[(2S,3R,4S,5S,6S,7R)-5-Benzyloxy-6-(1-ethoxy-ethoxy)-2-methoxymethoxymethyl-4-methyl-7-((S)-1-methyl-allyl)-oxepan-3-yloxy]-triisopropyl-silane

Base Information

Chemical Name:[(2S,3R,4S,5S,6S,7R)-5-Benzyloxy-6-(1-ethoxy-ethoxy)-2-methoxymethoxymethyl-4-methyl-7-((S)-1-methyl-allyl)-oxepan-3-yloxy]-triisopropyl-silane
CAS No.:259257-99-3
Molecular Formula:C₃₄H₆₀O₇Si
Molecular Weight:608.932
Hs Code.:

Synonyms:[(2S,3R,4S,5S,6S,7R)-5-Benzyloxy-6-(1-ethoxy-ethoxy)-2-methoxymethoxymethyl-4-methyl-7-((S)-1-methyl-allyl)-oxepan-3-yloxy]-triisopropyl-silane

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Chemical Property of [(2S,3R,4S,5S,6S,7R)-5-Benzyloxy-6-(1-ethoxy-ethoxy)-2-methoxymethoxymethyl-4-methyl-7-((S)-1-methyl-allyl)-oxepan-3-yloxy]-triisopropyl-silane

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Technology Process of [(2S,3R,4S,5S,6S,7R)-5-Benzyloxy-6-(1-ethoxy-ethoxy)-2-methoxymethoxymethyl-4-methyl-7-((S)-1-methyl-allyl)-oxepan-3-yloxy]-triisopropyl-silane

There total 5 articles about [(2S,3R,4S,5S,6S,7R)-5-Benzyloxy-6-(1-ethoxy-ethoxy)-2-methoxymethoxymethyl-4-methyl-7-((S)-1-methyl-allyl)-oxepan-3-yloxy]-triisopropyl-silane 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: 98.0%

: 109-92-2,25104-37-4
ethyl vinyl ether

: 157220-15-0
(2R,3S,4S,5S,6R,7S)-4-Benzyloxy-7-methoxymethoxymethyl-5-methyl-2-((S)-1-methyl-allyl)-6-triisopropylsilanyloxy-oxepan-3-ol

: 259257-99-3
[(2S,3R,4S,5S,6S,7R)-5-Benzyloxy-6-(1-ethoxy-ethoxy)-2-methoxymethoxymethyl-4-methyl-7-((S)-1-methyl-allyl)-oxepan-3-yloxy]-triisopropyl-silane

Guidance literature:: With pyridinium p-toluenesulfonate; In dichloromethane; at 20 ℃; for 2.5h;
DOI:10.1021/jo990988j

Reference yield:

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 259257-99-3
[(2S,3R,4S,5S,6S,7R)-5-Benzyloxy-6-(1-ethoxy-ethoxy)-2-methoxymethoxymethyl-4-methyl-7-((S)-1-methyl-allyl)-oxepan-3-yloxy]-triisopropyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium dimsylate / tetrahydrofuran; dimethylsulfoxide / 0 - 20 °C

1.2: 16.64 g / 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

2.1: [Ir(COD)(Ph₂MeP)2]PF₆; hydrogen / tetrahydrofuran / 0.58 h / 20 °C

2.2: 9.69 g / iodine / tetrahydrofuran; H₂O / 0.08 h / 20 °C

3.1: NaHMDS / tetrahydrofuran / 0.5 h / 0 °C

3.2: 71 percent / tetrahydrofuran / 0 - 20 °C

4.1: 98 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 2.5 h / 20 °C

With (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; hydrogen; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; potassium dimsylate; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 1.1: Cyclization / 1.2: Etherification / 2.1: Hydrolysis / 2.2: Hydrolysis / 3.1: Dehydrobromination / 3.2: methylenation; Wittig reaction / 4.1: Addition;
DOI:10.1021/jo990988j

Reference yield:

: (2R,3R,4R)-5-Allyloxy-2-[(1S,2S)-1-benzyloxy-2-((2R,3R)-3-methoxymethoxymethyl-oxiranyl)-propyl]-4-methyl-tetrahydro-furan-3-ol

: 259257-99-3
[(2S,3R,4S,5S,6S,7R)-5-Benzyloxy-6-(1-ethoxy-ethoxy)-2-methoxymethoxymethyl-4-methyl-7-((S)-1-methyl-allyl)-oxepan-3-yloxy]-triisopropyl-silane

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium dimsylate / tetrahydrofuran; dimethylsulfoxide / 0 - 20 °C

1.2: 16.64 g / 2,6-lutidine / CH₂Cl₂ / 0 - 20 °C

2.1: [Ir(COD)(Ph₂MeP)2]PF₆; hydrogen / tetrahydrofuran / 0.58 h / 20 °C

2.2: 9.69 g / iodine / tetrahydrofuran; H₂O / 0.08 h / 20 °C

3.1: NaHMDS / tetrahydrofuran / 0.5 h / 0 °C

3.2: 71 percent / tetrahydrofuran / 0 - 20 °C

4.1: 98 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 2.5 h / 20 °C

With (1,5-cyclooctadiene)[bis(methyldiphenylphosphine)]iridium(I) hexafluorophosphate; hydrogen; sodium hexamethyldisilazane; pyridinium p-toluenesulfonate; potassium dimsylate; In tetrahydrofuran; dichloromethane; dimethyl sulfoxide; 1.1: Cyclization / 1.2: Etherification / 2.1: Hydrolysis / 2.2: Hydrolysis / 3.1: Dehydrobromination / 3.2: methylenation; Wittig reaction / 4.1: Addition;
DOI:10.1021/jo990988j