(3R,4S,5S,6R,7R,8R)-7-<(1,1-Dimethylethyl)dimethylsilyloxy>-8-(4-methoxybenzyloxy)-3,5,7-trimethyl-4,6-(2,4,6-trimethylbenzylidenedioxy)decan-1-ol

Base Information

Chemical Name:(3R,4S,5S,6R,7R,8R)-7-<(1,1-Dimethylethyl)dimethylsilyloxy>-8-(4-methoxybenzyloxy)-3,5,7-trimethyl-4,6-(2,4,6-trimethylbenzylidenedioxy)decan-1-ol
CAS No.:131755-81-2
Molecular Formula:C₃₇H₆₀O₆Si
Molecular Weight:628.965
Hs Code.:

Synonyms:(3R,4S,5S,6R,7R,8R)-7-<(1,1-Dimethylethyl)dimethylsilyloxy>-8-(4-methoxybenzyloxy)-3,5,7-trimethyl-4,6-(2,4,6-trimethylbenzylidenedioxy)decan-1-ol

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Chemical Property of (3R,4S,5S,6R,7R,8R)-7-<(1,1-Dimethylethyl)dimethylsilyloxy>-8-(4-methoxybenzyloxy)-3,5,7-trimethyl-4,6-(2,4,6-trimethylbenzylidenedioxy)decan-1-ol

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Technology Process of (3R,4S,5S,6R,7R,8R)-7-<(1,1-Dimethylethyl)dimethylsilyloxy>-8-(4-methoxybenzyloxy)-3,5,7-trimethyl-4,6-(2,4,6-trimethylbenzylidenedioxy)decan-1-ol

There total 11 articles about (3R,4S,5S,6R,7R,8R)-7-<(1,1-Dimethylethyl)dimethylsilyloxy>-8-(4-methoxybenzyloxy)-3,5,7-trimethyl-4,6-(2,4,6-trimethylbenzylidenedioxy)decan-1-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: 83.0%

: 131755-80-1,131831-52-2
(1EZ,3R,4S,5S,6R,7R,8R)-1-Benzoyloxy-7-<(1,1-dimethylethyl)dimethylsilyloxy>-8-(4-methoxybenzyloxy)-3,5,7-trimethyl-4,6-(2,4,6-trimethylbenzylidenedioxy)dec-1-ene

: 131755-81-2
(3R,4S,5S,6R,7R,8R)-7-<(1,1-Dimethylethyl)dimethylsilyloxy>-8-(4-methoxybenzyloxy)-3,5,7-trimethyl-4,6-(2,4,6-trimethylbenzylidenedioxy)decan-1-ol

Guidance literature:: With hydrogen; Raney Ni (W-2); In ethanol; for 24h; Ambient temperature;
DOI:10.1016/S0040-4020(01)85585-X

Reference yield:

: 64761-29-1
mesitaldehyde dimethylacetal

: 131755-81-2
(3R,4S,5S,6R,7R,8R)-7-<(1,1-Dimethylethyl)dimethylsilyloxy>-8-(4-methoxybenzyloxy)-3,5,7-trimethyl-4,6-(2,4,6-trimethylbenzylidenedioxy)decan-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 42 percent

2: 76 percent

3: 75 percent / 3N NaOH / ethanol / 4 h / Ambient temperature

4: 88 percent / oxalyl chloride, DMSO, Et₃N / CH₂Cl₂ / 1.) -80 degC, 10 min, 2.) -30 degC, 1 h

5: 1.) n-butyllithium / 1.) THF, hexane, -78 degC, 2) room temp., 10 h

6: 83 percent / H₂ / Raney Ni (W-2) / ethanol / 24 h / Ambient temperature

With sodium hydroxide; n-butyllithium; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; Raney Ni (W-2); In ethanol; dichloromethane;
DOI:10.1016/S0040-4020(01)85585-X

Reference yield:

: 114811-23-3
Benzoic acid (2R,3S,4S,5R,6R,7R)-3,5,6-trihydroxy-7-(4-methoxy-benzyloxy)-2,4,6-trimethyl-nonyl ester

: 131755-81-2
(3R,4S,5S,6R,7R,8R)-7-<(1,1-Dimethylethyl)dimethylsilyloxy>-8-(4-methoxybenzyloxy)-3,5,7-trimethyl-4,6-(2,4,6-trimethylbenzylidenedioxy)decan-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 42 percent

2: 76 percent

3: 75 percent / 3N NaOH / ethanol / 4 h / Ambient temperature

4: 88 percent / oxalyl chloride, DMSO, Et₃N / CH₂Cl₂ / 1.) -80 degC, 10 min, 2.) -30 degC, 1 h

5: 1.) n-butyllithium / 1.) THF, hexane, -78 degC, 2) room temp., 10 h

6: 83 percent / H₂ / Raney Ni (W-2) / ethanol / 24 h / Ambient temperature

With sodium hydroxide; n-butyllithium; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine; Raney Ni (W-2); In ethanol; dichloromethane;
DOI:10.1016/S0040-4020(01)85585-X