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

Base Information

Chemical Name:ethyl (R)-4-((2R,6S)-6-((S)-4-(hydroxy)-2-(4-methoxybenzyloxy)butyl)-4-methylenetetrahydro-2H-pyran-2-yl)-3-hydroxy-butanoate
CAS No.:1028481-69-7
Molecular Formula:C₂₄H₃₆O₇
Molecular Weight:436.546
Hs Code.:

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

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

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

There total 4 articles about ethyl (R)-4-((2R,6S)-6-((S)-4-(hydroxy)-2-(4-methoxybenzyloxy)butyl)-4-methylenetetrahydro-2H-pyran-2-yl)-3-hydroxy-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: 59.0%

: 1028481-67-5
ethyl (R)-3-(tert-butyldimethylsilyloxy)-4-((2R,6S)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-methylenetetrahydro-2H-pyran-2-yl)butanoate

: 1028481-69-7
ethyl (R)-4-((2R,6S)-6-((S)-4-(hydroxy)-2-(4-methoxybenzyloxy)butyl)-4-methylenetetrahydro-2H-pyran-2-yl)-3-hydroxy-butanoate

: 1028481-71-1
ethyl (R)-4-((2R,6S)-6-((S)-4-(tert-butyldiphenylsilyloxy)-2-(4-methoxybenzyloxy)butyl)-4-methylenetetrahydro-2H-pyran-2-yl)-3-hydroxy-butanoate

Guidance literature:: With toluene-4-sulfonic acid; In methanol; benzene; at 20 ℃; for 5h;
DOI:10.1021/ja8022169

Reference yield:

: 365404-48-4
5-benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-pentanoic acid ethyl ester

: 1028481-69-7
ethyl (R)-4-((2R,6S)-6-((S)-4-(hydroxy)-2-(4-methoxybenzyloxy)butyl)-4-methylenetetrahydro-2H-pyran-2-yl)-3-hydroxy-butanoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 48 h / 20 °C

2.1: dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.08 h / -5 °C / Inert atmosphere

2.2: 1 h / -5 °C / Inert atmosphere

3.1: trimethylsilyl trifluoromethanesulfonate / diethyl ether / 1 h / -78 °C / Inert atmosphere

4.1: water; toluene-4-sulfonic acid / methanol; benzene / 5 h / 20 °C / Inert atmosphere

With trimethylsilyl trifluoromethanesulfonate; water; hydrogen; toluene-4-sulfonic acid; dimethyl sulfoxide; N-ethyl-N,N-diisopropylamine; palladium 10% on activated carbon; In methanol; diethyl ether; dichloromethane; ethyl acetate; benzene;

Reference yield:

: 1028481-45-9
ethyl (R)-3-(tert-butyldimethylsilyloxy)-5-oxopentanoate

: 1028481-69-7
ethyl (R)-4-((2R,6S)-6-((S)-4-(hydroxy)-2-(4-methoxybenzyloxy)butyl)-4-methylenetetrahydro-2H-pyran-2-yl)-3-hydroxy-butanoate

Guidance literature:: Multi-step reaction with 2 steps

1: trimethylsilyl trifluoromethanesulfonate / diethyl ether / 1 h / -78 °C / Inert atmosphere

2: water; toluene-4-sulfonic acid / methanol; benzene / 5 h / 20 °C / Inert atmosphere

With trimethylsilyl trifluoromethanesulfonate; water; toluene-4-sulfonic acid; In methanol; diethyl ether; benzene;