193352-75-9

Basic information

• Product Name: (S,S)-N-BENZYL-3,4-TRANS-DIAMINOPYRROLIDINE
• Synonyms: (S,S)-N-BENZYL-3,4-TRANS-DIAMINOPYRROLIDINE;(3S,4S)-(+)-3,4-DiaMino-1-benzylpyrrolidine;(3S,4S)-(+)-1-Benzyl-3,4-pyrrolidinediamine;(3S,4S)-(+)-3,4-Diamino-1-benzylpyrrolidine
• CAS NO: 193352-75-9
• Molecular Formula: C₁₁H₁₇N₃
• Molecular Weight: 191.27
• Mol File: 193352-75-9.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 296.8±40.0 °C(Predicted)
• Flash Point: 132°C
• Appearance: /
• Density: 1.104±0.06 g/cm3(Predicted)
• Refractive Index: 1.5440 to 1.5480
• PKA: 9.65±0.40(Predicted)
• CAS DataBase Reference: (S,S)-N-BENZYL-3,4-TRANS-DIAMINOPYRROLIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: (S,S)-N-BENZYL-3,4-TRANS-DIAMINOPYRROLIDINE(193352-75-9)
• EPA Substance Registry System: (S,S)-N-BENZYL-3,4-TRANS-DIAMINOPYRROLIDINE(193352-75-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• RIDADR: UN 2735 8/PG III
• WGK Germany: 3
• HazardClass: 8
• PackingGroup: III
• Hazardous Substances Data: 193352-75-9(Hazardous Substances Data)

Usage

General Description

(S,S)-N-Benzyl-3,4-trans-diaminopyrrolidine is a chemical compound with the molecular formula C14H19N3. It is a diamine derivative with a pyrrolidine ring and a benzyl group. (S,S)-N-BENZYL-3,4-TRANS-DIAMINOPYRROLIDINE has been studied for its potential use in organic synthesis and as a ligand in catalytic asymmetric synthesis. It has also been investigated for its potential use as a building block in the synthesis of pharmaceutical compounds and other biologically active molecules. Its unique structure and properties make it a valuable compound in the field of organic chemistry and drug discovery.

Upstream product

• 380357-38-0 (3R,4R)-1-Benzyl-3,4-bis(methylsulfonyloxy)pyrrolidin 
• 100-46-9 benzylamine 
• 187032-53-7 (3S,4S)-1-N-benzyl-3,4-dihydroxypyrrolidine-2,6-dione 
• 163439-82-5 (3R,4R)-1-benzyl-3,4-pyrrolidinediol 
• 104351-40-8 (3S,4S)-1-benzyl-3,4-pyrrolidinediyl bis(methanesulfonate) 
• 288313-99-5 3,4-Diazido-1-benzylpyrrolidine 

Downstream Products

• 266692-94-8 N-benzyl-3,4-di(Boc-amino)pyrrolidine 

Relevant articles and documents

Urea vs. carbamate groups: a comparative study in a chiral C2 symmetric organogelator

The effect of the replacement of molecular moieties (carbamates vs. urea) that drive self-assembly for two organogelators with an identical C2 symmetric molecular structure is described. The main properties of the gels obtained from the urea-ba

Combinatorial chemistry for ligand development in catalysis: Synthesis and catalysis screening of peptidosulfonamide tweezers on the solid phase

On the basis of a pyrrolidine tweezer 1, a library of peptidosulfonamide tweezers (15a-e, 16a-e was synthesized on the solid phase. This library was screened in a simultaneous substrate screening procedure for the ability to enantioselectively catalyze the Ti(O-i-Pr)4-mediated addition of diethylzinc to aldehydes. One of the best solid-phase tweezer catalyst (i.e., 16d, giving an ee of 32% in solid-phase catalysis) was resynthesized in solution (compounds 20 and 21). The now homogeneous solution-phase catalysis showed even better enantioselectivity (i.e., up to 66%).

Synthesis of C2 symmetric primary vicinal diamines. Double stereospecific Mitsunobu reaction of the heterocyclic diols derived from tartaric acid

Homochiral 1-alkyl-3,4-dihydroxypyrrolidines, (S,S)- and (R,R)-5 were obtained by cyclization and reduction of both enantiomers of (+)- and (-)-tartaric acid, respectively. Also (S,S)-3,4-dihydroxytetrahydrofurane 6 was prepared from (+)-diethyl tartrate. All these heterocyclic vic-diols underwent twofold Mitsunobu reaction (Ph3P/DEA/HN3) followed by catalytic hydrogenation forming stereospecifically the corresponding primary vicinal diamines (R,R)-, (S,S)-2 and (R,R)-3. The absolute configuration of diamines 2, 3 was established by the exciton-coupling CD spectra of their N,N'-diphthaloyl derivatives.