tert-Butyl-{2-[(1R,3R,3aR,3bS,6R,6aR,6bR)-3-(4-methoxy-benzyloxy)-3a,6-dimethyl-decahydro-cyclobutadicyclopenten-1-yl]-allyloxy}-dimethyl-silane

Base Information

• Chemical Name: tert-Butyl-{2-[(1R,3R,3aR,3bS,6R,6aR,6bR)-3-(4-methoxy-benzyloxy)-3a,6-dimethyl-decahydro-cyclobutadicyclopenten-1-yl]-allyloxy}-dimethyl-silane
• CAS No.: 132101-60-1
• Molecular Formula: C₂₉H₄₆O₃Si
• Molecular Weight: 470.768
• Mol file: 132101-60-1.mol

Synonyms:tert-Butyl-{2-[(1R,3R,3aR,3bS,6R,6aR,6bR)-3-(4-methoxy-benzyloxy)-3a,6-dimethyl-decahydro-cyclobutadicyclopenten-1-yl]-allyloxy}-dimethyl-silane

Chemical Property of tert-Butyl-{2-[(1R,3R,3aR,3bS,6R,6aR,6bR)-3-(4-methoxy-benzyloxy)-3a,6-dimethyl-decahydro-cyclobutadicyclopenten-1-yl]-allyloxy}-dimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-Butyl-{2-[(1R,3R,3aR,3bS,6R,6aR,6bR)-3-(4-methoxy-benzyloxy)-3a,6-dimethyl-decahydro-cyclobutadicyclopenten-1-yl]-allyloxy}-dimethyl-silane

There total 3 articles about tert-Butyl-{2-[(1R,3R,3aR,3bS,6R,6aR,6bR)-3-(4-methoxy-benzyloxy)-3a,6-dimethyl-decahydro-cyclobutadicyclopenten-1-yl]-allyloxy}-dimethyl-silane 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:

(1R,3R,3aR,3bR,4R,6aS,6bR)-3-(1-Hydroxymethyl-vinyl)-4,6b-dimethyl-decahydro-cyclobutadicyclopenten-1-ol (127182-28-9) → tert-Butyl-{2-[(1R,3R,3aR,3bS,6R,6aR,6bR)-3-(4-methoxy-benzyloxy)-3a,6-dimethyl-decahydro-cyclobutadicyclopenten-1-yl]-allyloxy}-dimethyl-silane (132101-60-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 2.5 h / Heating

2: 1.) NaH / 1.) DME, RT, 30 min, 2.) reflux, 18 h

With dmap; sodium hydride; triethylamine; In dichloromethane;

DOI:10.1021/ja00008a044

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → tert-Butyl-{2-[(1R,3R,3aR,3bS,6R,6aR,6bR)-3-(4-methoxy-benzyloxy)-3a,6-dimethyl-decahydro-cyclobutadicyclopenten-1-yl]-allyloxy}-dimethyl-silane (132101-60-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / Et₃N, 4-(dimethylamino)pyridine / CH₂Cl₂ / 2.5 h / Heating

2: 1.) NaH / 1.) DME, RT, 30 min, 2.) reflux, 18 h

With dmap; sodium hydride; triethylamine; In dichloromethane;

DOI:10.1021/ja00008a044

Reference yield:

p-Methoxybenzyl bromide (2746-25-0) + (1R,3R,3aR,3bR,4R,6aS,6bR)-3-[1-(tert-Butyl-dimethyl-silanyloxymethyl)-vinyl]-4,6b-dimethyl-decahydro-cyclobutadicyclopenten-1-ol (132101-59-8) → tert-Butyl-{2-[(1R,3R,3aR,3bS,6R,6aR,6bR)-3-(4-methoxy-benzyloxy)-3a,6-dimethyl-decahydro-cyclobutadicyclopenten-1-yl]-allyloxy}-dimethyl-silane (132101-60-1)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) DME, RT, 30 min, 2.) reflux, 18 h;

DOI:10.1021/ja00008a044

upstream raw materials:

p-Methoxybenzyl bromide

(1R,3R,3aR,3bR,4R,6aS,6bR)-3-[1-(tert-Butyl-dimethyl-silanyloxymethyl)-vinyl]-4,6b-dimethyl-decahydro-cyclobutadicyclopenten-1-ol

(1R,3R,3aR,3bR,4R,6aS,6bR)-3-(1-Hydroxymethyl-vinyl)-4,6b-dimethyl-decahydro-cyclobutadicyclopenten-1-ol

tert-butyldimethylsilyl chloride

Downstream raw materials:

2-((2S,3S)-3-{(R)-2-[(1R,3R,3aR,3bS,6R,6aR,6bR)-3-(4-Methoxy-benzyloxy)-3a,6-dimethyl-decahydro-cyclobutadicyclopenten-1-yl]-1-triethylsilanyloxy-allyl}-oxiranyl)-propan-2-ol

2-((2R,3R)-3-{(R)-2-[(1R,3R,3aR,3bS,6R,6aR,6bR)-3-(4-Methoxy-benzyloxy)-3a,6-dimethyl-decahydro-cyclobutadicyclopenten-1-yl]-1-triethylsilanyloxy-allyl}-oxiranyl)-propan-2-ol

(E)-(S)-2-[(1R,3R,3aR,3bS,6R,6aR,6bR)-3-(4-Methoxy-benzyloxy)-3a,6-dimethyl-decahydro-cyclobutadicyclopenten-1-yl]-6-methyl-6-triethylsilanyloxy-hepta-1,4-dien-3-ol

(E)-(R)-2-[(1R,3R,3aR,3bS,6R,6aR,6bR)-3-(4-Methoxy-benzyloxy)-3a,6-dimethyl-decahydro-cyclobutadicyclopenten-1-yl]-6-methyl-6-triethylsilanyloxy-hepta-1,4-dien-3-ol