(S,E)-(2-(2-(benzyloxy)-5-methoxypent-3-en-1-yl)-1,3-dithian-2-yl)methanol

Base Information

Chemical Name:(S,E)-(2-(2-(benzyloxy)-5-methoxypent-3-en-1-yl)-1,3-dithian-2-yl)methanol
CAS No.:1401113-11-8
Molecular Formula:C₁₈H₂₆O₃S₂
Molecular Weight:354.535
Hs Code.:

Synonyms:(S,E)-(2-(2-(benzyloxy)-5-methoxypent-3-en-1-yl)-1,3-dithian-2-yl)methanol

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Chemical Property of (S,E)-(2-(2-(benzyloxy)-5-methoxypent-3-en-1-yl)-1,3-dithian-2-yl)methanol

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Technology Process of (S,E)-(2-(2-(benzyloxy)-5-methoxypent-3-en-1-yl)-1,3-dithian-2-yl)methanol

There total 4 articles about (S,E)-(2-(2-(benzyloxy)-5-methoxypent-3-en-1-yl)-1,3-dithian-2-yl)methanol 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: 99.0%

: 1401113-10-7
(S,E)-ethyl 2-(2-(benzyloxy)-5-methoxypent-3-en-1-yl)-1,3-dithiane-2-carboxylate

: 1401113-11-8
(S,E)-(2-(2-(benzyloxy)-5-methoxypent-3-en-1-yl)-1,3-dithian-2-yl)methanol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 2.5h; Inert atmosphere;
DOI:10.1021/jo301835e

Reference yield:

: (R,E)-ethyl-4-(benzyloxy)-5-hydroxypent-2-enoate

: 1401113-11-8
(S,E)-(2-(2-(benzyloxy)-5-methoxypent-3-en-1-yl)-1,3-dithian-2-yl)methanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: carbon tetrabromide; triphenylphosphine / dichloromethane / 0.5 h / 45 °C / Inert atmosphere

1.2: 0.5 h / -78 °C / Inert atmosphere

2.1: sodium hydride / tetrahydrofuran / 0.25 h / 0 °C / Inert atmosphere

2.2: 0.75 h / 0 °C / Inert atmosphere

3.1: sodium hydride; tert-butyl alcohol / N,N-dimethyl-formamide / 0.92 h / 0 °C

3.2: 5 h / 0 °C / Inert atmosphere

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 2.5 h / 0 °C / Inert atmosphere

With lithium aluminium tetrahydride; carbon tetrabromide; sodium hydride; triphenylphosphine; tert-butyl alcohol; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo301835e

Reference yield:

: 1401113-09-4
(R,E)-(((1-bromo-5-methoxypent-3-en-2-yl)oxy)methyl)-benzene

: 1401113-11-8
(S,E)-(2-(2-(benzyloxy)-5-methoxypent-3-en-1-yl)-1,3-dithian-2-yl)methanol

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride; tert-butyl alcohol / N,N-dimethyl-formamide / 0.92 h / 0 °C

1.2: 5 h / 0 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 2.5 h / 0 °C / Inert atmosphere

With lithium aluminium tetrahydride; sodium hydride; tert-butyl alcohol; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo301835e