α-1-(allyldimethylsilyl)-7-exo-<(benzyloxy)methyl>-β-3,7-dimethyl-α-3,4-epoxybicyclo<4.1.0>heptan-2-one

Base Information

Chemical Name:α-1-(allyldimethylsilyl)-7-exo-<(benzyloxy)methyl>-β-3,7-dimethyl-α-3,4-epoxybicyclo<4.1.0>heptan-2-one
CAS No.:143143-75-3
Molecular Formula:C₂₂H₃₀O₃Si
Molecular Weight:370.564
Hs Code.:

Synonyms:α-1-(allyldimethylsilyl)-7-exo-<(benzyloxy)methyl>-β-3,7-dimethyl-α-3,4-epoxybicyclo<4.1.0>heptan-2-one

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Chemical Property of α-1-(allyldimethylsilyl)-7-exo-<(benzyloxy)methyl>-β-3,7-dimethyl-α-3,4-epoxybicyclo<4.1.0>heptan-2-one

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Technology Process of α-1-(allyldimethylsilyl)-7-exo-<(benzyloxy)methyl>-β-3,7-dimethyl-α-3,4-epoxybicyclo<4.1.0>heptan-2-one

There total 5 articles about α-1-(allyldimethylsilyl)-7-exo-<(benzyloxy)methyl>-β-3,7-dimethyl-α-3,4-epoxybicyclo<4.1.0>heptan-2-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:

: 100-39-0
benzyl bromide

: 143143-75-3
α-1-(allyldimethylsilyl)-7-exo-<(benzyloxy)methyl>-β-3,7-dimethyl-α-3,4-epoxybicyclo<4.1.0>heptan-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 42.2 percent / NaH, n-Bu₄NI / tetrahydrofuran / 3 h

2: 1.) LDA, HMPA / 1.) THF, r. t., 14 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; tetra-(n-butyl)ammonium iodide; sodium hydride; lithium diisopropyl amide; In tetrahydrofuran;
DOI:10.1021/jo00046a017

Reference yield:

: 39903-97-4
(S)-carvone oxide

: 143143-75-3
α-1-(allyldimethylsilyl)-7-exo-<(benzyloxy)methyl>-β-3,7-dimethyl-α-3,4-epoxybicyclo<4.1.0>heptan-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 81 percent / m-CPBA / CH₂Cl₂ / 6 h

2: t-BuOK / 2-methyl-propan-2-ol / 5 h / 20 °C / <20 deg C

3: 42.2 percent / NaH, n-Bu₄NI / tetrahydrofuran / 3 h

4: 1.) LDA, HMPA / 1.) THF, r. t., 14 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium tert-butylate; tetra-(n-butyl)ammonium iodide; sodium hydride; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; tert-butyl alcohol;
DOI:10.1021/jo00046a017

Reference yield:

: 121078-47-5,143234-67-7,143234-71-3
carvone diepoxide

: 143143-75-3
α-1-(allyldimethylsilyl)-7-exo-<(benzyloxy)methyl>-β-3,7-dimethyl-α-3,4-epoxybicyclo<4.1.0>heptan-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: t-BuOK / 2-methyl-propan-2-ol / 5 h / 20 °C / <20 deg C

2: 42.2 percent / NaH, n-Bu₄NI / tetrahydrofuran / 3 h

3: 1.) LDA, HMPA / 1.) THF, r. t., 14 h

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium tert-butylate; tetra-(n-butyl)ammonium iodide; sodium hydride; lithium diisopropyl amide; In tetrahydrofuran; tert-butyl alcohol;
DOI:10.1021/jo00046a017