(2S,3S,4S,5S,6S,8S)-8-(tert-Butyl-diphenyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-2,4,6-trimethyl-5-triethylsilanyloxy-decan-1-ol

Base Information

Chemical Name:(2S,3S,4S,5S,6S,8S)-8-(tert-Butyl-diphenyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-2,4,6-trimethyl-5-triethylsilanyloxy-decan-1-ol
CAS No.:382139-13-1
Molecular Formula:C₄₄H₇₀O₅Si₂
Molecular Weight:735.208
Hs Code.:

Synonyms:(2S,3S,4S,5S,6S,8S)-8-(tert-Butyl-diphenyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-2,4,6-trimethyl-5-triethylsilanyloxy-decan-1-ol

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Chemical Property of (2S,3S,4S,5S,6S,8S)-8-(tert-Butyl-diphenyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-2,4,6-trimethyl-5-triethylsilanyloxy-decan-1-ol

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Technology Process of (2S,3S,4S,5S,6S,8S)-8-(tert-Butyl-diphenyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-2,4,6-trimethyl-5-triethylsilanyloxy-decan-1-ol

There total 19 articles about (2S,3S,4S,5S,6S,8S)-8-(tert-Butyl-diphenyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-2,4,6-trimethyl-5-triethylsilanyloxy-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: 87.0%

: 382138-90-1
(2S,4S,5S)-4-[(1S,2S,3S,5S)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-1,3-dimethyl-2-triethylsilanyloxy-heptyl]-2-(4-methoxy-phenyl)-5-methyl-[1,3]dioxane

: 382139-13-1
(2S,3S,4S,5S,6S,8S)-8-(tert-Butyl-diphenyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-2,4,6-trimethyl-5-triethylsilanyloxy-decan-1-ol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; toluene; at 0 ℃; for 1h;
DOI:10.1021/ja020091v

Reference yield:

: 182193-69-7
(S)-1-(p-methoxybenzyloxy)-2-methylpentan-3-one

: 382139-13-1
(2S,3S,4S,5S,6S,8S)-8-(tert-Butyl-diphenyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-2,4,6-trimethyl-5-triethylsilanyloxy-decan-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine; tin(II) triflate / CH₂Cl₂ / 2 h / -78 °C

1.2: 2.30 g / CH₂Cl₂ / 5 h / -78 °C

2.1: 82 percent / Me₄NBH(OAc)3; AcOH / acetonitrile / -25 - 0 °C

3.1: 85 percent / DDQ; 4 Angstroem molecular sieves / CH₂Cl₂ / 5 h / 0 °C

4.1: 99 percent / imidazole / dimethylformamide / 3 h / 50 °C

5.1: 87 percent / Dibal-H / CH₂Cl₂; toluene / 1 h / 0 °C

With 1H-imidazole; tin(II) trifluoromethanesulfonate; 4 A molecular sieve; diisobutylaluminium hydride; acetic acid; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; tetramethylammonium triacetoxyborohydride; In dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/ja020091v

Reference yield:

: 253143-33-8
(2S,4S)-4-(tert-Butyl-diphenyl-silanyloxymethyl)-2-methyl-hexanal

: 382139-13-1
(2S,3S,4S,5S,6S,8S)-8-(tert-Butyl-diphenyl-silanyloxymethyl)-3-(4-methoxy-benzyloxy)-2,4,6-trimethyl-5-triethylsilanyloxy-decan-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine; tin(II) triflate / CH₂Cl₂ / 2 h / -78 °C

1.2: 2.30 g / CH₂Cl₂ / 5 h / -78 °C

2.1: 82 percent / Me₄NBH(OAc)3; AcOH / acetonitrile / -25 - 0 °C

3.1: 85 percent / DDQ; 4 Angstroem molecular sieves / CH₂Cl₂ / 5 h / 0 °C

4.1: 99 percent / imidazole / dimethylformamide / 3 h / 50 °C

5.1: 87 percent / Dibal-H / CH₂Cl₂; toluene / 1 h / 0 °C

With 1H-imidazole; tin(II) trifluoromethanesulfonate; 4 A molecular sieve; diisobutylaluminium hydride; acetic acid; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; tetramethylammonium triacetoxyborohydride; In dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1021/ja020091v