(S)-1-[(2R,3R,4R,5S,6R)-4,5-Bis-(4-methoxy-benzyloxy)-3-methyl-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-yl]-1-(4-methoxy-benzyloxy)-propan-2-one

Base Information

Chemical Name:(S)-1-[(2R,3R,4R,5S,6R)-4,5-Bis-(4-methoxy-benzyloxy)-3-methyl-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-yl]-1-(4-methoxy-benzyloxy)-propan-2-one
CAS No.:287400-71-9
Molecular Formula:C₄₃H₆₂O₉Si
Molecular Weight:751.045
Hs Code.:

(S)-1-[(2R,3R,4R,5S,6R)-4,5-Bis-(4-methoxy-benzyloxy)-3-methyl-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-yl]-1-(4-methoxy-benzyloxy)-propan-2-one

Synonyms:(S)-1-[(2R,3R,4R,5S,6R)-4,5-Bis-(4-methoxy-benzyloxy)-3-methyl-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-yl]-1-(4-methoxy-benzyloxy)-propan-2-one

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Chemical Property of (S)-1-[(2R,3R,4R,5S,6R)-4,5-Bis-(4-methoxy-benzyloxy)-3-methyl-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-yl]-1-(4-methoxy-benzyloxy)-propan-2-one

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Technology Process of (S)-1-[(2R,3R,4R,5S,6R)-4,5-Bis-(4-methoxy-benzyloxy)-3-methyl-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-yl]-1-(4-methoxy-benzyloxy)-propan-2-one

There total 6 articles about (S)-1-[(2R,3R,4R,5S,6R)-4,5-Bis-(4-methoxy-benzyloxy)-3-methyl-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-yl]-1-(4-methoxy-benzyloxy)-propan-2-one 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:

: 287400-70-8
[(Z)-2-(4-Methoxy-benzyloxy)-1-methyl-vinyloxy]-trimethyl-silane

: (3R,4R,5S,6R)-4,5-Bis-(4-methoxy-benzyloxy)-3-methyl-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-ol

: 287400-71-9
(S)-1-[(2R,3R,4R,5S,6R)-4,5-Bis-(4-methoxy-benzyloxy)-3-methyl-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-yl]-1-(4-methoxy-benzyloxy)-propan-2-one

: 287400-95-7
(R)-1-[(2R,3R,4R,5S,6R)-4,5-Bis-(4-methoxy-benzyloxy)-3-methyl-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-yl]-1-(4-methoxy-benzyloxy)-propan-2-one

Guidance literature:: (3R,4R,5S,6R)-4,5-Bis-(4-methoxy-benzyloxy)-3-methyl-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-ol; With pyridine; dmap; trifluoroacetic acid; In dichloromethane; at 0 ℃; for 0.5h;

[(Z)-2-(4-Methoxy-benzyloxy)-1-methyl-vinyloxy]-trimethyl-silane; With zinc dibromide; In dichloromethane; at 0 ℃; for 0.05h;

With sodium hexamethyldisilazane; In tetrahydrofuran; at 0 - 20 ℃; for 20h; Further stages.;
DOI:10.1021/jo0002801

Reference yield:

: 105-13-5
4-Methoxybenzyl alcohol

: 287400-71-9
(S)-1-[(2R,3R,4R,5S,6R)-4,5-Bis-(4-methoxy-benzyloxy)-3-methyl-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-yl]-1-(4-methoxy-benzyloxy)-propan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 89 percent / NaH / dimethylformamide; various solvent(s) / 20 h / 20 °C

2.1: 81 percent / OsO₄; NaIO₄ / tetrahydrofuran; H₂O / 19 h / 0 - 20 °C

3.1: 90 percent / LiHMDS / tetrahydrofuran; various solvent(s) / 0.5 h / -78 °C

4.1: CF₃COOH; pyridine; DMAP / CH₂Cl₂ / 0.5 h / 0 °C

4.2: ZnBr₂ / CH₂Cl₂ / 0.05 h / 0 °C

4.3: NaHMDS / tetrahydrofuran / 20 h / 0 - 20 °C

With pyridine; dmap; sodium periodate; osmium(VIII) oxide; sodium hydride; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; 1.1: Alkylation / 2.1: Oxidation / 3.1: silylation / 4.1: Acylation / 4.2: Condensation / 4.3: Isomerization;
DOI:10.1021/jo0002801

Reference yield:

: 189366-67-4
3-(4-methoxybenzyloxy)-2-methyl-1-propene

: 287400-71-9
(S)-1-[(2R,3R,4R,5S,6R)-4,5-Bis-(4-methoxy-benzyloxy)-3-methyl-6-triisopropylsilanyloxymethyl-tetrahydro-pyran-2-yl]-1-(4-methoxy-benzyloxy)-propan-2-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 81 percent / OsO₄; NaIO₄ / tetrahydrofuran; H₂O / 19 h / 0 - 20 °C

2.1: 90 percent / LiHMDS / tetrahydrofuran; various solvent(s) / 0.5 h / -78 °C

3.1: CF₃COOH; pyridine; DMAP / CH₂Cl₂ / 0.5 h / 0 °C

3.2: ZnBr₂ / CH₂Cl₂ / 0.05 h / 0 °C

3.3: NaHMDS / tetrahydrofuran / 20 h / 0 - 20 °C

With pyridine; dmap; sodium periodate; osmium(VIII) oxide; trifluoroacetic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water; 1.1: Oxidation / 2.1: silylation / 3.1: Acylation / 3.2: Condensation / 3.3: Isomerization;
DOI:10.1021/jo0002801