288313-99-5

Usage

Uses

Used in Chemical Synthesis:
(3S,4S)-3,4-Diazido-1-(phenylmethyl)pyrrolidine is used as a building block for chemical synthesis, particularly in the development of new materials and pharmaceuticals. Its unique structure and reactivity make it a promising candidate for creating innovative compounds with diverse applications.
Used in Pharmaceutical Development:
In the pharmaceutical industry, (3S,4S)-3,4-Diazido-1-(phenylmethyl)pyrrolidine is used as a key component in the synthesis of various drugs. Its chiral nature and reactive azido groups allow for the creation of enantiomerically pure compounds, which can be crucial for the efficacy and safety of medications.
Used in Material Science:
(3S,4S)-3,4-Diazido-1-(phenylmethyl)pyrrolidine is employed as a versatile building block in material science, where its azido groups can participate in azide-alkyne cycloaddition reactions. This allows for the formation of new molecular structures and functional materials with tailored properties for specific applications.
Safety Note:
Due to the potential explosive properties of (3S,4S)-3,4-Diazido-1-(phenylmethyl)pyrrolidine, it is essential to handle (3S,4S)-3,4-DIAZIDO-1-(PHENYLMETHYL)PYRROLIDINE with extreme care and follow proper safety protocols to minimize risks during its use in various applications.

Upstream product

• 163439-82-5 (3R,4R)-1-benzyl-3,4-pyrrolidinediol 
• 104351-40-8 (3S,4S)-1-benzyl-3,4-pyrrolidinediyl bis(methanesulfonate) 
• 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 
• 100-46-9 benzylamine 
• 90365-74-5 (3S,4S)-(+)-1-benzyl-3,4-pyrrolidinediol 
• 187032-53-7 (3S,4S)-1-N-benzyl-3,4-dihydroxypyrrolidine-2,6-dione 

Downstream Products

• 1000303-14-9 (3S,4S)-4-azido-1-benzylpyrrolidin-3-ylamine 
• 1293389-12-4 C₁₅H₁₉N₅O 
• 1293389-13-5 C₁₆H₂₁N₅O 
• 1000303-34-3 ((3'S,4'S)-1'-benzyl-2-oxo-[1,3']bipyrrolidinyl-4'-yl)carbamic acid tert-butyl ester 
• 1000303-31-0 [(3S,4S)-1-benzyl-4-(2-oxopiperidin-1-yl)pyrrolidin-3-yl]carbamic acid tert-butyl ester 
• 1000303-28-5 ((3S,4S)-4-azido-1-benzylpyrrolidin-3-yl)carbamic acid tert-butyl ester 
• 266692-94-8 N-benzyl-3,4-di(Boc-amino)pyrrolidine 
• 288314-03-4 (3S,4S)-3,4-Bis-[((1R,2R)-2-{2-[4-(2-{ethyl-[4-(4-nitro-phenylazo)-phenyl]-amino}-ethoxy)-phenyl]-ethylcarbamoyl}-cyclohexanecarbonyl)-amino]-pyrrolidine-1-carboxylic acid 2-trimethylsilanyl-ethyl ester 
• 193352-75-9 (3S,4S)-1-benzyl-pyrrolidine-3,4-diamine 

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

1-((3S,4S)-4-Amino-1-(4-substituted-1,3,5-triazin-2-yl) pyrrolidin-3-yl)-5,5-difluoropiperidin-2-one inhibitors of DPP-4 for the treatment of type 2 diabetes

A 3-amino-4-substituted pyrrolidine series of dipeptidyl peptidase IV (DPP-4) inhibitors was rapidly developed into a candidate series by identification of a polar valerolactam replacement for the lipophilic 2,4,5-trifluorophenyl pharmacophore. The additi

Substituted 3-Amino-Pyrrolidino-4-Lactams

The invention provides compounds of formula (1), and the pharmaceutically acceptable salt thereof, wherein R1, n and R2 are as described herein; compositions thereof; and uses thereof.

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%).

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.