tert-Butyl-{(2S,4aS,8aR)-5-[1-methoxy-meth-(E)-ylidene]-1,1,4a,6-tetramethyl-1,2,3,4,4a,5,8,8a-octahydro-naphthalen-2-yloxy}-diphenyl-silane

Base Information

• Chemical Name: tert-Butyl-{(2S,4aS,8aR)-5-[1-methoxy-meth-(E)-ylidene]-1,1,4a,6-tetramethyl-1,2,3,4,4a,5,8,8a-octahydro-naphthalen-2-yloxy}-diphenyl-silane
• CAS No.: 193471-29-3
• Molecular Formula: C₃₂H₄₄O₂Si
• Molecular Weight: 488.786
• Mol file: 193471-29-3.mol

Synonyms:

Chemical Property of tert-Butyl-{(2S,4aS,8aR)-5-[1-methoxy-meth-(E)-ylidene]-1,1,4a,6-tetramethyl-1,2,3,4,4a,5,8,8a-octahydro-naphthalen-2-yloxy}-diphenyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-Butyl-{(2S,4aS,8aR)-5-[1-methoxy-meth-(E)-ylidene]-1,1,4a,6-tetramethyl-1,2,3,4,4a,5,8,8a-octahydro-naphthalen-2-yloxy}-diphenyl-silane

There total 2 articles about tert-Butyl-{(2S,4aS,8aR)-5-[1-methoxy-meth-(E)-ylidene]-1,1,4a,6-tetramethyl-1,2,3,4,4a,5,8,8a-octahydro-naphthalen-2-yloxy}-diphenyl-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,4aS,6S,8aS)-6-(tert-Butyl-diphenyl-silanyloxy)-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-ol (157519-06-7) → tert-Butyl-{(2S,4aS,8aR)-5-[1-methoxy-meth-(E)-ylidene]-1,1,4a,6-tetramethyl-1,2,3,4,4a,5,8,8a-octahydro-naphthalen-2-yloxy}-diphenyl-silane (193471-29-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -60 deg C, 2.) CH₂Cl₂, -60 deg C to 23 deg C, 1 h

2: n-BuLi / 10 h / -78 deg C to 23 deg C

With n-butyllithium; oxalyl dichloride; dimethyl sulfoxide; triethylamine;

DOI:10.1016/S0040-4039(97)01146-5

Reference yield:

(methoxymethyl)diphenylphosphine oxide (4455-77-0) + (4aS,6S,8aS)-6-(tert-Butyl-diphenyl-silanyloxy)-2,5,5,8a-tetramethyl-4a,5,6,7,8,8a-hexahydro-4H-naphthalen-1-one (157519-07-8) → tert-Butyl-{(2S,4aS,8aR)-5-[1-methoxy-meth-(E)-ylidene]-1,1,4a,6-tetramethyl-1,2,3,4,4a,5,8,8a-octahydro-naphthalen-2-yloxy}-diphenyl-silane (193471-29-3)

Guidance literature:

With n-butyllithium; for 10h; Yield given; -78 deg C to 23 deg C;

DOI:10.1016/S0040-4039(97)01146-5

Reference yield:

tert-Butyl-{(2S,4aS,8aR)-5-[1-methoxy-meth-(E)-ylidene]-1,1,4a,6-tetramethyl-1,2,3,4,4a,5,8,8a-octahydro-naphthalen-2-yloxy}-diphenyl-silane (193471-29-3) → (4aR,6S,8aS)-6-(tert-Butyl-diphenyl-silanyloxy)-2,5,5,8a-tetramethyl-3,4,4a,5,6,7,8,8a-octahydro-naphthalene-1-carbaldehyde

Guidance literature:

With chloro-trimethyl-silane; sodium iodide; In acetonitrile; at 0 - 23 ℃; for 0.5h;

DOI:10.1016/S0040-4039(97)01146-5

upstream raw materials:

(methoxymethyl)diphenylphosphine oxide

(4aS,6S,8aS)-6-(tert-Butyl-diphenyl-silanyloxy)-2,5,5,8a-tetramethyl-4a,5,6,7,8,8a-hexahydro-4H-naphthalen-1-one

(1R,4aS,6S,8aS)-6-(tert-Butyl-diphenyl-silanyloxy)-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydro-naphthalen-1-ol

Downstream raw materials:

((2S,4aS,8aR)-5-Bromomethyl-1,1,4a,6-tetramethyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-2-yloxy)-tert-butyl-diphenyl-silane

tert-Butyl-[(2S,4aS,8aR)-5-(4-dimethoxymethyl-2,6-bis-methoxymethoxy-benzyl)-1,1,4a,6-tetramethyl-1,2,3,4,4a,7,8,8a-octahydro-naphthalen-2-yloxy]-diphenyl-silane

C₅₄H₆₈O₄Si₂

C₅₆H₇₀O₄Si₂