Benzoic acid (3S,4R)-3-methoxy-4-methyl-5-trimethylsilanyloxy-hex-5-enyl ester

Base Information

• Chemical Name: Benzoic acid (3S,4R)-3-methoxy-4-methyl-5-trimethylsilanyloxy-hex-5-enyl ester
• CAS No.: 156479-04-8
• Molecular Formula: C₁₈H₂₈O₄Si
• Molecular Weight: 336.503

Synonyms:Benzoic acid (3S,4R)-3-methoxy-4-methyl-5-trimethylsilanyloxy-hex-5-enyl ester

Chemical Property of Benzoic acid (3S,4R)-3-methoxy-4-methyl-5-trimethylsilanyloxy-hex-5-enyl ester

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Technology Process of Benzoic acid (3S,4R)-3-methoxy-4-methyl-5-trimethylsilanyloxy-hex-5-enyl ester

There total 1 articles about Benzoic acid (3S,4R)-3-methoxy-4-methyl-5-trimethylsilanyloxy-hex-5-enyl ester 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:

chloro-trimethyl-silane (75-77-4) + Benzoic acid (3S,4R)-3-methoxy-4-methyl-5-oxo-hexyl ester → Benzoic acid (3S,4R)-3-methoxy-4-methyl-5-trimethylsilanyloxy-hex-5-enyl ester (156479-04-8)

Guidance literature:

With tin(II) trifluoromethanesulfonate; triethylamine; In dichloromethane; at -78 ℃; for 1h;

DOI:10.1016/0040-4020(95)00548-M

Reference yield: 80.0%

Benzoic acid (3S,4R)-3-methoxy-4-methyl-5-trimethylsilanyloxy-hex-5-enyl ester (156479-04-8) + (R)-2-((4R,5S,6S)-2,2-Di-tert-butyl-6-isopropyl-5-methyl-[1,3,2]dioxasilinan-4-yl)-propionaldehyde (156478-98-7) → Benzoic acid (3S,4R,7R,8S)-8-((4S,5S,6S)-2,2-di-tert-butyl-6-isopropyl-5-methyl-[1,3,2]dioxasilinan-4-yl)-7-hydroxy-3-methoxy-4-methyl-5-oxo-nonyl ester

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 0.5h;

DOI:10.1016/0040-4020(95)00548-M

Reference yield:

(2S,3S,4S,5S,6S)-2,4,6-trimethyl-8-((2S,4R,6S)-2-methyl-4-methoxytetrahydropyran-6-yl)-3,5-di-tert-butylsilylenedioxyoctanal (142144-24-9) + Benzoic acid (3S,4R)-3-methoxy-4-methyl-5-trimethylsilanyloxy-hex-5-enyl ester (156479-04-8) → Benzoic acid (3S,4R,7R,8S)-8-((4S,6S)-2,2-di-tert-butyl-6-isopropyl-5,5-dimethyl-[1,3,2]dioxasilinan-4-yl)-7-hydroxy-3-methoxy-4-methyl-5-oxo-nonyl ester + Benzoic acid (3S,4R,7S,8S)-8-((4S,6S)-2,2-di-tert-butyl-6-isopropyl-5,5-dimethyl-[1,3,2]dioxasilinan-4-yl)-7-hydroxy-3-methoxy-4-methyl-5-oxo-nonyl ester

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -78 ℃; for 0.5h; Yield given. Yields of byproduct given;

DOI:10.1016/0040-4039(94)85075-5

upstream raw materials:

chloro-trimethyl-silane

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