205251-35-0

Basic information

• Product Name: (R,R)-N-BENZYL-3,4-TRANS-(N-BOC)-DIAMINOPYRROLIDINE
• Synonyms: (R,R)-N-BENZYL-3,4-TRANS-(N-BOC)-DIAMINOPYRROLIDINE
• CAS NO: 205251-35-0
• Molecular Formula: C₂₁H₃₃N₃O₄
• Molecular Weight: 391.5
• Mol File: 205251-35-0.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: (R,R)-N-BENZYL-3,4-TRANS-(N-BOC)-DIAMINOPYRROLIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: (R,R)-N-BENZYL-3,4-TRANS-(N-BOC)-DIAMINOPYRROLIDINE(205251-35-0)
• EPA Substance Registry System: (R,R)-N-BENZYL-3,4-TRANS-(N-BOC)-DIAMINOPYRROLIDINE(205251-35-0)

Safety Data

• Hazardous Substances Data: 205251-35-0(Hazardous Substances Data)

Usage

Description

(R,R)-N-Benzyl-3,4-trans-(N-BOC)-diaminopyrrolidine, with the molecular formula C20H30N2O2, is a diamine derivative featuring a pyrrolidine ring structure. (R,R)-N-BENZYL-3,4-TRANS-(N-BOC)-DIAMINOPYRROLIDINE is characterized by the presence of a benzyl group and a BOC (tert-butoxycarbonyl) protecting group. Its unique structure and reactivity, along with its stereochemistry that includes two chiral centers, make it a valuable compound in the fields of organic synthesis and chemical research.

Uses

Used in Pharmaceutical Industry:
(R,R)-N-Benzyl-3,4-trans-(N-BOC)-diaminopyrrolidine is used as a building block for the synthesis of various pharmaceuticals. Its unique structure and reactivity contribute to the development of new drugs and medical treatments, potentially offering novel therapeutic options for a range of health conditions.
Used in Agrochemical Industry:
In the agrochemical sector, (R,R)-N-Benzyl-3,4-trans-(N-BOC)-diaminopyrrolidine is utilized as a key component in the creation of different agrochemicals. Its role as a building block aids in the development of innovative products designed to enhance crop protection and improve agricultural yields.
Used in Organic Synthesis:
(R,R)-N-Benzyl-3,4-trans-(N-BOC)-diaminopyrrolidine serves as an important intermediate in organic synthesis. Its presence in the synthesis of complex compounds is crucial, particularly due to its two chiral centers, which allow for the creation of a variety of enantiomers and stereoisomers with distinct properties and applications.
Used in Chemical Research:
As a compound with a unique structure and reactivity, (R,R)-N-Benzyl-3,4-trans-(N-BOC)-diaminopyrrolidine is also employed in chemical research. It is instrumental in the study of various chemical reactions and mechanisms, furthering the understanding of organic chemistry and potentially leading to the discovery of new synthetic pathways and methodologies.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 140134-21-0 (3S,4S)-1-benzyl-pyrrolidine-3,4-diamine 
• 140134-20-9 (3R,4R)-3,4-diazido-1-benzylpyrrolidine 
• 90365-74-5 (3S,4S)-(+)-1-benzyl-3,4-pyrrolidinediol 
• 100-46-9 benzylamine 
• 75172-31-5 (3R,4R)-1-benzyl-3,4-dihydroxypyrrolidine-2,5-dione 

Downstream Products

• 161723-00-8 di-tert-butyl ((3R,4R)-pyrrolidine-3,4-diyl)dicarbamate 
• 161723-01-9 4-((3R,4R)-3,4-Bis-tert-butoxycarbonylamino-pyrrolidin-1-yl)-4-oxo-butyric acid 2-{ethyl-[4-(4-nitro-phenylazo)-phenyl]-amino}-ethyl ester 
• 205251-44-1 7-[(3R,4R)-3,4-Bis-(tert-butoxycarbonyl-methyl-amino)-pyrrolidin-1-yl]-6-fluoro-1-(4-fluoro-phenyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid 
• 205251-45-2 7-[(3R,4R)-3,4-Bis-(tert-butoxycarbonyl-methyl-amino)-pyrrolidin-1-yl]-6-fluoro-1-(2-fluoro-phenyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid 
• 205251-42-9 7-((3R,4R)-3,4-Bis-tert-butoxycarbonylamino-pyrrolidin-1-yl)-6-fluoro-1-(4-fluoro-phenyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid 
• 205251-36-1 [(3R,4R)-1-Benzyl-4-(tert-butoxycarbonyl-methyl-amino)-pyrrolidin-3-yl]-methyl-carbamic acid tert-butyl ester 
• 247048-25-5 4-((3R,4R)-3,4-Bis-tert-butoxycarbonylamino-pyrrolidin-1-yl)-4-oxo-butyric acid 2-{ethyl-[4-(4-nitro-phenylazo)-phenyl]-amino}-ethyl ester 

Relevant articles and documents

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.

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.