(1R,3S,5S,6S,8R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-8-(4-methoxy-benzyloxy)-5-methyl-4-methylene-2-oxa-bicyclo[3.2.1]octan-6-ol

Base Information

• Chemical Name: (1R,3S,5S,6S,8R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-8-(4-methoxy-benzyloxy)-5-methyl-4-methylene-2-oxa-bicyclo[3.2.1]octan-6-ol
• CAS No.: 379692-74-7
• Molecular Formula: C₃₄H₄₂O₅Si
• Molecular Weight: 558.79
• Mol file: 379692-74-7.mol

Synonyms:(1R,3S,5S,6S,8R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-8-(4-methoxy-benzyloxy)-5-methyl-4-methylene-2-oxa-bicyclo[3.2.1]octan-6-ol

Chemical Property of (1R,3S,5S,6S,8R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-8-(4-methoxy-benzyloxy)-5-methyl-4-methylene-2-oxa-bicyclo[3.2.1]octan-6-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,3S,5S,6S,8R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-8-(4-methoxy-benzyloxy)-5-methyl-4-methylene-2-oxa-bicyclo[3.2.1]octan-6-ol

There total 1 articles about (1R,3S,5S,6S,8R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-8-(4-methoxy-benzyloxy)-5-methyl-4-methylene-2-oxa-bicyclo[3.2.1]octan-6-ol 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:

[6-(tert-butyl-diphenyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-4-methyl-5-tributylstannanylmethyl-3,6-dihydro-2H-pyran-2-yl]-acetaldehyde → (1R,3S,5S,6S,8R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-8-(4-methoxy-benzyloxy)-5-methyl-4-methylene-2-oxa-bicyclo[3.2.1]octan-6-ol (379692-74-7)

Guidance literature:

In xylene; at 140 ℃; for 1h;

DOI:10.1016/S0040-4039(01)01366-1

Reference yield: 89.0%

(1R,3S,5S,6S,8R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-8-(4-methoxy-benzyloxy)-5-methyl-4-methylene-2-oxa-bicyclo[3.2.1]octan-6-ol (379692-74-7) → (1R,3S,5R,8R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-8-(4-methoxy-benzyloxy)-5-methyl-4-methylene-2-oxa-bicyclo[3.2.1]octan-6-one (379692-75-8)

Guidance literature:

With N-methyl-2-indolinone; tetrapropylammonium perruthennate; MS 4 Angstroem; In acetonitrile;

DOI:10.1016/S0040-4039(01)01366-1

Reference yield:

(1R,3S,5S,6S,8R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-8-(4-methoxy-benzyloxy)-5-methyl-4-methylene-2-oxa-bicyclo[3.2.1]octan-6-ol (379692-74-7) → (1R,3S,5S,6R,8R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-8-(4-methoxy-benzyloxy)-5-methyl-4-methylene-2-oxa-bicyclo[3.2.1]octan-6-ol

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / NMO; TPAP; MS 4 Angstroem / acetonitrile

2: LiBHEt₃ / tetrahydrofuran / -78 °C

With N-methyl-2-indolinone; tetrapropylammonium perruthennate; MS 4 Angstroem; lithium triethylborohydride; In tetrahydrofuran; acetonitrile;

DOI:10.1016/S0040-4039(01)01366-1

Downstream raw materials:

(1R,3S,5R,8R)-3-(tert-Butyl-diphenyl-silanyloxymethyl)-8-(4-methoxy-benzyloxy)-5-methyl-4-methylene-2-oxa-bicyclo[3.2.1]octan-6-one

(1R,8R,10R,11R)-10-(tert-Butyl-dimethyl-silanyloxy)-11-(4-methoxy-benzyloxy)-1-methyl-4,7-dioxa-tricyclo[6.2.1.0^2,6]undec-2⁽⁶⁾-en-5-ol

C₂₇H₄₂O₇Si

C₂₇H₄₄O₇Si