(E)-(R)-4-[(2S,3S,5S,6R)-5-Benzyloxy-6-methoxy-3-(2-methoxy-ethoxymethoxy)-6-methyl-tetrahydro-pyran-2-yl]-pent-2-en-1-ol

Base Information

Chemical Name:(E)-(R)-4-[(2S,3S,5S,6R)-5-Benzyloxy-6-methoxy-3-(2-methoxy-ethoxymethoxy)-6-methyl-tetrahydro-pyran-2-yl]-pent-2-en-1-ol
CAS No.:78686-60-9
Molecular Formula:C₂₃H₃₆O₇
Molecular Weight:424.535
Hs Code.:

Synonyms:(E)-(R)-4-[(2S,3S,5S,6R)-5-Benzyloxy-6-methoxy-3-(2-methoxy-ethoxymethoxy)-6-methyl-tetrahydro-pyran-2-yl]-pent-2-en-1-ol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E)-(R)-4-[(2S,3S,5S,6R)-5-Benzyloxy-6-methoxy-3-(2-methoxy-ethoxymethoxy)-6-methyl-tetrahydro-pyran-2-yl]-pent-2-en-1-ol

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Technology Process of (E)-(R)-4-[(2S,3S,5S,6R)-5-Benzyloxy-6-methoxy-3-(2-methoxy-ethoxymethoxy)-6-methyl-tetrahydro-pyran-2-yl]-pent-2-en-1-ol

There total 2 articles about (E)-(R)-4-[(2S,3S,5S,6R)-5-Benzyloxy-6-methoxy-3-(2-methoxy-ethoxymethoxy)-6-methyl-tetrahydro-pyran-2-yl]-pent-2-en-1-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:

: 78686-59-6
(E)-(R)-4-[(2S,3S,5S,6R)-5-Benzyloxy-6-methoxy-3-(2-methoxy-ethoxymethoxy)-6-methyl-tetrahydro-pyran-2-yl]-pent-2-enoic acid methyl ester

: 78686-60-9
(E)-(R)-4-[(2S,3S,5S,6R)-5-Benzyloxy-6-methoxy-3-(2-methoxy-ethoxymethoxy)-6-methyl-tetrahydro-pyran-2-yl]-pent-2-en-1-ol

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; at -78 ℃; for 3.5h;
DOI:10.1021/ja00401a047

Reference yield:

: 78686-58-5
(E)-(R)-4-((2S,3S,5S,6R)-5-Benzyloxy-3-hydroxy-6-methoxy-6-methyl-tetrahydro-pyran-2-yl)-pent-2-enoic acid methyl ester

: 78686-60-9
(E)-(R)-4-[(2S,3S,5S,6R)-5-Benzyloxy-6-methoxy-3-(2-methoxy-ethoxymethoxy)-6-methyl-tetrahydro-pyran-2-yl]-pent-2-en-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / Hunig's base

2: DIBAL / tetrahydrofuran / 3.5 h / -78 °C

With diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran;
DOI:10.1021/ja00401a047

Reference yield:

: 78686-60-9
(E)-(R)-4-[(2S,3S,5S,6R)-5-Benzyloxy-6-methoxy-3-(2-methoxy-ethoxymethoxy)-6-methyl-tetrahydro-pyran-2-yl]-pent-2-en-1-ol

: 78686-61-0
((2S,3S)-3-{(R)-1-[(2S,3S,5S,6R)-5-Benzyloxy-6-methoxy-3-(2-methoxy-ethoxymethoxy)-6-methyl-tetrahydro-pyran-2-yl]-ethyl}-oxiranyl)-methanol

: 78686-62-1
((2R,3R)-3-{(R)-1-[(2S,3S,5S,6R)-5-Benzyloxy-6-methoxy-3-(2-methoxy-ethoxymethoxy)-6-methyl-tetrahydro-pyran-2-yl]-ethyl}-oxiranyl)-methanol

Guidance literature:: With sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 10h; Title compound not separated from byproducts;
DOI:10.1021/ja00401a047