(3S,3aS,4R,7S,7aR,9R)-7a-Acetyl-3-benzyloxy-7-methoxymethoxy-4,9-dimethyl-octahydro-4,7-ethano-inden-5-one

Base Information

Chemical Name:(3S,3aS,4R,7S,7aR,9R)-7a-Acetyl-3-benzyloxy-7-methoxymethoxy-4,9-dimethyl-octahydro-4,7-ethano-inden-5-one
CAS No.:80878-24-6
Molecular Formula:C₂₄H₃₂O₅
Molecular Weight:400.515
Hs Code.:

Synonyms:(3S,3aS,4R,7S,7aR,9R)-7a-Acetyl-3-benzyloxy-7-methoxymethoxy-4,9-dimethyl-octahydro-4,7-ethano-inden-5-one

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Chemical Property of (3S,3aS,4R,7S,7aR,9R)-7a-Acetyl-3-benzyloxy-7-methoxymethoxy-4,9-dimethyl-octahydro-4,7-ethano-inden-5-one

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Technology Process of (3S,3aS,4R,7S,7aR,9R)-7a-Acetyl-3-benzyloxy-7-methoxymethoxy-4,9-dimethyl-octahydro-4,7-ethano-inden-5-one

There total 1 articles about (3S,3aS,4R,7S,7aR,9R)-7a-Acetyl-3-benzyloxy-7-methoxymethoxy-4,9-dimethyl-octahydro-4,7-ethano-inden-5-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: 62.0%

: 73192-77-5
5-Methoxymethoxy-2,3-dimethyl-cyclohexa-1,5-dienol

: 80878-23-5
1-(3-Benzyloxy-cyclopent-1-enyl)-ethanone

: 80878-24-6
(3S,3aS,4R,7S,7aR,9R)-7a-Acetyl-3-benzyloxy-7-methoxymethoxy-4,9-dimethyl-octahydro-4,7-ethano-inden-5-one

Guidance literature:: In tetrahydrofuran; at -70 ℃;
DOI:10.1021/ja00370a067

Reference yield: 67.0%

: 917-57-7
vinyllithium

: 80878-24-6
(3S,3aS,4R,7S,7aR,9R)-7a-Acetyl-3-benzyloxy-7-methoxymethoxy-4,9-dimethyl-octahydro-4,7-ethano-inden-5-one

: (3S,3aR,4R,7S,7aS,9R)-3-Benzyloxy-7a-(1-hydroxy-1-methyl-allyl)-7-methoxymethoxy-4,9-dimethyl-octahydro-4,7-ethano-inden-5-one

Guidance literature:: In tetrahydrofuran; diethyl ether; at -40 ℃;
DOI:10.1021/ja00370a067

Reference yield:

: 80878-24-6
(3S,3aS,4R,7S,7aR,9R)-7a-Acetyl-3-benzyloxy-7-methoxymethoxy-4,9-dimethyl-octahydro-4,7-ethano-inden-5-one

: 80890-22-8
C₂₅H₃₂O₃

Guidance literature:: Multi-step reaction with 8 steps

1: 67 percent / tetrahydrofuran; diethyl ether / -40 °C

2: 79 percent / PCC / CH₂Cl₂

3: 82 percent / tetrahydrofuran / -93 - -80 °C

4: 88 percent / MnO₂ / CH₂Cl₂

5: 61 percent / hydrogen / 10percent Pd/Al₂O₃, MnO / various solvent(s); ethyl acetate / 760 Torr

6: 92 percent / K₂CO₃ / methanol

7: POCl₃, DMAP / CH₂Cl₂; pyridine / 35 °C

8: 80 percent / CF₃COOH / CH₂Cl₂ / Ambient temperature

With dmap; manganese(IV) oxide; hydrogen; potassium carbonate; pyridinium chlorochromate; trifluoroacetic acid; trichlorophosphate; palladium/alumina; manganese(II) oxide; In tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1021/ja00370a067