(3S,8aR)-3-(benzyloxy)-4,4,7,8a-tetramethyl-1,2,3,4,4a,5,6,8a-octahydro naphthalene

Base Information

Chemical Name:(3S,8aR)-3-(benzyloxy)-4,4,7,8a-tetramethyl-1,2,3,4,4a,5,6,8a-octahydro naphthalene
CAS No.:157519-04-5
Molecular Formula:C₂₁H₃₀O
Molecular Weight:298.469
Hs Code.:

Synonyms:(3S,8aR)-3-(benzyloxy)-4,4,7,8a-tetramethyl-1,2,3,4,4a,5,6,8a-octahydro naphthalene

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Chemical Property of (3S,8aR)-3-(benzyloxy)-4,4,7,8a-tetramethyl-1,2,3,4,4a,5,6,8a-octahydro naphthalene

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Technology Process of (3S,8aR)-3-(benzyloxy)-4,4,7,8a-tetramethyl-1,2,3,4,4a,5,6,8a-octahydro naphthalene

There total 6 articles about (3S,8aR)-3-(benzyloxy)-4,4,7,8a-tetramethyl-1,2,3,4,4a,5,6,8a-octahydro naphthalene 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: 69.0%

: 100-39-0
benzyl bromide

: 151702-17-9
2α-hydroxy-1,1,4a(R),6-tetramethyl-1,2,3,4,4a,7,8,8a-octahydronaphthalene

: 157519-04-5
(3S,8aR)-3-(benzyloxy)-4,4,7,8a-tetramethyl-1,2,3,4,4a,5,6,8a-octahydro naphthalene

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 23 ℃; for 3h;
DOI:10.1016/S0040-4039(00)73036-X

Reference yield:

: 6184-16-3,7020-50-0,146236-29-5
3,11-dioxoolean-12-en-30-oic acid

: 157519-04-5
(3S,8aR)-3-(benzyloxy)-4,4,7,8a-tetramethyl-1,2,3,4,4a,5,6,8a-octahydro naphthalene

Guidance literature:: Multi-step reaction with 3 steps

1: 3-tert-butyl-4-hydroxy-5-methylphenyl sulfide (BMPS) / 3 h / 350 °C / 40 Torr

2: NaBH₄ / methanol / -78 °C

3: NaH / dimethylformamide / 2 h / 25 °C

With sodium tetrahydroborate; 6,6'-di-tert-butyl-4,4'-thiodi-o-cresol; sodium hydride; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/ja00077a073

Reference yield:

: 151702-16-8
(4aR)-2-oxo-1.1.4a.6-tetramethyl-trans-1.2.3.4.4a.7.8.8a-octahydro-naphthalene

: 157519-04-5
(3S,8aR)-3-(benzyloxy)-4,4,7,8a-tetramethyl-1,2,3,4,4a,5,6,8a-octahydro naphthalene

Guidance literature:: Multi-step reaction with 2 steps

1: NaBH₄ / methanol / -78 °C

2: NaH / dimethylformamide / 2 h / 25 °C

With sodium tetrahydroborate; sodium hydride; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/ja00077a073