((3aR,4S,7aS)-4-Benzyloxy-3a,4,5,6,7,7a-hexahydro-benzofuran-3-yl)-methanol

Base Information

Chemical Name:((3aR,4S,7aS)-4-Benzyloxy-3a,4,5,6,7,7a-hexahydro-benzofuran-3-yl)-methanol
CAS No.:106202-80-6
Molecular Formula:C₁₆H₂₀O₃
Molecular Weight:260.333
Hs Code.:

Synonyms:((3aR,4S,7aS)-4-Benzyloxy-3a,4,5,6,7,7a-hexahydro-benzofuran-3-yl)-methanol

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Chemical Property of ((3aR,4S,7aS)-4-Benzyloxy-3a,4,5,6,7,7a-hexahydro-benzofuran-3-yl)-methanol

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Technology Process of ((3aR,4S,7aS)-4-Benzyloxy-3a,4,5,6,7,7a-hexahydro-benzofuran-3-yl)-methanol

There total 8 articles about ((3aR,4S,7aS)-4-Benzyloxy-3a,4,5,6,7,7a-hexahydro-benzofuran-3-yl)-methanol 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:

: 106202-79-3,106249-53-0
C₁₆H₂₀O₃

: 106202-80-6
((3aR,4S,7aS)-4-Benzyloxy-3a,4,5,6,7,7a-hexahydro-benzofuran-3-yl)-methanol

: 106202-85-1
(3S,3aR,4S,7aS)-4-Benzyloxy-3-diethylaminomethyl-octahydro-benzofuran-3-ol

Guidance literature:: With lithium diethylamide; In diethyl ether; at 0 ℃; for 4h;
DOI:10.1016/S0040-4039(00)84097-6

Reference yield:

: 822-67-3
Cyclohex-2-enol

: 106202-80-6
((3aR,4S,7aS)-4-Benzyloxy-3a,4,5,6,7,7a-hexahydro-benzofuran-3-yl)-methanol

Guidance literature:: Multi-step reaction with 5 steps

1: 81 percent / p-toluenesulphonic acid / benzene / 18 h / 65 °C

2: mCPBA / CCl₄ / 12 h / 25 °C

3: 89 percent / nBu₂CuLi / diethyl ether / 2 h / -78 °C

4: 1.) NaH 2.) mCPBA / 1.) THF, HMPA, 25 gradC, 8 h 2.) CCl₄, 25 gradC, 6 h

5: lithium diethylamide / diethyl ether / 4 h / 0 °C

With lithium di-n-butylcuprate; lithium diethylamide; sodium hydride; 3-chloro-benzenecarboperoxoic acid; toluene-4-sulfonic acid; In tetrachloromethane; diethyl ether; benzene;
DOI:10.1016/S0040-4039(00)84097-6