(1R,2R,6R,8S)-2-(benzoyloxy)-4-(methoxycarbonyl)-8-phenyl-7,9-dioxabicyclo<4.3.0>non-3-ene

Base Information

Chemical Name:(1R,2R,6R,8S)-2-(benzoyloxy)-4-(methoxycarbonyl)-8-phenyl-7,9-dioxabicyclo<4.3.0>non-3-ene
CAS No.:94843-97-7
Molecular Formula:C₂₂H₂₀O₆
Molecular Weight:380.397
Hs Code.:

Synonyms:(1R,2R,6R,8S)-2-(benzoyloxy)-4-(methoxycarbonyl)-8-phenyl-7,9-dioxabicyclo<4.3.0>non-3-ene

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1R,2R,6R,8S)-2-(benzoyloxy)-4-(methoxycarbonyl)-8-phenyl-7,9-dioxabicyclo<4.3.0>non-3-ene

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Technology Process of (1R,2R,6R,8S)-2-(benzoyloxy)-4-(methoxycarbonyl)-8-phenyl-7,9-dioxabicyclo<4.3.0>non-3-ene

There total 6 articles about (1R,2R,6R,8S)-2-(benzoyloxy)-4-(methoxycarbonyl)-8-phenyl-7,9-dioxabicyclo<4.3.0>non-3-ene 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: 91.0%

: 94903-43-2
(1S,2S,6R,8S)-4-(methoxycarbonyl)-8-phenyl-7,9-dioxabicyclo<4.3.0>non-3-en-2-ol

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

: 94843-97-7
(1R,2R,6R,8S)-2-(benzoyloxy)-4-(methoxycarbonyl)-8-phenyl-7,9-dioxabicyclo<4.3.0>non-3-ene

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; for 3h; Ambient temperature;
DOI:10.1021/jo00206a035

Reference yield:

: 32384-44-4,92282-37-6,94903-42-1
(1S,3R,5RS,7R,8R)-5-phenyl-10-oxo-4,6,9-trioxatricyclo<6.2.1^1,8.0^3,7>undecan-1-ol

: 94843-97-7
(1R,2R,6R,8S)-2-(benzoyloxy)-4-(methoxycarbonyl)-8-phenyl-7,9-dioxabicyclo<4.3.0>non-3-ene

Guidance literature:: Multi-step reaction with 5 steps

1: 97 percent / NaOMe / 1 h / Ambient temperature

2: dimethyl sulfoxide, oxalyl chloride, triethylamine / CH₂Cl₂

3: phosphorus oxychloride, pyridine / 2 h / Ambient temperature

4: sodium borohydride / methanol

5: 91 percent / triphenylphosphine, diisopropyl diazocarboxylate / tetrahydrofuran / 3 h / Ambient temperature

With pyridine; sodium tetrahydroborate; oxalyl dichloride; di-isopropyl azodicarboxylate; sodium methylate; dimethyl sulfoxide; triethylamine; triphenylphosphine; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo00206a035

Reference yield:

: 94843-95-5
(1S,2R,4R,6R,8S)-4-(methoxycarbonyl)-8-phenyl-7,9-dioxabicyclo<4.3.0>nonane-2,4-diol

: 94843-97-7
(1R,2R,6R,8S)-2-(benzoyloxy)-4-(methoxycarbonyl)-8-phenyl-7,9-dioxabicyclo<4.3.0>non-3-ene

Guidance literature:: Multi-step reaction with 4 steps

1: dimethyl sulfoxide, oxalyl chloride, triethylamine / CH₂Cl₂

2: phosphorus oxychloride, pyridine / 2 h / Ambient temperature

3: sodium borohydride / methanol

4: 91 percent / triphenylphosphine, diisopropyl diazocarboxylate / tetrahydrofuran / 3 h / Ambient temperature

With pyridine; sodium tetrahydroborate; oxalyl dichloride; di-isopropyl azodicarboxylate; dimethyl sulfoxide; triethylamine; triphenylphosphine; trichlorophosphate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/jo00206a035