193352-75-9

Usage

Uses

Used in Organic Synthesis:
(S,S)-N-Benzyl-3,4-trans-diaminopyrrolidine is used as a building block in organic synthesis for the creation of complex organic molecules. Its presence in the synthesis process allows for the formation of various functional groups and the development of new chemical entities with potential applications in different industries.
Used in Catalytic Asymmetric Synthesis:
As a chiral ligand, (S,S)-N-Benzyl-3,4-trans-diaminopyrrolidine is employed in catalytic asymmetric synthesis to induce enantioselectivity in chemical reactions. This application is crucial in the production of enantiomerically pure compounds, which are essential in pharmaceuticals, agrochemicals, and other industries where stereochemistry plays a significant role in biological activity.
Used in Pharmaceutical Compounds Synthesis:
(S,S)-N-Benzyl-3,4-trans-diaminopyrrolidine is used as a key intermediate in the synthesis of pharmaceutical compounds. Its unique structure allows for the development of new drugs with improved efficacy, selectivity, and reduced side effects. (S,S)-N-BENZYL-3,4-TRANS-DIAMINOPYRROLIDINE's potential as a building block in drug discovery makes it an attractive candidate for the design and synthesis of novel therapeutic agents.
Used in Biologically Active Molecules Synthesis:
(S,S)-N-Benzyl-3,4-trans-diaminopyrrolidine is utilized in the synthesis of biologically active molecules, such as peptides, alkaloids, and other natural products. Its incorporation into these molecules can lead to the development of new bioactive compounds with potential applications in medicine, agriculture, and other fields.

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 academic research and scientific papers

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

The coordination chemistry of cis-3,4-diaminopyrrolidine and related polyamines

cis-3,4-Diaminopyrrolidine (cis-dap), trans-3,4-diaminopyrrolidine (trans-dap), cis-1,2-cyclopentanediamine (cis-cptn), and trans-1,2-cyclopentanediamine (trans-cptn) have been prepared in multigram quantities. The complexation of these ligands and of 3-a

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%).

MCM-silylamine Pd(II)complex: A heterogeneous catalyst for selective azide reductions

Palladium complex immobilized on MCM-41 catalyses the reduction of alkyl, aryl and arylsulfonyl azides to the corresponding amines in excellent yields under mild conditions.

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.