140134-20-9

Basic information

• Product Name: (3R,4R)-(-)-3,4-DIAZIDO-1-(PHENYLMETHYL)PYRROLIDINE
• Synonyms: (3R,4R)-(-)-3,4-DIAZIDO-1-(PHENYLMETHYL)PYRROLIDINE
• CAS NO: 140134-20-9
• Molecular Formula: C₁₁H₁₃N₇
• Molecular Weight: 243.27
• Mol File: 140134-20-9.mol
• Article Data: 10

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (3R,4R)-(-)-3,4-DIAZIDO-1-(PHENYLMETHYL)PYRROLIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: (3R,4R)-(-)-3,4-DIAZIDO-1-(PHENYLMETHYL)PYRROLIDINE(140134-20-9)
• EPA Substance Registry System: (3R,4R)-(-)-3,4-DIAZIDO-1-(PHENYLMETHYL)PYRROLIDINE(140134-20-9)

Safety Data

• Hazardous Substances Data: 140134-20-9(Hazardous Substances Data)

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

• 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 
• 104351-40-8 (3S,4S)-1-benzyl-3,4-pyrrolidinediyl bis(methanesulfonate) 

Downstream Products

• 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 
• 140134-21-0 (3S,4S)-1-benzyl-pyrrolidine-3,4-diamine 

Relevant articles and documents

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.

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%.

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.