(2R,4R,5R,6S,7R,8R,9R)-2-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-4,6,8-trimethyl-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-undecane-5,7-diol

Base Information

• Chemical Name: (2R,4R,5R,6S,7R,8R,9R)-2-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-4,6,8-trimethyl-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-undecane-5,7-diol
• CAS No.: 114181-56-5
• Molecular Formula: C₃₈H₆₈O₆Si
• Molecular Weight: 649.04
• Mol file: 114181-56-5.mol

Synonyms:(2R,4R,5R,6S,7R,8R,9R)-2-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-4,6,8-trimethyl-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-undecane-5,7-diol

Chemical Property of (2R,4R,5R,6S,7R,8R,9R)-2-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-4,6,8-trimethyl-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-undecane-5,7-diol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4R,5R,6S,7R,8R,9R)-2-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-4,6,8-trimethyl-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-undecane-5,7-diol

There total 12 articles about (2R,4R,5R,6S,7R,8R,9R)-2-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-4,6,8-trimethyl-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-undecane-5,7-diol 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: 93.0%

(2R,4R,6R,7S,8R,9R)-2-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-7-hydroxy-4,6,8-trimethyl-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-undecan-5-one (114114-27-1) → (2R,4R,5R,6S,7R,8R,9R)-2-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-4,6,8-trimethyl-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-undecane-5,7-diol (114181-56-5)

Guidance literature:

With lithium triethylborohydride; In tetrahydrofuran; at -78 ℃; for 1h;

DOI:10.1007/BF00958059

Reference yield: 92.0%

(2R,4R,6R,7S,8R,9R)-2-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-7-hydroxy-4,6,8-trimethyl-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-undecan-5-one (114114-27-1) → (2R,4R,5R,6S,7R,8R,9R)-2-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-4,6,8-trimethyl-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-undecane-5,7-diol (114181-56-5) + (2R,4R,5S,6S,7R,8R,9R)-2-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-4,6,8-trimethyl-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-undecane-5,7-diol (114114-28-2)

Guidance literature:

With lithium tri-t-butoxyaluminum hydride;

DOI:10.1016/S0040-4039(00)96400-1

Reference yield: 7.8%

(2R,4R,6R,7S,8R,9R)-2-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-7-hydroxy-4,6,8-trimethyl-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-undecan-5-one (114114-27-1) + tert-butyl alcohol (75-65-0) → (2R,4R,5R,6S,7R,8R,9R)-2-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-4,6,8-trimethyl-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-undecane-5,7-diol (114181-56-5) + (2R,4R,5S,6S,7R,8R,9R)-2-Benzyloxy-7-tert-butoxy-9-(tert-butyl-dimethyl-silanyloxy)-4,6,8-trimethyl-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-undecan-5-ol

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; at -50 - 20 ℃; for 1h;

DOI:10.1007/BF00958059

upstream raw materials:

(2R,4R,6R,7S,8R,9R)-2-Benzyloxy-9-(tert-butyl-dimethyl-silanyloxy)-7-hydroxy-4,6,8-trimethyl-2-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-undecan-5-one

tert-butyl alcohol

t-butyldimethylsiyl triflate

(2S,3R)-3-(tert-butyldimethylsilyloxy)-2-methylpentanal

Downstream raw materials:

{(1R,2R)-2-[(2R,4R,5S,6R)-6-{(1R,3R)-3-Benzyloxy-1-methyl-3-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-butyl}-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-1-ethyl-propoxy}-tert-butyl-dimethyl-silane

{(1R,2R)-2-[(4R,5S,6R)-6-{(1R,3R)-3-Benzyloxy-1-methyl-3-[(4R,5S,6R)-2,2,5-trimethyl-6-((S)-1-methyl-allyl)-[1,3]dioxan-4-yl]-butyl}-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxan-4-yl]-1-ethyl-propoxy}-tert-butyl-dimethyl-silane