(3S,4R,5R)-3-{[(2S,2'R,5'S)-5'-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-2,5-dimethyl-octahydro-2,2'-bifuran-5-yl]methyl}-5-[(R)-1-(tert-butyldiphenylsilyloxy)propan-2-yl]-2,2,4-trimethyl-1,2-oxasilolane

Base Information

• Chemical Name: (3S,4R,5R)-3-{[(2S,2'R,5'S)-5'-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-2,5-dimethyl-octahydro-2,2'-bifuran-5-yl]methyl}-5-[(R)-1-(tert-butyldiphenylsilyloxy)propan-2-yl]-2,2,4-trimethyl-1,2-oxasilolane
• CAS No.: 1184871-26-8
• Molecular Formula: C₄₄H₇₄O₅Si₃
• Molecular Weight: 767.325
• Mol file: 1184871-26-8.mol

Synonyms:(3S,4R,5R)-3-{[(2S,2'R,5'S)-5'-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-2,5-dimethyl-octahydro-2,2'-bifuran-5-yl]methyl}-5-[(R)-1-(tert-butyldiphenylsilyloxy)propan-2-yl]-2,2,4-trimethyl-1,2-oxasilolane

Chemical Property of (3S,4R,5R)-3-{[(2S,2'R,5'S)-5'-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-2,5-dimethyl-octahydro-2,2'-bifuran-5-yl]methyl}-5-[(R)-1-(tert-butyldiphenylsilyloxy)propan-2-yl]-2,2,4-trimethyl-1,2-oxasilolane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S,4R,5R)-3-{[(2S,2'R,5'S)-5'-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-2,5-dimethyl-octahydro-2,2'-bifuran-5-yl]methyl}-5-[(R)-1-(tert-butyldiphenylsilyloxy)propan-2-yl]-2,2,4-trimethyl-1,2-oxasilolane

There total 1 articles about (3S,4R,5R)-3-{[(2S,2'R,5'S)-5'-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-2,5-dimethyl-octahydro-2,2'-bifuran-5-yl]methyl}-5-[(R)-1-(tert-butyldiphenylsilyloxy)propan-2-yl]-2,2,4-trimethyl-1,2-oxasilolane 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: 67.0%

dimethylmonochlorosilane (1066-35-9) + (2S,2'R,5'S)-5'-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-5-[(3S,4S,5R)-6-(tert-butyldiphenylsilyloxy)-4-hydroxy-3,5-dimethylhex-1-enyl]-2,5'-dimethyloctahydro-2,2'-bifuran → (3S,4R,5R)-3-{[(2S,2'R,5'S)-5'-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-2,5-dimethyl-octahydro-2,2'-bifuran-5-yl]methyl}-5-[(R)-1-(tert-butyldiphenylsilyloxy)propan-2-yl]-2,2,4-trimethyl-1,2-oxasilolane (1184871-26-8)

Guidance literature:

dimethylmonochlorosilane; (2S,2'R,5'S)-5'-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-5-[(3S,4S,5R)-6-(tert-butyldiphenylsilyloxy)-4-hydroxy-3,5-dimethylhex-1-enyl]-2,5'-dimethyloctahydro-2,2'-bifuran; With triethylamine; In dichloromethane; at 20 ℃; for 0.166667h; Inert atmosphere;

In hexane; at 0 - 20 ℃; for 0.166667h;

DOI:10.1002/anie.200901608

Reference yield: 65.0%

(3S,4R,5R)-3-{[(2S,2'R,5'S)-5'-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-2,5-dimethyl-octahydro-2,2'-bifuran-5-yl]methyl}-5-[(R)-1-(tert-butyldiphenylsilyloxy)propan-2-yl]-2,2,4-trimethyl-1,2-oxasilolane (1184871-26-8) + 2,2-dimethoxy-propane (77-76-9) + tert-butylchlorodiphenylsilane (58479-61-1) → (2S,2'R,5'S)-5'-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-5-{[(4S,5S,6R)-6-[(R)-1-(tert-butyldiphenylsilyloxy)propan-2-yl]-2,2,5-trimethyl-1,3-dioxan-4-yl]methyl}-2,5'-dimethyl-octahydro-2,2'-bifuran (1184871-27-9)

Guidance literature:

(3S,4R,5R)-3-{[(2S,2'R,5'S)-5'-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-2,5-dimethyl-octahydro-2,2'-bifuran-5-yl]methyl}-5-[(R)-1-(tert-butyldiphenylsilyloxy)propan-2-yl]-2,2,4-trimethyl-1,2-oxasilolane; With dihydrogen peroxide; potassium hydroxide; In water; N,N-dimethyl-formamide; at 20 ℃; for 2h;

tert-butylchlorodiphenylsilane; With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

2,2-dimethoxy-propane; With pyridinium p-toluenesulfonate; at 20 ℃; for 1h;

DOI:10.1002/anie.200901608

upstream raw materials:

dimethylmonochlorosilane

Downstream raw materials:

(2S,2'R,5'S)-5'-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-5-{[(4S,5S,6R)-6-[(R)-1-(tert-butyldiphenylsilyloxy)propan-2-yl]-2,2,5-trimethyl-1,3-dioxan-4-yl]methyl}-2,5'-dimethyl-octahydro-2,2'-bifuran