α-1-(allyldimethylsilyl)-7-exo-<(benzyloxy)methyl>-7-methyl-β-2,α-4-dihydroxy-α-3,7-dimethylbicyclo<4.1.0>heptane

Base Information

Chemical Name:α-1-(allyldimethylsilyl)-7-exo-<(benzyloxy)methyl>-7-methyl-β-2,α-4-dihydroxy-α-3,7-dimethylbicyclo<4.1.0>heptane
CAS No.:143143-77-5
Molecular Formula:C₂₂H₃₄O₃Si
Molecular Weight:374.596
Hs Code.:

Synonyms:α-1-(allyldimethylsilyl)-7-exo-<(benzyloxy)methyl>-7-methyl-β-2,α-4-dihydroxy-α-3,7-dimethylbicyclo<4.1.0>heptane

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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 α-1-(allyldimethylsilyl)-7-exo-<(benzyloxy)methyl>-7-methyl-β-2,α-4-dihydroxy-α-3,7-dimethylbicyclo<4.1.0>heptane

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Technology Process of α-1-(allyldimethylsilyl)-7-exo-<(benzyloxy)methyl>-7-methyl-β-2,α-4-dihydroxy-α-3,7-dimethylbicyclo<4.1.0>heptane

There total 7 articles about α-1-(allyldimethylsilyl)-7-exo-<(benzyloxy)methyl>-7-methyl-β-2,α-4-dihydroxy-α-3,7-dimethylbicyclo<4.1.0>heptane 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: 55.0%

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

: 143143-78-6
α-1-(allyldimethylsilyl)-7-exo-<(benzyloxy)methyl>-α-3,7-dimethyl-β-2,α-4-dihydroxybicyclo<4.1.0>heptane

: 143143-77-5
α-1-(allyldimethylsilyl)-7-exo-<(benzyloxy)methyl>-7-methyl-β-2,α-4-dihydroxy-α-3,7-dimethylbicyclo<4.1.0>heptane

Guidance literature:: With lithium aluminium tetrahydride; aluminium trichloride; In tetrahydrofuran; diethyl ether; for 6h; Ambient temperature;
DOI:10.1021/jo00046a017

Reference yield:

: 4028-23-3
Allylchlorodimethylsilane

: 143143-77-5
α-1-(allyldimethylsilyl)-7-exo-<(benzyloxy)methyl>-7-methyl-β-2,α-4-dihydroxy-α-3,7-dimethylbicyclo<4.1.0>heptane

Guidance literature:: Multi-step reaction with 2 steps

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

2: 55 percent / AlCl₃, LiAlH₄ / diethyl ether; tetrahydrofuran / 6 h / Ambient temperature

With N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; aluminium trichloride; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether;
DOI:10.1021/jo00046a017

Reference yield:

: 100-39-0
benzyl bromide

: 143143-77-5
α-1-(allyldimethylsilyl)-7-exo-<(benzyloxy)methyl>-7-methyl-β-2,α-4-dihydroxy-α-3,7-dimethylbicyclo<4.1.0>heptane

Guidance literature:: Multi-step reaction with 3 steps

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

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

3: 55 percent / AlCl₃, LiAlH₄ / diethyl ether; tetrahydrofuran / 6 h / Ambient temperature

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