140134-20-9

Usage

General Description

(3R,4R)-(-)-3,4-Diazido-1-(phenylmethyl)pyrrolidine is a chemical compound with the molecular formula C11H15N5. It is a chiral compound, meaning it has two enantiomers, and the (3R,4R)-(-) form is the one specified in the name. (3R,4R)-(-)-3,4-DIAZIDO-1-(PHENYLMETHYL)PYRROLIDINE is a derivative of pyrrolidine and contains azide groups, which can be useful in organic synthesis for introducing nitrogen atoms into organic molecules. It may also have potential applications in medicinal chemistry and materials science due to its unique structure and reactivity. Overall, (3R,4R)-(-)-3,4-Diazido-1-(phenylmethyl)pyrrolidine is a versatile compound with potential uses in various fields of chemistry.

Upstream product

• 104351-40-8 (3S,4S)-1-benzyl-3,4-pyrrolidinediyl bis(methanesulfonate) 
• 100-46-9 benzylamine 
• 380357-38-0 (3R,4R)-1-Benzyl-3,4-bis(methylsulfonyloxy)pyrrolidin 
• 75172-31-5 (3R,4R)-1-benzyl-3,4-dihydroxypyrrolidine-2,5-dione 
• 90365-74-5 (3S,4S)-(+)-1-benzyl-3,4-pyrrolidinediol 

Downstream Products

• 140134-21-0 (3S,4S)-1-benzyl-pyrrolidine-3,4-diamine 
• 205251-35-0 N-benzyl-3,4-di(Boc-amino)pyrrolidine 
• 140134-22-1 C₂₅H₂₅N₃O₂ 
• 917897-66-6 (3R,4R)-1-benzyl-3,4-bis(trifluoromethylsulfonamido)pyrrolidine 

Relevant academic research and scientific papers

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.

PYRROLIDINYL UREA DERIVATIVES AND APPLICATION THEREOF IN TRKA-RELATED DISEASES

The present invention relates to a class of TrkA inhibitors and an application thereof in the preparation of a drug for the treatment of diseases associated with TrkA. The present invention specifically discloses compounds represented by formula (I) and f

Enantioselective trimethylsilylcyanation of benzaldehyde using pyrrolidine-based chiral salen ligands

The in situ formed Ti(IV) complexes of several pyrrolidine-based chiral salen ligands derived from natural (L)-tartaric acid were evaluated as catalysts in the enantioselective trimethylsilylcyanation of benzaldehyde. The catalysts were found to be very active, producing the corresponding product, O-trimethylsilylmandelonitrile, in high yields (>94%) and enantioselectivities of up to 88%.

Synthesis of an ovoid chiral cage

Evidence for the formation of an ovoid chiral cage, resulting from the auto-assembly of two hexafunctional and three tetrafunctional modules reacting through dynamic covalent bond formation, is provided. Georg Thieme Verlag Stuttgart.

Asymmetric addition of diethylzinc to ketones promoted by tartaric acid derivatives

The preparation of new sulfonamide ligands derived from L-tartaric acid and camphor sulfonyl chloride are described. The employment in the titanium tetraisopropoxide-promoted enantioselective addition of diethylzinc to ketones has been studied. The best enantiomeric excess is up to 99% with 7 mol% catalyst loading at room temperature. Copyright Taylor & Francis Group, LLC.

anti-Selective direct asymmetric Mannich reactions catalyzed by chiral pyrrolidine-based amino sulfonamides

The novel pyrrolidine-based amino sulfonamides (R,R)-2, (S)-3, and (S)-4 were designed and synthesized as organocatalysts and successfully applied for the anti-selective direct asymmetric Mannich reaction.

Design of a C2-symmetric chiral pyrrolidine-based amino sulfonamide: application to anti-selective direct asymmetric Mannich reactions

The anti-selective direct asymmetric Mannich reaction was found to be efficiently catalyzed by the novel pyrrolidine-based amino sulfonamide (R,R)-2 prepared from l-tartaric acid.

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%).

Tweezers with different bite: Increasing the affinity of synthetic receptors by varying the hinge part

With preservation of selectivity, the hinge part of tweezerlike synthetic receptor molecules can be varied to achieve a higher affinity. The synthetic peptidosulfonamide receptor (below left; R = Disperse Red 1) with the bis(aminomethyl)benzoic acid hinge selectively bound the tripeptide shown below on the right (K(a) = 4100 M-1). Combination of a diversity in the hinge part with that present in the tweezer arms will provide access to large and diverse synthetic receptor libraries.

A Very Mild, Catalytic and Versatile Procedure for α-Oxidation of Ketone Silyl Enol Ethers Using (salen)Manganese(III) Complexes; A New, Chiral Complex Giving Asymmetric Induction. A Possible Model for Selective Biochemical Oxidative Reactions Through Eno

Facile, catalytic, selective (racemic and asymmetric) oxidation of ketone silyl enol ethers to give α-oxygenated products proceeds well under very mild, aprotic conditions using a racemic (salen)manganese(III) complex H2salen = bis(salicylidene)ethylened