(2S,3R,6R)-(Z)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-p-methoxybenzyloxy-4-decene

Base Information

Chemical Name:(2S,3R,6R)-(Z)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-p-methoxybenzyloxy-4-decene
CAS No.:220776-85-2
Molecular Formula:C₃₈H₅₄O₇Si
Molecular Weight:650.928
Hs Code.:

Synonyms:(2S,3R,6R)-(Z)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-p-methoxybenzyloxy-4-decene

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Chemical Property of (2S,3R,6R)-(Z)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-p-methoxybenzyloxy-4-decene

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Technology Process of (2S,3R,6R)-(Z)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-p-methoxybenzyloxy-4-decene

There total 6 articles about (2S,3R,6R)-(Z)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-p-methoxybenzyloxy-4-decene 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: 87.0%

: 220776-84-1
(2S,3R,4S,5R,6R)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-p-methoxybenzyloxy-4,5-decanediol

: 220776-85-2
(2S,3R,6R)-(Z)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-p-methoxybenzyloxy-4-decene

Guidance literature:: (2S,3R,4S,5R,6R)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-p-methoxybenzyloxy-4,5-decanediol; With pyridinium p-toluenesulfonate; trimethyl orthoformate; In dichloromethane; at 20 ℃; for 24h;

With acetic anhydride; at 135 - 140 ℃; for 2h; Further stages.;
DOI:10.1021/jo020211h

Reference yield:

: 220776-82-9
(5R,6S,7R,8S,9S)-6,7-isopropylidenedioxy-9-p-methoxybenzyloxy-3-decyne-5,8-diol

: 220776-85-2
(2S,3R,6R)-(Z)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-p-methoxybenzyloxy-4-decene

Guidance literature:: Multi-step reaction with 4 steps

1.1: 90 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 96 h / 20 °C

2.1: 95 percent / H₂ / Rh/Al₂O₃ / ethyl acetate / 24 h / 20 °C

3.1: 73 percent / aq. AcOH / 24 h / 20 °C

4.1: trimethyl orthoformate; pyridinium p-toluenesulfonate / CH₂Cl₂ / 24 h / 20 °C

4.2: 87 percent / Ac₂O / 2 h / 135 - 140 °C

With hydrogen; pyridinium p-toluenesulfonate; acetic acid; N-ethyl-N,N-diisopropylamine; trimethyl orthoformate; Rh/Al₂O₃; In dichloromethane; ethyl acetate;
DOI:10.1021/jo020211h

Reference yield:

: 454474-78-3
tert-Butyl-((R)-5-{(4S,5R)-5-[(1S,2S)-2-(4-methoxy-benzyloxy)-1-methoxymethoxy-propyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-5-methoxymethoxy-pent-3-ynyloxy)-diphenyl-silane

: 220776-85-2
(2S,3R,6R)-(Z)-10-tert-butyldiphenylsilyloxy-3,6-bis(methoxymethoxy)-2-p-methoxybenzyloxy-4-decene

Guidance literature:: Multi-step reaction with 3 steps

1.1: 95 percent / H₂ / Rh/Al₂O₃ / ethyl acetate / 24 h / 20 °C

2.1: 73 percent / aq. AcOH / 24 h / 20 °C

3.1: trimethyl orthoformate; pyridinium p-toluenesulfonate / CH₂Cl₂ / 24 h / 20 °C

3.2: 87 percent / Ac₂O / 2 h / 135 - 140 °C

With hydrogen; pyridinium p-toluenesulfonate; acetic acid; trimethyl orthoformate; Rh/Al₂O₃; In dichloromethane; ethyl acetate;
DOI:10.1021/jo020211h