(4aR,7S,8aS)-7-O-acetyl-2-phenyl-4a,7,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-7-ol

Base Information

Chemical Name:(4aR,7S,8aS)-7-O-acetyl-2-phenyl-4a,7,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-7-ol
CAS No.:1325210-27-2
Molecular Formula:C₁₆H₁₈O₄
Molecular Weight:274.317
Hs Code.:

Synonyms:(4aR,7S,8aS)-7-O-acetyl-2-phenyl-4a,7,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-7-ol

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Chemical Property of (4aR,7S,8aS)-7-O-acetyl-2-phenyl-4a,7,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-7-ol

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Technology Process of (4aR,7S,8aS)-7-O-acetyl-2-phenyl-4a,7,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-7-ol

There total 2 articles about (4aR,7S,8aS)-7-O-acetyl-2-phenyl-4a,7,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-7-ol 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: 44.0%

: 108-05-4,9003-20-7
vinyl acetate

: (+/-)-(4aR,7S,8aS)-2-phenyl-4a,7,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-7-ol

: 921772-51-2
(4aR,7S,8aS)-2-phenyl-4a,7,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-7-ol

: (4aS,7R,8aR)-2-phenyl-4a,7,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-7-ol

: 1325210-27-2
(4aR,7S,8aS)-7-O-acetyl-2-phenyl-4a,7,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-7-ol

Guidance literature:: With Candida cylindracea lipase; In diethyl ether; at 20 ℃; for 3h; optical yield given as %ee; enantioselective reaction; Inert atmosphere; Enzymatic reaction;
DOI:10.1016/j.tet.2011.06.003

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: (4aS,7R,8aR)-2-phenyl-4a,7,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-7-ol

: 1325210-27-2
(4aR,7S,8aS)-7-O-acetyl-2-phenyl-4a,7,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-7-ol

Guidance literature:: Multi-step reaction with 2 steps

1: C₇H₁₂O₃; toluene-4-sulfonic acid / 1,4-dioxane / 24 h / 20 °C / Inert atmosphere

2: Candida cylindracea lipase / diethyl ether / 3 h / 20 °C / Inert atmosphere; Enzymatic reaction

With Candida cylindracea lipase; C₇H₁₂O₃; toluene-4-sulfonic acid; In 1,4-dioxane; diethyl ether;
DOI:10.1016/j.tet.2011.06.003

Reference yield:

: 1325210-27-2
(4aR,7S,8aS)-7-O-acetyl-2-phenyl-4a,7,8,8a-tetrahydro-4H-benzo[d][1,3]dioxin-7-ol

: (4aR,8aS)-2-phenyl-8,8a-dihydro-4H-benzo[d][1,3]dioxin-7(4aH)-one

Guidance literature:: Multi-step reaction with 2 steps

1: water

2: pyridine; chromium(VI) oxide; acetic anhydride / dichloromethane / 1.5 h

With pyridine; chromium(VI) oxide; water; acetic anhydride; In dichloromethane;
DOI:10.1016/j.tet.2011.06.003