tert-Butyl-{(2S,3S)-3-[1-(4-methoxy-benzyloxymethyl)-vinyl]-oxiranylmethoxy}-diphenyl-silane

Base Information

• Chemical Name: tert-Butyl-{(2S,3S)-3-[1-(4-methoxy-benzyloxymethyl)-vinyl]-oxiranylmethoxy}-diphenyl-silane
• CAS No.: 771531-70-5
• Molecular Formula: C₃₀H₃₆O₄Si
• Molecular Weight: 488.699

Synonyms:tert-Butyl-{(2S,3S)-3-[1-(4-methoxy-benzyloxymethyl)-vinyl]-oxiranylmethoxy}-diphenyl-silane

Chemical Property of tert-Butyl-{(2S,3S)-3-[1-(4-methoxy-benzyloxymethyl)-vinyl]-oxiranylmethoxy}-diphenyl-silane

Chemical Property:

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Technology Process of tert-Butyl-{(2S,3S)-3-[1-(4-methoxy-benzyloxymethyl)-vinyl]-oxiranylmethoxy}-diphenyl-silane

There total 1 articles about tert-Butyl-{(2S,3S)-3-[1-(4-methoxy-benzyloxymethyl)-vinyl]-oxiranylmethoxy}-diphenyl-silane 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: 95.0%

{3-[1-(4-methoxy-benzyloxymethyl)-vinyl]-oxiranyl}-methanol + tert-butylchlorodiphenylsilane (58479-61-1) → tert-Butyl-{(2S,3S)-3-[1-(4-methoxy-benzyloxymethyl)-vinyl]-oxiranylmethoxy}-diphenyl-silane (771531-70-5)

Guidance literature:

With 1H-imidazole; dmap; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

DOI:10.1002/chem.200400407

Reference yield: 56.0%

tert-Butyl-{(2S,3S)-3-[1-(4-methoxy-benzyloxymethyl)-vinyl]-oxiranylmethoxy}-diphenyl-silane (771531-70-5) + (1S,2S)-2-Allyl-1,3,3-trimethyl-cyclohexanol (771531-57-8) → (R)-3-((1S,2S)-2-Allyl-1,3,3-trimethyl-cyclohexyloxy)-1-(tert-butyl-diphenyl-silanyloxy)-4-(4-methoxy-benzyloxymethyl)-pent-4-en-2-ol

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃;

DOI:10.1002/chem.200400407

Reference yield: 50.0%

(1S,2S,4S)-2-Allyl-4-bromo-1,3,3-trimethyl-cyclohexanol (771531-58-9) + tert-Butyl-{(2S,3S)-3-[1-(4-methoxy-benzyloxymethyl)-vinyl]-oxiranylmethoxy}-diphenyl-silane (771531-70-5) → (R)-3-((1S,2S,4S)-2-Allyl-4-bromo-1,3,3-trimethyl-cyclohexyloxy)-4-(4-methoxy-benzyloxymethyl)-pent-4-ene-1,2-diol

Guidance literature:

(1S,2S,4S)-2-Allyl-4-bromo-1,3,3-trimethyl-cyclohexanol; tert-Butyl-{(2S,3S)-3-[1-(4-methoxy-benzyloxymethyl)-vinyl]-oxiranylmethoxy}-diphenyl-silane; With boron trifluoride diethyl etherate; In dichloromethane; at 0 ℃;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 ℃; for 3h;

DOI:10.1002/chem.200400407

upstream raw materials:

tert-butylchlorodiphenylsilane

Downstream raw materials:

(2R,5aS,7S,9aS)-7-Bromo-2-bromomethyl-3-(4-methoxy-benzyloxymethyl)-6,6,9a-trimethyl-2,5,5a,6,7,8,9,9a-octahydro-benzo[b]oxepine

[(2R,5aS,7S,9aS)-7-Bromo-3-(4-methoxy-benzyloxymethyl)-6,6,9a-trimethyl-2,5,5a,6,7,8,9,9a-octahydro-benzo[b]oxepin-2-yl]-methanol

Toluene-4-sulfonic acid (2R,5aS,7S,9aS)-7-bromo-3-(4-methoxy-benzyloxymethyl)-6,6,9a-trimethyl-2,5,5a,6,7,8,9,9a-octahydro-benzo[b]oxepin-2-ylmethyl ester

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