(3S,3aR,6R,7aR,9S)-9-Benzyloxy-3,6,7,7-tetramethyl-octahydro-3a,6-ethano-indene

Base Information

Chemical Name:(3S,3aR,6R,7aR,9S)-9-Benzyloxy-3,6,7,7-tetramethyl-octahydro-3a,6-ethano-indene
CAS No.:139640-16-7
Molecular Formula:C₂₂H₃₂O
Molecular Weight:312.495
Hs Code.:

Synonyms:(3S,3aR,6R,7aR,9S)-9-Benzyloxy-3,6,7,7-tetramethyl-octahydro-3a,6-ethano-indene

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Chemical Property of (3S,3aR,6R,7aR,9S)-9-Benzyloxy-3,6,7,7-tetramethyl-octahydro-3a,6-ethano-indene

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Technology Process of (3S,3aR,6R,7aR,9S)-9-Benzyloxy-3,6,7,7-tetramethyl-octahydro-3a,6-ethano-indene

There total 7 articles about (3S,3aR,6R,7aR,9S)-9-Benzyloxy-3,6,7,7-tetramethyl-octahydro-3a,6-ethano-indene 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: 75.0%

: 139640-19-0
(1S,2R,3R,5R,7R,8S)-8-benzyloxy-2,6,6,7-tetramethyltricyclo<5.2.2.0^1,5>undec-3-yl methanesulfonate

: 139686-92-3
(1R,2S,5R,7R)-2,6,6,7-tetramethyltricyclo<5.2.2.0^1,5>undecan-8-one

: 139640-16-7
(3S,3aR,6R,7aR,9S)-9-Benzyloxy-3,6,7,7-tetramethyl-octahydro-3a,6-ethano-indene

Guidance literature:: With lithium aluminium tetrahydride; In diethyl ether; for 24h; Heating;
DOI:10.1246/bcsj.65.203

Reference yield: 66.0%

: 139640-20-3
(1S,2R,5R,7R,8S)-2,6,6,7-tetramethyltricyclo<5.2.2.0^1,5>undecan-3-one

: 139640-16-7
(3S,3aR,6R,7aR,9S)-9-Benzyloxy-3,6,7,7-tetramethyl-octahydro-3a,6-ethano-indene

Guidance literature:: With potassium hydroxide; hydrazine hydrate; 1.) triethylene glycol, 70 to 80 deg C, 1 h, 2.) triethylene glycol, from RT to 200 deg C, 1 h;
DOI:10.1246/bcsj.65.203

Reference yield:

: 100-39-0
benzyl bromide

: 139640-16-7
(3S,3aR,6R,7aR,9S)-9-Benzyloxy-3,6,7,7-tetramethyl-octahydro-3a,6-ethano-indene

Guidance literature:: Multi-step reaction with 4 steps

1: 88 percent / 1.) sodium hydride / 1.) THF, 2 h, reflux, 2.) THF, 15 h, reflux

2: 61 percent / 1.) diborane / tetrahydrofuran / 4 h / Ambient temperature

3: 95 percent / Et₃N / CH₂Cl₂ / Ambient temperature

4: 75 percent / LiAlH₄ / diethyl ether / 24 h / Heating

With lithium aluminium tetrahydride; sodium hydride; triethylamine; diborane; In tetrahydrofuran; diethyl ether; dichloromethane;
DOI:10.1246/bcsj.65.203