(1S,4aS,8aR)-1α-(2-methoxybenzyl)-1β,2β,4aβ-trimethyl-5-(methylene)decahydronaphthalene

Base Information

• Chemical Name: (1S,4aS,8aR)-1α-(2-methoxybenzyl)-1β,2β,4aβ-trimethyl-5-(methylene)decahydronaphthalene
• CAS No.: 481656-15-9
• Molecular Formula: C₂₂H₃₂O
• Molecular Weight: 312.495
• Mol file: 481656-15-9.mol

Synonyms:(1S,4aS,8aR)-1α-(2-methoxybenzyl)-1β,2β,4aβ-trimethyl-5-(methylene)decahydronaphthalene

Chemical Property of (1S,4aS,8aR)-1α-(2-methoxybenzyl)-1β,2β,4aβ-trimethyl-5-(methylene)decahydronaphthalene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,4aS,8aR)-1α-(2-methoxybenzyl)-1β,2β,4aβ-trimethyl-5-(methylene)decahydronaphthalene

There total 6 articles about (1S,4aS,8aR)-1α-(2-methoxybenzyl)-1β,2β,4aβ-trimethyl-5-(methylene)decahydronaphthalene 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: 100.0%

Methyltriphenylphosphonium bromide (1779-49-3) + (1S,4aS,8aR)-1α-(2-methoxybenzyl)-1β,2β,4aβ-trimethyl-1,2,3,4,4a,7,8,8aα-octahydronaphthalene-5(6H)-one (481656-25-1) → (1S,4aS,8aR)-1α-(2-methoxybenzyl)-1β,2β,4aβ-trimethyl-5-(methylene)decahydronaphthalene (481656-15-9)

Guidance literature:

With potassium tert-butylate; In benzene; Heating;

Reference yield:

o-Methoxybenzyl bromide (52289-93-7) → (1S,4aS,8aR)-1α-(2-methoxybenzyl)-1β,2β,4aβ-trimethyl-5-(methylene)decahydronaphthalene (481656-15-9)

Guidance literature:

Multi-step reaction with 5 steps

1: 72 percent / Li; liq. NH₃ / tetrahydrofuran

2: 86 percent / t-BuOK / benzene / Heating

3: 97 percent / aq. HCl / tetrahydrofuran / 20 °C

4: 80 percent / H₂; Et₃N / 10 percent Pd/C / methanol / 20 °C / 760 Torr

5: 100 percent / t-BuOK / benzene / Heating

With hydrogenchloride; potassium tert-butylate; ammonia; hydrogen; lithium; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; benzene;

Reference yield:

(1S,4aS,8aR)-1α-(2-methoxybenzyl)-1β,4aβ-dimethyl-2-methylene-1,2,3,4,4a,7,8,8aα-octahydronaphthalene-5(6H)-one (481656-23-9) → (1S,4aS,8aR)-1α-(2-methoxybenzyl)-1β,2β,4aβ-trimethyl-5-(methylene)decahydronaphthalene (481656-15-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / H₂; Et₃N / 10 percent Pd/C / methanol / 20 °C / 760 Torr

2: 100 percent / t-BuOK / benzene / Heating

With potassium tert-butylate; hydrogen; triethylamine; palladium on activated charcoal; In methanol; benzene;

upstream raw materials:

Methyltriphenylphosphonium bromide

(1S,4aS,8aR)-1α-(2-methoxybenzyl)-1β,2β,4aβ-trimethyl-1,2,3,4,4a,7,8,8aα-octahydronaphthalene-5(6H)-one

(4aS)-1,4aβ-dimethyl-4,4a,7,8-tetrahydronaphthalene-2,5(3H,6H)-dione-5-ethyeneacetal

o-Methoxybenzyl bromide

Downstream raw materials:

2-[[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-(methylene)decahydronaphthalen-1-yl]methyl]cyclohexa-2,5-diene-1,4-dione

2-[[(1R,2S,4aS,8aS)-1,2,4a-trimethyl-5-(methylene)decahydronaphthalen-1-yl]methyl]benzene-1,4-diol

(1R,2S,4aS,5R,6S,8aS)-2-[(5β,6β-epoxy-1β,2β,4aβ,5α-tetramethyl-1,2,3,4,4a,7,8,8aα-octahydronaphthalene-1-yl)methyl]phenol

(1R,2S,4aS,5S,6R,8aS)-2-[(5α,6α-epoxy-1β,2β,4aβ,5α-tetramethyl-1,2,3,4,4a,7,8,8aα-octahydronaphthalene-1-yl)-methyl]phenol