(3S,6S)-6-benzoyloxy-9-(tert-butyldiphenylsiloxy)-5-methylene-1-phenyl-nonan-3-ol

Base Information

• Chemical Name: (3S,6S)-6-benzoyloxy-9-(tert-butyldiphenylsiloxy)-5-methylene-1-phenyl-nonan-3-ol
• CAS No.: 251312-31-9
• Molecular Formula: C₃₉H₄₆O₄Si
• Molecular Weight: 606.877

Synonyms:(3S,6S)-6-benzoyloxy-9-(tert-butyldiphenylsiloxy)-5-methylene-1-phenyl-nonan-3-ol

Chemical Property of (3S,6S)-6-benzoyloxy-9-(tert-butyldiphenylsiloxy)-5-methylene-1-phenyl-nonan-3-ol

Chemical Property:

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Technology Process of (3S,6S)-6-benzoyloxy-9-(tert-butyldiphenylsiloxy)-5-methylene-1-phenyl-nonan-3-ol

There total 2 articles about (3S,6S)-6-benzoyloxy-9-(tert-butyldiphenylsiloxy)-5-methylene-1-phenyl-nonan-3-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: 96.0%

benzoic acid 1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-2-tributylstannanylmethyl-allyl ester + 3-phenyl-propionaldehyde (104-53-0) → (3S,6S)-6-benzoyloxy-9-(tert-butyldiphenylsiloxy)-5-methylene-1-phenyl-nonan-3-ol (251312-31-9)

Guidance literature:

benzoic acid 1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-2-tributylstannanylmethyl-allyl ester; With boron tribromide; 4-methyl-N-((1R,2R)-2-{[(4-methylphenyl)sulfonyl]amino}-1,2-diphenylethyl)benzenesulfonamide; In dichloromethane; at 20 ℃; for 16h;

3-phenyl-propionaldehyde; In dichloromethane; at -78 ℃; for 2h;

DOI:10.1139/v03-168

Reference yield:

benzoic acid 1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-2-tributylstannanylmethyl-allyl ester + 3-phenyl-propionaldehyde (104-53-0) → (3R,6S)-6-benzoyloxy-9-(tert-butyldiphenylsiloxy)-5-methylene-1-phenyl-nonan-3-ol (251312-28-4) + (3S,6S)-6-benzoyloxy-9-(tert-butyldiphenylsiloxy)-5-methylene-1-phenyl-nonan-3-ol (251312-31-9)

Guidance literature:

benzoic acid 1-[3-(tert-butyl-diphenyl-silanyloxy)-propyl]-2-tributylstannanylmethyl-allyl ester; With boron tribromide; (1S,2S)-N,N'-bis((4-methylphenyl)sulfonyl)-1,2-diphenylethane-1,2-diamine; In dichloromethane; at 20 ℃; for 16h;

3-phenyl-propionaldehyde; In tetrahydrofuran; hexane; at -42 - 20 ℃;

DOI:10.1139/v03-168

Reference yield: 73.0%

(3S,6S)-6-benzoyloxy-9-(tert-butyldiphenylsiloxy)-5-methylene-1-phenyl-nonan-3-ol (251312-31-9) → C32H40SiO2

Guidance literature:

With sodium hydride; triphenylphosphine; palladium diacetate; In tetrahydrofuran; at 60 ℃;

DOI:10.1021/ol990255l

upstream raw materials:

3-phenyl-propionaldehyde

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