(R)-1-((1S,2R,3S,4R)-3-Hydroxymethyl-bicyclo[2.2.1]hept-5-en-2-yl)-1-phenyl-pentan-1-ol

Base Information

Chemical Name:(R)-1-((1S,2R,3S,4R)-3-Hydroxymethyl-bicyclo[2.2.1]hept-5-en-2-yl)-1-phenyl-pentan-1-ol
CAS No.:528609-71-4
Molecular Formula:C₁₉H₂₆O₂
Molecular Weight:286.414
Hs Code.:

Synonyms:(R)-1-((1S,2R,3S,4R)-3-Hydroxymethyl-bicyclo[2.2.1]hept-5-en-2-yl)-1-phenyl-pentan-1-ol

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Chemical Property of (R)-1-((1S,2R,3S,4R)-3-Hydroxymethyl-bicyclo[2.2.1]hept-5-en-2-yl)-1-phenyl-pentan-1-ol

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Technology Process of (R)-1-((1S,2R,3S,4R)-3-Hydroxymethyl-bicyclo[2.2.1]hept-5-en-2-yl)-1-phenyl-pentan-1-ol

There total 1 articles about (R)-1-((1S,2R,3S,4R)-3-Hydroxymethyl-bicyclo[2.2.1]hept-5-en-2-yl)-1-phenyl-pentan-1-ol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

: 109-72-8,29786-93-4
n-butyllithium

: 115269-21-1
(2R,6S)-4-oxatricyclo[5.2.1.0^2,6]dec-8-en-3-one

: phenylmagnesium bromide

: 528609-71-4
(R)-1-((1S,2R,3S,4R)-3-Hydroxymethyl-bicyclo[2.2.1]hept-5-en-2-yl)-1-phenyl-pentan-1-ol

Guidance literature:: n-butyllithium; (2R,6S)-4-oxatricyclo[5.2.1.0^2,6]dec-8-en-3-one; In toluene; at -78 ℃;

phenylmagnesium bromide; In toluene; at -78 ℃;
DOI:10.1016/S0040-4039(02)02711-9

Reference yield: 42.0%

: 528609-71-4
(R)-1-((1S,2R,3S,4R)-3-Hydroxymethyl-bicyclo[2.2.1]hept-5-en-2-yl)-1-phenyl-pentan-1-ol

: 528609-86-1
(1R,2S,5R,6R,7S)-5-Butyl-5-phenyl-4-oxa-tricyclo[5.2.1.0^2,6]dec-8-en-3-one

Guidance literature:: With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide; In dichloromethane; at 20 ℃;
DOI:10.1016/S0040-4039(02)02711-9

Reference yield:

: 528609-71-4
(R)-1-((1S,2R,3S,4R)-3-Hydroxymethyl-bicyclo[2.2.1]hept-5-en-2-yl)-1-phenyl-pentan-1-ol

: 5-butyl-5-phenyl-5H-furan-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 42 percent / tetrapropylammonium peruthenate; 4-methylmorpholine N-oxide; 4 Angstroem molecular sieves / CH₂Cl₂ / 20 °C

2: 90 percent / o-dichlorobenzene / Heating

With tetrapropylammonium perruthennate; 4 A molecular sieve; 4-methylmorpholine N-oxide; 1,2-dichloro-benzene; In dichloromethane; 2: retro-Diels-Alder reaction;
DOI:10.1016/S0040-4039(02)02711-9