89949-49-5

Basic information

• Product Name: 2-((1S,4R,5R)-4,8-Dimethyl-spiro[4.5]dec-6-en-1-yl)-propan-2-ol
• CAS NO: 89949-49-5
• Molecular Weight: 222.371
• Mol File: 89949-49-5.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: 2-((1S,4R,5R)-4,8-Dimethyl-spiro[4.5]dec-6-en-1-yl)-propan-2-ol(CAS DataBase Reference)
• NIST Chemistry Reference: 2-((1S,4R,5R)-4,8-Dimethyl-spiro[4.5]dec-6-en-1-yl)-propan-2-ol(89949-49-5)
• EPA Substance Registry System: 2-((1S,4R,5R)-4,8-Dimethyl-spiro[4.5]dec-6-en-1-yl)-propan-2-ol(89949-49-5)

Safety Data

• Hazardous Substances Data: 89949-49-5(Hazardous Substances Data)

Upstream product

• 74320-28-8 (1R^*,3aS^*,5aS^*,9aS^*)-2,3,3a,4-tetrahydro-1,4,4,7-tetramethyl-1H,5aH-cyclopentabenzofuran 
• 65408-94-8 rac-(1R,4S,5R)-1-(1-hydroxy-1-methylethyl)-4,8-dimethylspiro<4.5>deca-6,8-diene 
• 74320-29-9 rac-(1R,3aS,5aS,9aR)2,3,3a,4,6,9-hexahydro-1,4,4,7-tetramethyl-1H,5aH-cyclopentabenzofuran 

Downstream Products

• 24048-44-0 α-alaskene 
• 28296-85-7 (+/-)-4-epi-β-acorenol 
• 24048-44-0 (+/-)-4-epi-β-acoradiene 
• 5956-05-8 (+/-)-acorenone 

Relevant articles and documents

Synthetic Studies on Acorane-Alaskane Sesquiterpenes. II. Total Synthesis of (+/-)-Acorenone

The metal-ammonia reduction of the cyclopentabenzofuran derivative (2b) afforded a mixture of 4-epi-β-acorenol (5), a disubstituted olefin (8) as the main product, and a perhydro compound (9).Compound 8 was converted to 5 via the exo-diene (15).Dehydration of 5 afforded the 4-epi-β-acoradiene (6), selective reduction of which gave the monoolefin (7), and then the allylic oxidation of 7 gave (+/-)-acorenone (3) in good yield.Keywords - acorane-alaskane sesquiterpene; acorenone; cyclopentabenzofuran; total synthesis; 4-epi-β-acorenol; 4-epi-α-acorenol; 4-epi-β-acoradiene; metal-ammonia reduction; conjugate reduction; terminal olefin reduction.