144534-62-3

Upstream product

• 25125-21-7 4-(hydroxymethyl)cyclopentene 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 58101-60-3 methyl cyclopent-3-ene-1-carboxylate 

Downstream Products

• 852364-14-8 Toluene-4-sulfonic acid (1S,3S,5R)-1-(6-oxa-bicyclo[3.1.0]hex-3-yl)methyl ester 

Relevant academic research and scientific papers

Synthesis of a new exocyclic amino carbocyclic nucleoside with potential antiviral activity

The total synthesis of a new exocyclic amino carbocyclic nucleoside, (±)-(1),(±)-1′(β)-[4-(6-amino-5- nitro)pyrimidine-amino-2′-(α)-hydroxy-4′- hydroxymethylcyclopentane has been accomplished. 1-Hydroxymethyl-3- cyclopentene has been converted into a carbocyclic nucleoside in six steps.

BENZAMIDE IMIDAZOPYRAZINE BTK INHIBITORS

Provided are Bruton's Tyrosine Kinase (Btk) inhibitor compounds according to Formula I, pharmaceutically acceptable salts thereof, pharmaceutical compositions thereof, or their use in therapy.

TERTIARY ALCOHOL IMIDAZOPYRAZINE BTK INHIBITORS

Provided are Bruton's Tyrosine Kinase (Btk) inhibitor compounds according to Formula (I), pharmaceutically acceptable salts thereof, pharmaceutical compositions thereof, or their use in therapy.

Synthesis of (3S)-(tert-butyldimethylsilyloxy)methylcyclopentan-1-one as a key intermediate of sphingosine 1-phosphate-1 receptor agonists

Herein we report the asymmetric synthesis of (3S)-(tert- butyldimethylsilyloxy)methylcyclopentan-1-one (S)-3 as a practical chiral synthon for a wide range of pharmaceutical and/or natural products, using Lipshutz's asymmetric copper-catalyzed conjugate reduction. This method makes it feasible to prepare a conformationally constrained cyclopentane analogue 12, which is one of the key intermediates for the synthesis of novel sphingosine 1-phosphate-1 receptor agonists.

CANNABINOID RECEPTOR MODULATORS

Disclosed are compounds of the formula: or the pharmaceutically acceptable salts or solvates thereof, wherein: Ar1 is a chlorophenyl group, Ar2 is a dichlorophenyl group, R1 is a--(CH2)m--X--(CH2)n--R2 group, X is a--NH--,--O--,--C(O)--or--S(O)2--group, and R2 is a substituted phenyl group. These compounds are CB1 receptor modulators. Also disclosed are methods of treating CB1 modulated diseases or conditions such as the metabolic syndrome.

A flexible, efficient synthesis of (±)-carbocyclic phosphonic acid nucleoside derivatives

An efficient and flexible synthesis of cyclopentane and hydroxylated cyclopentane phosphonic acid analogues is described. The key step involves the opening of an epoxide with either a nucleoside base or a selenyl anion to access the target molecules.

Synthesis of three new carbocyclic analogues of 3'-deoxy purine ribonucleosides

The 1-hydroxymethyl-3-cyclopentene (4) was converted, after epoxidation, to two new exocyclic amino carbocyclic nucleosides (1, 2), and a new cyclopentane nucleoside analogue (3), with potential biological activities. The regioselectivity of the epoxidation (4), which is the key step, is governed by steric control using aryl and silyl hydroxyl protecting groups.

New efficient method for the synthesis of the antiviral agent carbovir

An efficient synthesis of (±)-carbovir 1 and simple des(hydroxymethyl) analogues, e.g., 5, is reported which uses a new approach for attaching nucleoside bases to cycloalkene systems.