(3aS,4S,7R,7aS)-3a-Benzyloxymethyl-3a,4,7,7a-tetrahydro-4,7-methano-inden-1-one

Base Information

Chemical Name:(3aS,4S,7R,7aS)-3a-Benzyloxymethyl-3a,4,7,7a-tetrahydro-4,7-methano-inden-1-one
CAS No.:441352-69-8
Molecular Formula:C₁₈H₁₈O₂
Molecular Weight:266.34
Hs Code.:

Synonyms:(3aS,4S,7R,7aS)-3a-Benzyloxymethyl-3a,4,7,7a-tetrahydro-4,7-methano-inden-1-one

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Chemical Property of (3aS,4S,7R,7aS)-3a-Benzyloxymethyl-3a,4,7,7a-tetrahydro-4,7-methano-inden-1-one

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Technology Process of (3aS,4S,7R,7aS)-3a-Benzyloxymethyl-3a,4,7,7a-tetrahydro-4,7-methano-inden-1-one

There total 6 articles about (3aS,4S,7R,7aS)-3a-Benzyloxymethyl-3a,4,7,7a-tetrahydro-4,7-methano-inden-1-one 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: 80.0%

: 100-39-0
benzyl bromide

: 441352-68-7
(3aS,4S,7R,7aS)-3a-Hydroxymethyl-3a,4,7,7a-tetrahydro-4,7-methano-inden-1-one

: 441352-69-8
(3aS,4S,7R,7aS)-3a-Benzyloxymethyl-3a,4,7,7a-tetrahydro-4,7-methano-inden-1-one

Guidance literature:: With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In benzene;
DOI:10.1016/S0040-4039(02)00750-5

Reference yield:

: 2435-32-7,15052-12-7
6,7-epoxy-1,4,4a,6,7,8a-hexahydro-1,4-methano-naphthalene-5,8-dione

: 441352-69-8
(3aS,4S,7R,7aS)-3a-Benzyloxymethyl-3a,4,7,7a-tetrahydro-4,7-methano-inden-1-one

Guidance literature:: Multi-step reaction with 6 steps

1: 80 percent / NaOH / 3 h / 20 °C

2: 77 percent / diisobutylaluminum hydride / CH₂Cl₂ / 0.5 h / -78 °C

3: lipase LIP / diethyl ether / 3.5 h / 30 °C

4: 78 percent / K₂CO₃; MeOH / 35 h / 20 °C

5: 100 percent / MnO₂ / CH₂Cl₂ / 20 °C

6: 80 percent / NaOH / Bu₄NHSO₄ / benzene

With methanol; manganese(IV) oxide; sodium hydroxide; lipase LIP; diisobutylaluminium hydride; potassium carbonate; tetra(n-butyl)ammonium hydrogensulfate; In diethyl ether; dichloromethane; benzene;
DOI:10.1016/S0040-4039(02)00750-5

Reference yield:

: 121312-57-0
ethyl 5-oxo-tricyclo[5.2.1.0.]deca-3,8-diene-2-carboxylate

: 441352-69-8
(3aS,4S,7R,7aS)-3a-Benzyloxymethyl-3a,4,7,7a-tetrahydro-4,7-methano-inden-1-one

Guidance literature:: Multi-step reaction with 5 steps

1: 77 percent / diisobutylaluminum hydride / CH₂Cl₂ / 0.5 h / -78 °C

2: lipase LIP / diethyl ether / 3.5 h / 30 °C

3: 78 percent / K₂CO₃; MeOH / 35 h / 20 °C

4: 100 percent / MnO₂ / CH₂Cl₂ / 20 °C

5: 80 percent / NaOH / Bu₄NHSO₄ / benzene

With methanol; manganese(IV) oxide; sodium hydroxide; lipase LIP; diisobutylaluminium hydride; potassium carbonate; tetra(n-butyl)ammonium hydrogensulfate; In diethyl ether; dichloromethane; benzene;
DOI:10.1016/S0040-4039(02)00750-5