tert-Butyl-((3aR,4S,6S,6aS)-2,2-dimethyl-6-phenyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy)-diphenyl-silane

Base Information

Chemical Name:tert-Butyl-((3aR,4S,6S,6aS)-2,2-dimethyl-6-phenyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy)-diphenyl-silane
CAS No.:115997-93-8
Molecular Formula:C₃₀H₃₆O₄Si
Molecular Weight:488.699
Hs Code.:

Synonyms:tert-Butyl-((3aR,4S,6S,6aS)-2,2-dimethyl-6-phenyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy)-diphenyl-silane

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Chemical Property of tert-Butyl-((3aR,4S,6S,6aS)-2,2-dimethyl-6-phenyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy)-diphenyl-silane

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Technology Process of tert-Butyl-((3aR,4S,6S,6aS)-2,2-dimethyl-6-phenyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy)-diphenyl-silane

There total 9 articles about tert-Butyl-((3aR,4S,6S,6aS)-2,2-dimethyl-6-phenyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy)-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: 87.0%

: 115997-92-7,116050-98-7
(2S,3R,4S,5S)-2-<(t-butyldiphenylsilyloxy)methyl>-5-phenyltetrahydrofuran-3,4-diol

: 77-76-9
2,2-dimethoxy-propane

: 115997-93-8
tert-Butyl-((3aR,4S,6S,6aS)-2,2-dimethyl-6-phenyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy)-diphenyl-silane

Guidance literature:: With toluene-4-sulfonic acid;
DOI:10.1246/cl.1988.111

Reference yield:

: 1100-88-5
benzyltriphenylphosphonium chloride

: 115997-93-8
tert-Butyl-((3aR,4S,6S,6aS)-2,2-dimethyl-6-phenyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy)-diphenyl-silane

Guidance literature:: Multi-step reaction with 8 steps

1: 1) n-BuLi / 1) THF, hexane, 1 h, RT, 2) THF, hexane, 1 h, RT

2: 81 percent / PhSH, AIBN / benzene / 0.5 h / Heating

3: 93 percent / pyridine / 20 h / 0 °C

4: mCPBA / CH₂Cl₂ / 2.5 h / Heating

5: 1) NaOMe, 2) SiO₂ / 1) MeOH, 2.5 h, RT, 2) CH₂Cl₂, 32 h, RT

6: 82 percent / 1M HCl / dioxane / 0.5 h / Heating

7: 85 percent / imidazole / dimethylformamide

8: 87 percent / CSA / acetone / 2 h / Ambient temperature

With pyridine; 1H-imidazole; hydrogenchloride; n-butyllithium; 2,2'-azobis(isobutyronitrile); camphor-10-sulfonic acid; sodium methylate; silica gel; thiophenol; 3-chloro-benzenecarboperoxoic acid; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1246/bcsj.62.2328

Reference yield:

: 115997-88-1
(2S,3S,4E)-1,3-O-benzylidene-2-O-benzoyl-5-phenyl-4-pentene-1,2,3-triol

: 115997-93-8
tert-Butyl-((3aR,4S,6S,6aS)-2,2-dimethyl-6-phenyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ylmethoxy)-diphenyl-silane

Guidance literature:: Multi-step reaction with 5 steps

1: mCPBA / CH₂Cl₂ / 2.5 h / Heating

2: 1) NaOMe, 2) SiO₂ / 1) MeOH, 2.5 h, RT, 2) CH₂Cl₂, 32 h, RT

3: 82 percent / 1M HCl / dioxane / 0.5 h / Heating

4: 85 percent / imidazole / dimethylformamide

5: 87 percent / CSA / acetone / 2 h / Ambient temperature

With 1H-imidazole; hydrogenchloride; camphor-10-sulfonic acid; sodium methylate; silica gel; 3-chloro-benzenecarboperoxoic acid; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; acetone;
DOI:10.1246/bcsj.62.2328