(3β,8aα)-1,2,3,5,6,7,8,8a-octahydro-3α-(benzoyloxy)-8aβ-carbomethoxy-7,7-ethylenedioxynaphthalene

Base Information

Chemical Name:(3β,8aα)-1,2,3,5,6,7,8,8a-octahydro-3α-(benzoyloxy)-8aβ-carbomethoxy-7,7-ethylenedioxynaphthalene
CAS No.:96792-32-4
Molecular Formula:C₂₁H₂₄O₆
Molecular Weight:372.418
Hs Code.:

Synonyms:(3β,8aα)-1,2,3,5,6,7,8,8a-octahydro-3α-(benzoyloxy)-8aβ-carbomethoxy-7,7-ethylenedioxynaphthalene

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Chemical Property of (3β,8aα)-1,2,3,5,6,7,8,8a-octahydro-3α-(benzoyloxy)-8aβ-carbomethoxy-7,7-ethylenedioxynaphthalene

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Technology Process of (3β,8aα)-1,2,3,5,6,7,8,8a-octahydro-3α-(benzoyloxy)-8aβ-carbomethoxy-7,7-ethylenedioxynaphthalene

There total 2 articles about (3β,8aα)-1,2,3,5,6,7,8,8a-octahydro-3α-(benzoyloxy)-8aβ-carbomethoxy-7,7-ethylenedioxynaphthalene 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: 96.0%

: 96792-28-8
(3α,8aα)-1,2,3,5,6,7,8,8a-octahydro-8aβ-carbomethoxy-7,7-ethylenedioxy-3β-hydroxynaphthalene

: 65-85-0,8013-63-6
benzoic acid

: 96792-32-4
(3β,8aα)-1,2,3,5,6,7,8,8a-octahydro-3α-(benzoyloxy)-8aβ-carbomethoxy-7,7-ethylenedioxynaphthalene

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; for 4h; Ambient temperature;
DOI:10.1021/jo00216a035

Reference yield:

: 78310-18-6
methyl 6'-oxo-4',6',7',8'-tetrahydro-3'H-spiro[[1,3]dioxolane-2,2'-naphthalene]-8'a-carboxylate

: 96792-32-4
(3β,8aα)-1,2,3,5,6,7,8,8a-octahydro-3α-(benzoyloxy)-8aβ-carbomethoxy-7,7-ethylenedioxynaphthalene

Guidance literature:: Multi-step reaction with 2 steps

1: 77 percent / NaBH₄, CeCl₃*7H₂O / methanol / 1 h / 0 °C

2: 96 percent / diethyl azodicarboxylate (DEAD), triphenylphosphine / tetrahydrofuran / 4 h / Ambient temperature

With sodium tetrahydroborate; cerium(III) chloride; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol;
DOI:10.1021/jo00216a035

Reference yield:

: 96792-32-4
(3β,8aα)-1,2,3,5,6,7,8,8a-octahydro-3α-(benzoyloxy)-8aβ-carbomethoxy-7,7-ethylenedioxynaphthalene

: 96792-34-6
(3α,8aα)-1,2,3,5,6,7,8,8a-octahydro-8aβ-carbomethoxy-7,7-ethylenedioxy-3β-((o-nitrophenyl)seleno)naphthalene

Guidance literature:: Multi-step reaction with 2 steps

1: 72 percent / NaOMe / methanol / 3.5 h / 50 °C

2: 42 percent / tri-n-butylphosphine / tetrahydrofuran / 2.5 h / Ambient temperature

With tributylphosphine; sodium methylate; In tetrahydrofuran; methanol;
DOI:10.1021/jo00216a035