25594-22-3

Basic information

• Product Name: cis-3-t-butoxy-5-hydroxycyclopentene
• CAS NO: 25594-22-3
• Molecular Weight: 156.225
• Mol File: 25594-22-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: cis-3-t-butoxy-5-hydroxycyclopentene(CAS DataBase Reference)
• NIST Chemistry Reference: cis-3-t-butoxy-5-hydroxycyclopentene(25594-22-3)
• EPA Substance Registry System: cis-3-t-butoxy-5-hydroxycyclopentene(25594-22-3)

Safety Data

• Hazardous Substances Data: 25594-22-3(Hazardous Substances Data)

Upstream product

• 542-92-7 cyclopenta-1,3-diene 
• 91966-26-6 cis- and trans-4-tert-butoxy-2-cyclopenten-1-yl acetate 
• 73448-25-6 cis- and trans-4-tert-butoxy-2-cyclopentenol 
• 59995-47-0 4-Hydroxycyclopent-2-enone 
• 98-00-0 (2-furyl)methyl alcohol 
• 73448-15-4 4-tert-butoxycyclopent-2-en-1-one 

Relevant articles and documents

The preparation of optically active 2-cyclopenten-1,4-diol derivatives from furfuryl alcohol

The preparation and enzymatic resolution of several cis-mono-4-O-protected-2-cyclopenten-1,4-diols are described. The process starts with inexpensive furfuryl alcohol and lends itself to the preparation of multigram quantities of various protected, optically active 2-cyclopenten-1,4-diol derivatives. Stereoselective reduction of 4-O-protected-2-cyclopentenone to the cis-mono-O-protected-2-cyclopenten-1,4-diol using LiAlH4/LiI or Red-Al/NaI is described. Subsequent pancreatin-promoted, stereoselective acylation was conducted on these cis-(+/-)-mono-O-protected-cyclopenten-1,4-diols to afford the corresponding alcohols and acetates in moderate to excellent enantioselectivities.

AN EFFICIENT SYNTHESIS OF cis-OXABICYCLOOCT-6-EN-3-ONE

An efficient synthesis of a prostaglandin synthon (+/-)-cis-oxabicyclooct-6-en-3-one (1) has been developed using cyclopentadiene (2) as starting material.Employing the same methodology optically active (1) is also synthesized in low optical purity.