(R)-ethyl 4-((2R,4S,6R)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-(trimethylsilyloxy)tetrahydro-2H-pyran-2-yl)-3-(trimethylsilyloxy)butanoate

Base Information

• Chemical Name: (R)-ethyl 4-((2R,4S,6R)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-(trimethylsilyloxy)tetrahydro-2H-pyran-2-yl)-3-(trimethylsilyloxy)butanoate
• CAS No.: 1159611-63-8
• Molecular Formula: C₄₅H₇₀O₈Si₃
• Molecular Weight: 823.302

Synonyms:(R)-ethyl 4-((2R,4S,6R)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-(trimethylsilyloxy)tetrahydro-2H-pyran-2-yl)-3-(trimethylsilyloxy)butanoate

Chemical Property of (R)-ethyl 4-((2R,4S,6R)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-(trimethylsilyloxy)tetrahydro-2H-pyran-2-yl)-3-(trimethylsilyloxy)butanoate

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of (R)-ethyl 4-((2R,4S,6R)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-(trimethylsilyloxy)tetrahydro-2H-pyran-2-yl)-3-(trimethylsilyloxy)butanoate

There total 12 articles about (R)-ethyl 4-((2R,4S,6R)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-(trimethylsilyloxy)tetrahydro-2H-pyran-2-yl)-3-(trimethylsilyloxy)butanoate 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%

chloro-trimethyl-silane (75-77-4) + (R)-ethyl 4-((2R,4S,6S)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-hydroxytetrahydro-2H-pyran-2-yl)-3-(trimethylsilyloxy)butanoate (1159611-50-3) → (R)-ethyl 4-((2R,4S,6R)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-(trimethylsilyloxy)tetrahydro-2H-pyran-2-yl)-3-(trimethylsilyloxy)butanoate (1159611-63-8)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1021/ol900585t

Reference yield: 96.0%

chloro-trimethyl-silane (75-77-4) + ethyl (R)-4-((2R,4S,6R)-4-acetoxy-6-((S)-4-(tert-butyldiphenyl silyloxy)-2-(4-methoxy benzyloxy) butyl) tetrahydro-2H-pyran-2-yl)-3-(trimethyl silyloxy) butanoate (1159611-68-3) → (R)-ethyl 4-((2R,4S,6R)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-(trimethylsilyloxy)tetrahydro-2H-pyran-2-yl)-3-(trimethylsilyloxy)butanoate (1159611-63-8)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 12h; Inert atmosphere;

Reference yield:

ethyl (R)-4-((2R,6S)-6-((S)-4-(hydroxy)-2-(4-methoxybenzyloxy)butyl)-4-methylenetetrahydro-2H-pyran-2-yl)-3-hydroxy-butanoate (1028481-69-7) → (R)-ethyl 4-((2R,4S,6R)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-(trimethylsilyloxy)tetrahydro-2H-pyran-2-yl)-3-(trimethylsilyloxy)butanoate (1159611-63-8)

Guidance literature:

Multi-step reaction with 5 steps

1: dmap; triethylamine / dichloromethane; methanol / 12 h / 20 °C

2: triethylamine / dichloromethane / 12 h / 20 °C

3: sodium hydrogencarbonate; ozone / dichloromethane / 0.02 h / -78 °C

4: methanol; sodium tetrahydroborate / 0.5 h / 0 °C

5: triethylamine / dichloromethane / 12 h / 20 °C

With methanol; dmap; sodium tetrahydroborate; sodium hydrogencarbonate; ozone; triethylamine; In methanol; dichloromethane;

upstream raw materials:

chloro-trimethyl-silane

(R)-ethyl 4-((2R,4S,6S)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-hydroxytetrahydro-2H-pyran-2-yl)-3-(trimethylsilyloxy)butanoate

ethyl (R)-4-((2R,4S,6R)-4-acetoxy-6-((S)-4-(tert-butyldiphenyl silyloxy)-2-(4-methoxy benzyloxy) butyl) tetrahydro-2H-pyran-2-yl)-3-(trimethyl silyloxy) butanoate

ethyl (R)-4-((2R,6S)-6-((S)-4-(hydroxy)-2-(4-methoxybenzyloxy)butyl)-4-methylenetetrahydro-2H-pyran-2-yl)-3-hydroxy-butanoate

Downstream raw materials:

(2S,4R,6S)-2-((S)-4-(tertbutyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-6-((S)-2-hydroxy-4-((trimethylsilyl) methyl)pent-4-enyl)tetrahydro-2H-pyran-4-ol

(2S,6S)-6-((2R,3R)-3-(benzyloxymethoxy)-2-(tert-butyldimethylsilyloxy)butyl)-2-((E)-4-(6-(((4S)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxy benzyloxy)butyl)-4-hydroxytetrahydro-2H-pyran-2-yl)methyl)-4-methylenetetrahydro-2H-pyran-2-yl)-2-methylbut-3-en-2-yl)-2-methoxydihydro-2H-pyran-3(4H)-one

(2S,6S)-6-((2R,3R)-3-(benzyloxymethoxy)-2-(tert-butyldimethylsilyloxy)butyl)-2-((E)-4-((2R,6S)-6-(((2S,4S,6R)-4-(tert-butyldimethylsilyloxy)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl) tetrahydro-2H-pyran-2-yl)methyl)-4-methylenetetrahydro-2H-pyran-2-yl)-2-methylbut-3-en-2-yl)-2-methoxydihydro-2H-pyran-3(4H)-one

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