(2S,4S,5S,6R)-5-benzoyloxy-3,3-dimethyl-6-{[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl-4-methoxy-2-(phenylselenyl)methyl-2H-tetrahydropyran

Base Information

• Chemical Name: (2S,4S,5S,6R)-5-benzoyloxy-3,3-dimethyl-6-{[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl-4-methoxy-2-(phenylselenyl)methyl-2H-tetrahydropyran
• CAS No.: 925222-08-8
• Molecular Formula: C₃₉H₄₆O₅SeSi
• Molecular Weight: 701.837

Synonyms:(2S,4S,5S,6R)-5-benzoyloxy-3,3-dimethyl-6-{[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl-4-methoxy-2-(phenylselenyl)methyl-2H-tetrahydropyran

Chemical Property of (2S,4S,5S,6R)-5-benzoyloxy-3,3-dimethyl-6-{[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl-4-methoxy-2-(phenylselenyl)methyl-2H-tetrahydropyran

Chemical Property:

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Technology Process of (2S,4S,5S,6R)-5-benzoyloxy-3,3-dimethyl-6-{[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl-4-methoxy-2-(phenylselenyl)methyl-2H-tetrahydropyran

There total 1 articles about (2S,4S,5S,6R)-5-benzoyloxy-3,3-dimethyl-6-{[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl-4-methoxy-2-(phenylselenyl)methyl-2H-tetrahydropyran 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:

(4S,5S,6R)-5-benzyloxy-3,3-dimethyl-7-[(1,1-dimethylethyl)diphenylsilyl]oxy-4-methoxy-6-hydroxy-1-heptene (925222-05-5) + N-phenylselanylphthalimide (71098-88-9) → (2S,4S,5S,6R)-5-benzoyloxy-3,3-dimethyl-6-{[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl-4-methoxy-2-(phenylselenyl)methyl-2H-tetrahydropyran (925222-08-8) + (2R,4S,5S,6R)-5-benzoyloxy-3,3-dimethyl-6-{[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl-4-methoxy-2-(phenylselenyl)methyl-2H-tetrahydropyran

Guidance literature:

With camphor-10-sulfonic acid; In dichloromethane; at 20 ℃; for 8h;

DOI:10.1021/jo0615145

Reference yield: 94.0%

(2S,4S,5S,6R)-5-benzoyloxy-3,3-dimethyl-6-{[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl-4-methoxy-2-(phenylselenyl)methyl-2H-tetrahydropyran (925222-08-8) → (2S,4S,5S,6R)-3,3-dimethyl-5-hydroxy-6-(hydroxymethyl)-4-methoxy-2-(phenylselenyl)methyl-2H-tetrahydropyran

Guidance literature:

With sodium hydroxide; In methanol; at 60 ℃; for 18h;

DOI:10.1021/jo0615145

Reference yield: 86.0%

(2S,4S,5S,6R)-5-benzoyloxy-3,3-dimethyl-6-{[(1,1-dimethylethyl)diphenylsilyl]oxy}methyl-4-methoxy-2-(phenylselenyl)methyl-2H-tetrahydropyran (925222-08-8) → (2S,4S,5S,6R)-6-(benzoyloxymethyl)-3,3-dimethyl-5-hydroxy-4-methoxy-2-(phenylselenyl)methyl-2H-tetrahydropyran (925222-24-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 8h;

DOI:10.1021/jo0615145

upstream raw materials:

(4S,5S,6R)-5-benzyloxy-3,3-dimethyl-7-[(1,1-dimethylethyl)diphenylsilyl]oxy-4-methoxy-6-hydroxy-1-heptene

N-phenylselanylphthalimide

Downstream raw materials:

(2S,4S,5S,6R)-6-(benzoyloxymethyl)-3,3-dimethyl-5-hydroxy-4-methoxy-2-(phenylselenyl)methyl-2H-tetrahydropyran

(2S,4S,5S,6S)-3,3-dimethyl-4-methoxy-5-methoxymethoxy-2-(phenylselenyl)methyl-2H-tetrahydropyran-6-carboxaldehyde

(2S,4S,5S,6R)-3,3-dimethyl-6-hydroxymethyl-4-methoxy-5-methoxymethoxy-2-(phenylselenyl)methyl-2H-tetrahydropyran

(2S,4S,5S,6R)-6-(benzoyloxymethyl)-3,3-dimethyl-4-methoxy-5-methoxymethoxy-2-(phenylselenyl)methyl-2H-tetrahydropyran

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