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

Base Information

Chemical Name:(S,E)-ethyl 2-(2-(benzyloxy)-5-methoxypent-3-en-1-yl)-1,3-dithiane-2-carboxylate
CAS No.:1401113-10-7
Molecular Formula:C₂₀H₂₈O₄S₂
Molecular Weight:396.572
Hs Code.:

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

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Chemical Property of (S,E)-ethyl 2-(2-(benzyloxy)-5-methoxypent-3-en-1-yl)-1,3-dithiane-2-carboxylate

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Technology Process of (S,E)-ethyl 2-(2-(benzyloxy)-5-methoxypent-3-en-1-yl)-1,3-dithiane-2-carboxylate

There total 3 articles about (S,E)-ethyl 2-(2-(benzyloxy)-5-methoxypent-3-en-1-yl)-1,3-dithiane-2-carboxylate 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: 73.0%

: 20462-00-4
ethyl 1,3-dithiane-2-carboxylate

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

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

Guidance literature:: ethyl 1,3-dithiane-2-carboxylate; With sodium hydride; tert-butyl alcohol; In N,N-dimethyl-formamide; at 0 ℃; for 0.916667h;

(R,E)-(((1-bromo-5-methoxypent-3-en-2-yl)oxy)methyl)-benzene; In N,N-dimethyl-formamide; at 0 ℃; for 5h; Inert atmosphere;
DOI:10.1021/jo301835e

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

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

Reference yield:

: 1401113-08-3
(R,E)-4-(benzyloxy)-5-bromopent-2-en-1-ol

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

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 0.75 h / 0 °C / Inert atmosphere

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

2.2: 5 h / 0 °C / Inert atmosphere

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