantioselective Henry reaction between nitroalkanes and various aldehydes to provide β-hydroxy nitroalkanes in high yields (up to 97%), moderate diastereoselectivities (up to 71:29) and excellent enantiomeric excesses (up to 96%). The chiral nitroaldol adduct obtained has been further converted into chiral aziridine in few steps.