25125-22-8

Basic information

• Product Name: cyclopent-3-en-1-ylmethyl 4-methylbenzenesulfonate
• Synonyms: cyclopent-3-en-1-ylmethyl 4-methylbenzenesulfonate
• CAS NO: 25125-22-8
• Molecular Weight: 252.334
• Mol File: 25125-22-8.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: cyclopent-3-en-1-ylmethyl 4-methylbenzenesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: cyclopent-3-en-1-ylmethyl 4-methylbenzenesulfonate(25125-22-8)
• EPA Substance Registry System: cyclopent-3-en-1-ylmethyl 4-methylbenzenesulfonate(25125-22-8)

Safety Data

• Hazardous Substances Data: 25125-22-8(Hazardous Substances Data)

Upstream product

• 58101-60-3 methyl cyclopent-3-ene-1-carboxylate 
• 7686-77-3 3-cyclopentene-1-carboxylic acid 
• 25125-21-7 4-(hydroxymethyl)cyclopentene 
• 98-59-9 p-toluenesulfonyl chloride 

Downstream Products

• 195720-15-1 1-[(Cyclopent-1-en-1-yl)methyl]-5-ethyl-6-phenylthio-2,4-pyrimidinedione 
• 1245736-03-1 4-[[3,3:7,7-bis(2,2-dimethyl-1,3-propylidenedioxy)-cis-bicyclo[3.3.0]oct-1-yl]methoxymethyl]-2-hydroxycyclopent-2-en-1-one 
• 1245736-00-8 [3,3:7,7-bis(2,2-dimethyl-1,3-propylidenedioxy)-cis-bicyclo[3.3.0]oct-1-yl]methyl tosylate 
• 1245736-01-9 1-[(cyclopent-3-enyl)methoxymethyl]-3,3:7,7-bis-(2,2-dimethyl-1,3-propylidenedioxy)-cis-bicyclo[3.3.0]octane 
• 21727-39-9 cyclopentylmethyltrimethylammonium iodide 

Relevant articles and documents

Rhodium-catalyzed desymmetrization by hydroformylation of cyclopentenes: Synthesis of chiral carbocyclic nucleosides

Excellent enantioselectivities (up to 97 % ee) and diastereoselectivities (up to >99:1 d.r.) have been achieved in the desymmetrization of cyclopentenes by catalytic hydroformylation. This novel methodology provides an efficient and concise synthetic route to chiral cyclopentane carboxaldehydes. The key intermediate, (1S,3S)-(3-hydroxymethyl)cyclopentanol, for the synthesis of carbocyclic-ddA was obtained in three steps. Efficient access: A Rh/Yanphos complex catalyzed the desymmetrization of cyclopentenes through hydroformylation, thus giving cyclopentane carboxaldehydes with good yields and excellent diastereo- and enantioselectivities. This procedure provides efficient access to chiral carbocyclic nucleosides and exhibits good application prospects in organic synthesis.