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

Base Information

Chemical Name:(4S,5R,E)-6-(4-methoxytrityloxy)-5-benzyloxy-5-acetyloxy-2-hexenal trimethylenedithioacetal
CAS No.:263388-29-0
Molecular Formula:C₃₈H₄₀O₅S₂
Molecular Weight:640.865
Hs Code.:

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

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

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

There total 6 articles about (4S,5R,E)-6-(4-methoxytrityloxy)-5-benzyloxy-5-acetyloxy-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: 46.0%

: 108-24-7
acetic anhydride

: 263388-28-9
(4S,5R,E)-6-(4-methoxytrityloxy)-5-benzyloxy-5-hydroxy-2-hexenal trimethylenedithioacetal

: 263388-29-0
(4S,5R,E)-6-(4-methoxytrityloxy)-5-benzyloxy-5-acetyloxy-2-hexenal trimethylenedithioacetal

Guidance literature:: In pyridine; at 20 ℃; for 72h;
DOI:10.1080/00397910008087311

Reference yield:

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

: 263388-29-0
(4S,5R,E)-6-(4-methoxytrityloxy)-5-benzyloxy-5-acetyloxy-2-hexenal trimethylenedithioacetal

Guidance literature:: Multi-step reaction with 5 steps

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

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

3: 50 percent / NaOCH₃ / methanol / 48 h / 20 °C

4: 63 percent / pyridine / 24 h / 20 °C

5: 46 percent / pyridine / 72 h / 20 °C

With boron trifluoride diethyl etherate; sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; In pyridine; methanol; chloroform; N,N-dimethyl-formamide; 1: Etherification / 2: Substitution / 3: Deacetylation / 4: Substitution / 5: Acetylation;
DOI:10.1080/00397910008087311

Reference yield:

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

: 263388-29-0
(4S,5R,E)-6-(4-methoxytrityloxy)-5-benzyloxy-5-acetyloxy-2-hexenal trimethylenedithioacetal

Guidance literature:: Multi-step reaction with 4 steps

1: 72 percent / NaH; Bu₄NI / dimethylformamide / 0 - 20 °C

2: 50 percent / NaOCH₃ / methanol / 48 h / 20 °C

3: 63 percent / pyridine / 24 h / 20 °C

4: 46 percent / pyridine / 72 h / 20 °C

With sodium methylate; tetra-(n-butyl)ammonium iodide; sodium hydride; In pyridine; methanol; N,N-dimethyl-formamide; 1: Substitution / 2: Deacetylation / 3: Substitution / 4: Acetylation;
DOI:10.1080/00397910008087311