(2R,3R,5R,6S,7R)-2,6-bis(benzyloxy)-3-(t-butyldimethylsilyloxy)-7-(4-hydroxy-1-methylenebutyl)-5-(4-methoxybenzyloxy)-4,4-dimethyl-8-methylenecyclooctanone

Base Information

Chemical Name:(2R,3R,5R,6S,7R)-2,6-bis(benzyloxy)-3-(t-butyldimethylsilyloxy)-7-(4-hydroxy-1-methylenebutyl)-5-(4-methoxybenzyloxy)-4,4-dimethyl-8-methylenecyclooctanone
CAS No.:677751-21-2
Molecular Formula:C₄₄H₆₀O₇Si
Molecular Weight:729.042
Hs Code.:

(2R,3R,5R,6S,7R)-2,6-bis(benzyloxy)-3-(t-butyldimethylsilyloxy)-7-(4-hydroxy-1-methylenebutyl)-5-(4-methoxybenzyloxy)-4,4-dimethyl-8-methylenecyclooctanone

Synonyms:(2R,3R,5R,6S,7R)-2,6-bis(benzyloxy)-3-(t-butyldimethylsilyloxy)-7-(4-hydroxy-1-methylenebutyl)-5-(4-methoxybenzyloxy)-4,4-dimethyl-8-methylenecyclooctanone

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Chemical Property of (2R,3R,5R,6S,7R)-2,6-bis(benzyloxy)-3-(t-butyldimethylsilyloxy)-7-(4-hydroxy-1-methylenebutyl)-5-(4-methoxybenzyloxy)-4,4-dimethyl-8-methylenecyclooctanone

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Technology Process of (2R,3R,5R,6S,7R)-2,6-bis(benzyloxy)-3-(t-butyldimethylsilyloxy)-7-(4-hydroxy-1-methylenebutyl)-5-(4-methoxybenzyloxy)-4,4-dimethyl-8-methylenecyclooctanone

There total 6 articles about (2R,3R,5R,6S,7R)-2,6-bis(benzyloxy)-3-(t-butyldimethylsilyloxy)-7-(4-hydroxy-1-methylenebutyl)-5-(4-methoxybenzyloxy)-4,4-dimethyl-8-methylenecyclooctanone 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: 91.0%

: 553628-47-0
(2R,3R,5R,6S,7R)-2,6-bis(benzyloxy)-3-(t-butyldimethylsilyloxy)-5-(4-methoxybenzyloxy)-4,4-dimethyl-8-methylene-7-[1-methylene-4-(triethylsilyloxy)butyl]cyclooctanone

: 677751-21-2
(2R,3R,5R,6S,7R)-2,6-bis(benzyloxy)-3-(t-butyldimethylsilyloxy)-7-(4-hydroxy-1-methylenebutyl)-5-(4-methoxybenzyloxy)-4,4-dimethyl-8-methylenecyclooctanone

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; water; at 0 ℃; for 0.25h;
DOI:10.1246/bcsj.78.677

Reference yield:

: 553628-46-9
(2R,3R,5R,6S,7S,8R)-2,6-bis(benzyloxy)-3-(t-butyldimethylsilyloxy)-8-hydroxymethyl-5-(4-methoxybenzyloxy)-4,4-dimethyl-7-[1-methylene-4-(triethylsilyloxy)butyl]cyclooctanone

: 677751-21-2
(2R,3R,5R,6S,7R)-2,6-bis(benzyloxy)-3-(t-butyldimethylsilyloxy)-7-(4-hydroxy-1-methylenebutyl)-5-(4-methoxybenzyloxy)-4,4-dimethyl-8-methylenecyclooctanone

Guidance literature:: Multi-step reaction with 3 steps

1: 89 percent / DMAP; pyridine / 1 h / 0 °C

2: 85 percent / DBU / CH₂Cl₂ / 1.5 h / 20 °C

3: 91 percent / HCl / tetrahydrofuran; H₂O / 0.25 h / 0 °C

With pyridine; hydrogenchloride; dmap; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane; water;
DOI:10.1246/bcsj.78.677

Reference yield:

: 677751-20-1
(1R,3R,4R,6R,7S,8R)-3,7-bis(benzyloxy)-4-(t-butyldimethylsilyloxy)-6-(methoxybenzyloxy)-5,5-dimethyl-8-[1-methylene-4-(triethylsilyloxy)butyl]cyclooctylmethyl acetate

: 677751-21-2
(2R,3R,5R,6S,7R)-2,6-bis(benzyloxy)-3-(t-butyldimethylsilyloxy)-7-(4-hydroxy-1-methylenebutyl)-5-(4-methoxybenzyloxy)-4,4-dimethyl-8-methylenecyclooctanone

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / DBU / CH₂Cl₂ / 1.5 h / 20 °C

2: 91 percent / HCl / tetrahydrofuran; H₂O / 0.25 h / 0 °C

With hydrogenchloride; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane; water;
DOI:10.1246/bcsj.78.677