((1R,3aR,5S,6S,7R,7aR,8S)-7-Benzyloxymethyl-8-methyl-3-methylene-1-trimethylsilanyloxy-octahydro-1,5-methano-inden-6-yl)-methanol

Base Information

Chemical Name:((1R,3aR,5S,6S,7R,7aR,8S)-7-Benzyloxymethyl-8-methyl-3-methylene-1-trimethylsilanyloxy-octahydro-1,5-methano-inden-6-yl)-methanol
CAS No.:312923-88-9
Molecular Formula:C₂₄H₃₆O₃Si
Molecular Weight:400.634
Hs Code.:

Synonyms:((1R,3aR,5S,6S,7R,7aR,8S)-7-Benzyloxymethyl-8-methyl-3-methylene-1-trimethylsilanyloxy-octahydro-1,5-methano-inden-6-yl)-methanol

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Chemical Property of ((1R,3aR,5S,6S,7R,7aR,8S)-7-Benzyloxymethyl-8-methyl-3-methylene-1-trimethylsilanyloxy-octahydro-1,5-methano-inden-6-yl)-methanol

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Technology Process of ((1R,3aR,5S,6S,7R,7aR,8S)-7-Benzyloxymethyl-8-methyl-3-methylene-1-trimethylsilanyloxy-octahydro-1,5-methano-inden-6-yl)-methanol

There total 5 articles about ((1R,3aR,5S,6S,7R,7aR,8S)-7-Benzyloxymethyl-8-methyl-3-methylene-1-trimethylsilanyloxy-octahydro-1,5-methano-inden-6-yl)-methanol 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:

: 312923-86-7
(1R,3aR,5R,6S,7S,7aR,8S)-7-Benzyloxymethyl-8-methyl-3-methylene-1-trimethylsilanyloxy-octahydro-1,5-methano-indene-6-carboxylic acid methyl ester

: 312923-88-9
((1R,3aR,5S,6S,7R,7aR,8S)-7-Benzyloxymethyl-8-methyl-3-methylene-1-trimethylsilanyloxy-octahydro-1,5-methano-inden-6-yl)-methanol

Guidance literature:: With lithium aluminium tetrahydride; In tetrahydrofuran; at 20 ℃;
DOI:10.1021/ol000290o

Reference yield:

: 151101-22-3
4-benzyloxy-(E)-but-2-enoic acid methyl ester

: 312923-88-9
((1R,3aR,5S,6S,7R,7aR,8S)-7-Benzyloxymethyl-8-methyl-3-methylene-1-trimethylsilanyloxy-octahydro-1,5-methano-inden-6-yl)-methanol

Guidance literature:: Multi-step reaction with 5 steps

1: 65 percent / LDA / tetrahydrofuran / -78 - 20 °C

2: 74 percent / Ca(OCl)2 / CH₂Cl₂; H₂O / 20 °C

3: SmI₂; HMPA / tetrahydrofuran / -78 °C

4: Et₃N / CH₂Cl₂ / -78 °C

5: LiAlH₄ / tetrahydrofuran / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; calcium hypochlorite; samarium diiodide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; water; 1: Cyclization / 2: Substitution / 3: Cyclization / 4: Substitution / 5: Reduction;
DOI:10.1021/ol000290o

Reference yield:

: 312923-80-1
(1R,2S,3S,4R,6S,8R)-3-Benzyloxymethyl-8-isopropenyl-6-methyl-5-oxo-bicyclo[2.2.2]octane-2-carboxylic acid methyl ester

: 312923-88-9
((1R,3aR,5S,6S,7R,7aR,8S)-7-Benzyloxymethyl-8-methyl-3-methylene-1-trimethylsilanyloxy-octahydro-1,5-methano-inden-6-yl)-methanol

Guidance literature:: Multi-step reaction with 4 steps

1: 74 percent / Ca(OCl)2 / CH₂Cl₂; H₂O / 20 °C

2: SmI₂; HMPA / tetrahydrofuran / -78 °C

3: Et₃N / CH₂Cl₂ / -78 °C

4: LiAlH₄ / tetrahydrofuran / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; calcium hypochlorite; samarium diiodide; triethylamine; In tetrahydrofuran; dichloromethane; water; 1: Substitution / 2: Cyclization / 3: Substitution / 4: Reduction;
DOI:10.1021/ol000290o