42495-69-2

Basic information

• Product Name: 2-Penten-1-ol, 2-methyl-5-[(1R,2R,4S)-2-methyl-3-methylenebicyclo[2.2.1]hept-2-yl]-, (2Z)-
• Synonyms: (Z)-2-Methyl-5-((1R,2R,4S)-2-methyl-3-methylene-bicyclo[2.2.1]hept-2-yl)-pent-2-en-1-ol;(Z)-β-santalol
• CAS NO: 42495-69-2
• Molecular Formula: C15H24O
• Molecular Weight: 220.355
• Mol File: 42495-69-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 2-Penten-1-ol, 2-methyl-5-[(1R,2R,4S)-2-methyl-3-methylenebicyclo[2.2.1]hept-2-yl]-, (2Z)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Penten-1-ol, 2-methyl-5-[(1R,2R,4S)-2-methyl-3-methylenebicyclo[2.2.1]hept-2-yl]-, (2Z)-(42495-69-2)
• EPA Substance Registry System: 2-Penten-1-ol, 2-methyl-5-[(1R,2R,4S)-2-methyl-3-methylenebicyclo[2.2.1]hept-2-yl]-, (2Z)-(42495-69-2)

Safety Data

• Hazardous Substances Data: 42495-69-2(Hazardous Substances Data)

Upstream product

• 81967-89-7 β-santalene 
• 50-00-0 formaldehyd 
• 1530-32-1 ethyltriphenylphosphonium bromide 
• 73838-31-0 3-(2exo-methyl-3-methylidene-bicyclo<2.2.1>hept-2-yl)propanal 
• 27548-52-3 (E/Z)-ethyl 2-methyl-5-(2exo-methyl-3-methylidene-bicyclo<2.2.1>hept-2-yl)-2-pentenoate 
• 1754-88-7 ethylenetriphenylphosphorane 
• 498-66-8 norbornene 
• 37876-51-0 (+/-)-epi-β-santalene 
• 60547-05-9 3exo-(3-hydroxypropyl)-bicyclo<2.2.1>heptan-2exo-ol 
• 69486-16-4 3-oxatricyclo<6.2.1.0^2,7>undec-4-ene 
• 69667-88-5 ethyl 3-(2-exo-methyl-3-methylenebicyclo<2.2.1>hept-2-yl)propanoate 
• 73838-28-5 ethyl 3-(anti-1,7-dimethyl-2-(acetylamino)bicyclo<2.2.1>hept-7-yl)propanoate 
• 41414-75-9 (+)-α-Santalylacetat 

Relevant articles and documents

Radical cyclizations leading to the bicyclo[2.2.1]heptane framework: A new radical approach to (±)-(Z)-β-santalol

Tandem radical cyclizations of acyclic iodides, including [3-(2-iodoethyl)-6,10-dimethyl-undeca-5,9-dien-1-ynyl]-dimethylphenylsilane lead in good yields to bicyclo[2.2.1]heptane derivatives. The cascade relies on two sequential radical-mediated 5-exo-cyclizations. The radical approach is illustrated with the total synthesis of racemic-(Z)-β-santalol. The results are remarkable, two fused rings and one stereogenic center are formed in a single operation. A new 'coordinated' hydride appeared to be useful in the cascade.

Stereoselective Syntheses of (+/-)-epi-β-Santalene and (+/-)-epi-β-Santalol

Stereoselective syntheses of (+/-)-epi-β-santalene (1) and (+/-)-epi-β-santalol (2), minor constituents of East Indian sandalwood oil, are described.The starting material for both syntheses is the tricyclic hemiacetal 4, readily accessible in two steps from norbornene.