(4S,5R,E)-4,6-diacetyloxy-5-benzyloxy-2-hexenal trimethylenedithioacetal

Base Information

Chemical Name:(4S,5R,E)-4,6-diacetyloxy-5-benzyloxy-2-hexenal trimethylenedithioacetal
CAS No.:263388-26-7
Molecular Formula:C₂₀H₂₆O₅S₂
Molecular Weight:410.555
Hs Code.:

Synonyms:(4S,5R,E)-4,6-diacetyloxy-5-benzyloxy-2-hexenal trimethylenedithioacetal

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Chemical Property of (4S,5R,E)-4,6-diacetyloxy-5-benzyloxy-2-hexenal trimethylenedithioacetal

Chemical Property:

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Technology Process of (4S,5R,E)-4,6-diacetyloxy-5-benzyloxy-2-hexenal trimethylenedithioacetal

There total 3 articles about (4S,5R,E)-4,6-diacetyloxy-5-benzyloxy-2-hexenal trimethylenedithioacetal 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: 72.0%

: 100-39-0
benzyl bromide

: 263388-25-6
(4S,5R,E)-4,6-diacetyloxy-5-hydroxy-2-hexenal trimethylenedithio acetal

: 263388-26-7
(4S,5R,E)-4,6-diacetyloxy-5-benzyloxy-2-hexenal trimethylenedithioacetal

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃;
DOI:10.1080/00397910008087311

Reference yield:

: 29581-05-3
(2E,4S,5R)-4,6-diacetoxy-5-hydroxy-2(E)-hexenal

: 263388-26-7
(4S,5R,E)-4,6-diacetyloxy-5-benzyloxy-2-hexenal trimethylenedithioacetal

Guidance literature:: Multi-step reaction with 2 steps

1: 90 percent / BF₃*OEt₂ / CHCl₃ / 0 °C

2: 72 percent / NaH; Bu₄NI / dimethylformamide / 0 - 20 °C

With boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; sodium hydride; In chloroform; N,N-dimethyl-formamide; 1: Etherification / 2: Substitution;
DOI:10.1080/00397910008087311

Reference yield:

: 2873-29-2
D-glucal triacetate

: 263388-26-7
(4S,5R,E)-4,6-diacetyloxy-5-benzyloxy-2-hexenal trimethylenedithioacetal

Guidance literature:: Multi-step reaction with 3 steps

1: 90 percent / 0.005M H₂SO₄; HgSO₄ / dioxane / 20 h / 20 °C

2: 90 percent / BF₃*OEt₂ / CHCl₃ / 0 °C

3: 72 percent / NaH; Bu₄NI / dimethylformamide / 0 - 20 °C

With sulfuric acid; boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; sodium hydride; mercury(II) sulfate; In 1,4-dioxane; chloroform; N,N-dimethyl-formamide; 1: Ring cleavage / 2: Etherification / 3: Substitution;
DOI:10.1080/00397910008087311