(3R,3aS,7aS)-N-p-tolylsulfonyl-3-acetyloxy-3a-(3,4-methylenedioxyphenyl)-6-formyloxy-2,3,3a,6,7,7a-hexahydroindole

Base Information

Chemical Name:(3R,3aS,7aS)-N-p-tolylsulfonyl-3-acetyloxy-3a-(3,4-methylenedioxyphenyl)-6-formyloxy-2,3,3a,6,7,7a-hexahydroindole
CAS No.:677301-64-3
Molecular Formula:C₂₅H₂₅NO₈S
Molecular Weight:499.541
Hs Code.:

Synonyms:(3R,3aS,7aS)-N-p-tolylsulfonyl-3-acetyloxy-3a-(3,4-methylenedioxyphenyl)-6-formyloxy-2,3,3a,6,7,7a-hexahydroindole

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Chemical Property of (3R,3aS,7aS)-N-p-tolylsulfonyl-3-acetyloxy-3a-(3,4-methylenedioxyphenyl)-6-formyloxy-2,3,3a,6,7,7a-hexahydroindole

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Technology Process of (3R,3aS,7aS)-N-p-tolylsulfonyl-3-acetyloxy-3a-(3,4-methylenedioxyphenyl)-6-formyloxy-2,3,3a,6,7,7a-hexahydroindole

There total 5 articles about (3R,3aS,7aS)-N-p-tolylsulfonyl-3-acetyloxy-3a-(3,4-methylenedioxyphenyl)-6-formyloxy-2,3,3a,6,7,7a-hexahydroindole 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%

: 50-00-0,30525-89-4,61233-19-0
formaldehyd

: 215609-81-7
(3R,3aS,6R,7aS)-N-p-tolylsulfonyl-3-acetyloxy-3a-(3,4-methylenedioxyphenyl)-2,3,3a,6,7,7a-hexahydroindole

: 677301-64-3
(3R,3aS,7aS)-N-p-tolylsulfonyl-3-acetyloxy-3a-(3,4-methylenedioxyphenyl)-6-formyloxy-2,3,3a,6,7,7a-hexahydroindole

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 20 ℃; for 0.5h;
DOI:10.1021/jo030309b

Reference yield:

: 215609-76-0
(3R,3aS,7aS)-N-p-tolylsulfonyl-3-hydroxy-3a-(3,4-methylenedioxyphenyl)-2,3,3a,6,7,7a-hexahydroindole

: 677301-64-3
(3R,3aS,7aS)-N-p-tolylsulfonyl-3-acetyloxy-3a-(3,4-methylenedioxyphenyl)-6-formyloxy-2,3,3a,6,7,7a-hexahydroindole

Guidance literature:: Multi-step reaction with 3 steps

1: 97 percent / 4-dimethylaminopyridine; pyridine / CH₂Cl₂ / 0.5 h / 0 °C

2: 86 percent / SeO₂ / dioxane / 20 h / Heating

3: 99 percent / DEAD; PPh₃ / tetrahydrofuran / 0.5 h / 20 °C

With pyridine; dmap; selenium(IV) oxide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; 3: Mitsunobu reaction;
DOI:10.1021/jo030309b

Reference yield:

: 215609-79-3
(3R,3aS,7aS)-N-p-tolylsulfonyl-3-acetyloxy-3a-(3,4-methylenedioxyphenyl)-2,3,3a,6,7,7a-hexahydroindole

: 677301-64-3
(3R,3aS,7aS)-N-p-tolylsulfonyl-3-acetyloxy-3a-(3,4-methylenedioxyphenyl)-6-formyloxy-2,3,3a,6,7,7a-hexahydroindole

Guidance literature:: Multi-step reaction with 2 steps

1: 86 percent / SeO₂ / dioxane / 20 h / Heating

2: 99 percent / DEAD; PPh₃ / tetrahydrofuran / 0.5 h / 20 °C

With selenium(IV) oxide; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; 1,4-dioxane; 2: Mitsunobu reaction;
DOI:10.1021/jo030309b