586961-34-4

Usage

Chemical Properties

White powder

Upstream product

• 586961-27-5 di-tert-butyl ((1S,2S)-cyclopentane-1,2-diyl)dicarbamate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1193388-07-6 tert-butyl rac-trans-(2-aminocyclopentyl)carbamate 
• 141-78-6 ethyl acetate 
• 1258498-10-0 C₁₂H₂₄N₂O₃ 
• 1029980-49-1 tert-butyl (1S,2S)-N-[2-(N',N'-diallylamino)cyclopentyl]carbamate 
• 77255-03-9 (+/-)-trans-1,2-Cyclopentanediamine 
• 630386-07-1 (1S,2S)-2-(tert-butoxycarbonylamino)cyclopentyl methanesulfonate 
• 815645-21-7 (1S,2S)-2-(tert-butoxycarbonylamino)cyclopentyl isocyanate 
• 143679-80-5 (1S)-trans-2-<<(1,1-dimethylethoxy)carbonyl>amino>cyclopentanecarboxylic acid 
• 928776-87-8 tert-butyl (1S,2S)-N-[2-(N'-allyl-N'-benzylamino)cyclopentyl]carbamate 

Downstream Products

• 913578-19-5 {(1S,2S)-2-[2-(4-phenyl-piperazin-1-yl)-6,7-dihydro-thieno[3,2-d]pyrimidin-4-ylamino]-cyclopentyl}-carbamic acid tert-butyl ester 

Relevant academic research and scientific papers

A preparing high optical purity of the trans -1,2-cyclic diamine method

The invention discloses a method for preparing high-optical-purity trans-1,2-cyclodiamine and provides a method for preparing trans-1,2-diamine despinner by carrying out trans-ring-opening reaction on a p-tolylsulfonyl aza-bicyclic compound through chiral phenethylamine under the action of lithium perchlorate. The method comprises the following steps: reacting a trans-1,2-diamine despinner compound with acid to generate trans-1,2-diamine despinner compound acid salt; performing resolution through a step-by-step re-crystallization process to obtain a high-optical-purity (R,R)-1,2-diamine (Xb) compound and (S,S)-1,2-diamine compound monomer acid salt respectively; hydrogenating a trans-1,2-diamine (Xb) compound monomer under the action of a palladium catalyst to remove benzyl so as to obtain high-optical-purity trans-1,2-p-tolylsulfonyl cyclopentanediamine; protecting the amino of a high-optical-purity trans-1,2-cyclodiamine (Xc) monomer through an amino protecting agent; removing p-tolylsulfonyl at a low temperature through lithium naphthalene to obtain a high-optical-purity trans-t-butyloxycarboryl-1,2-cyclodiamine (Xd) compound monomer. The method is high in yield, low in cost and suitable for industrial production.

ENZYMATIC SYNTHESIS OF ENANTIOMERICALLY ENRICHED DERIVATIVES OF CIS- AND TRANS-CYCLOPENTANE-1,2-DIAMINES

SUMMARY The present invention relates to the enzymatic resolution of cis-and trans-cyclopentane-1,2-diamine derivatives to obtain enantiomerically pure or enriched compounds, a method for the preparation of the starting materials of that procedure, the pr

Diastereoselective access to trans -2-substituted cyclopentylamines

A highly diastereoselective synthesis of trans-2-substituted cyclopentylamines via a tandem hydrozirconation/Lewis acid-mediated cyclization sequence applied to butenyl oxazolidines is described. The method allows an easy preparation of diversely substituted cyclopentylamines which appear to be useful synthetic intermediates. This was further illustrated by the syntheses of (±)-Rodocaine, (±)-trans-pentacin, and enantiomerically enriched trans-cyclopentane-1,2-diamine.

An improved chemoenzymatic synthesis of both enantiomers of trans-cyclopentane-1,2-diamine

An improved chemoenzymatic protocol for the synthesis of both enantiomers of trans-cyclopentane-1,2-diamine is described. The key part of the strategy relies on the synthesis and subsequent enzymatic resolution of its racemic precursor trans-N,N-diallylcy

SYNTHESIS OF TRANS-TERT-BUTYL-2-AMINOCYCLOPENTYLCARBAMATE

The present invention concerns methods of synthesis of trans-tert-butyl-2- aminocylcopentylcarbamate comprising contacting 6-tosyl-6-azabicyclo[3.1.0]hexane with TMSN3 and TBAF to produce 2-azido-N-tosylcyclopentananiine; reducing the 2- azido-

A biocatalytic approach to synthesizing optically active orthogonally protected trans-cyclopentane-1,2-diamine derivatives

(Chemical Equation Presented) A straightforward chemoenzymatic synthesis of optically active trans-N,N-dialkylcyclopentane-1,2-diamines has been efficiently developed starting out from their analogous (±)-trans-2-(N,N- dialkylamino)-cyclopentanols. The ro

Practical synthesis of trans-tert-butyl-2-aminocyclopentylcarbamate and resolution of enantiomers

Optically active trans-tert-butyl-2-aminocyclopentylcarbamate (1) has potential utility as a scaffold for chiral ligands and as a modified backbone unit for peptide nucleic acids (PNAs). We have developed a short and practical synthesis of 1 via aziridine

(S,S)-trans-cyclopentane-constrained peptide nucleic acids. A general backbone modification that improves binding affinity and sequence specificity

Replacing the ethylenediamine portion of aminoethylglycine peptide nucleic acids (aegPNAs) with one or more (S,S)-trans-cyclopentane diamine units significantly increases binding affinity and sequence specificity to complementary DNA, making these modifie

ETHYLENEDIAMINE DERIVATIVES

The invention relates a compound represented by the formula (1):Q1-Q2-C(=O)-N(R1)-Q3-N(R2)-T1-Q4 wherein R1 and R2 represent H or the like; Q1 represents an aromatic ring, heterocyclic ring or the like; Q2 represents a single bond, aromatic ring, heterocyclic ring or the like; Q3 represents a group or the like, Q4 represents an aromatic ring, heterocyclic ring or the like; and T1 represents -CO- or -SO2-, and a medicine which comprises the compound and is useful for thrombosis and embolism.

A cyclopentane conformational restraint for a peptide nucleic acid: Design, asymmetric synthesis, and improved binding affinity to DNA and RNA

(Matrix presented) A strategy to restrict the highly flexible backbone conformation of a peptide nucleic acid (PNA) by incorporation of a cyclopentane ring is proposed. An asymmetric synthesis of cyclopentane-modified PNA is reported, and its binding prop