(4R,5R)-2-[(1-tert-butyldiphenylsilyloxymethyl-2,5-cyclohexadienyl)methyl]-4,5-diphenyl-1,3-dioxolane

Base Information

Chemical Name:(4R,5R)-2-[(1-tert-butyldiphenylsilyloxymethyl-2,5-cyclohexadienyl)methyl]-4,5-diphenyl-1,3-dioxolane
CAS No.:868979-54-8
Molecular Formula:C₃₉H₄₂O₃Si
Molecular Weight:586.846
Hs Code.:

Synonyms:(4R,5R)-2-[(1-tert-butyldiphenylsilyloxymethyl-2,5-cyclohexadienyl)methyl]-4,5-diphenyl-1,3-dioxolane

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Chemical Property of (4R,5R)-2-[(1-tert-butyldiphenylsilyloxymethyl-2,5-cyclohexadienyl)methyl]-4,5-diphenyl-1,3-dioxolane

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Technology Process of (4R,5R)-2-[(1-tert-butyldiphenylsilyloxymethyl-2,5-cyclohexadienyl)methyl]-4,5-diphenyl-1,3-dioxolane

There total 5 articles about (4R,5R)-2-[(1-tert-butyldiphenylsilyloxymethyl-2,5-cyclohexadienyl)methyl]-4,5-diphenyl-1,3-dioxolane 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:

: 1-[2-(tert-butyl-dimethyl-silanyloxy)-ethyl]-cyclohexa-2,5-dienecarboxylic acid methyl ester

: 868979-54-8
(4R,5R)-2-[(1-tert-butyldiphenylsilyloxymethyl-2,5-cyclohexadienyl)methyl]-4,5-diphenyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 5 steps

1: 8.4 g / DIBAL-H / tetrahydrofuran; hexane / 1 h / -78 °C

2: i-Pr₂NEt / 0 - 20 °C

3: 1.7 g / aq. AcOH / 2 h / Heating

4: 85 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 0.25 h / -20 °C

5: 93 percent / p-TsOH / benzene / 1 h / Heating

With oxalyl dichloride; diisobutylaluminium hydride; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; benzene; 4: Swern oxidation;
DOI:10.1248/cpb.53.952

Reference yield:

: 868979-49-1
1-(2-tert-butyldimethylsilyloxyethyl)-1-hydroxymethyl-2,5-cyclohexadiene

: 868979-54-8
(4R,5R)-2-[(1-tert-butyldiphenylsilyloxymethyl-2,5-cyclohexadienyl)methyl]-4,5-diphenyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 4 steps

1: i-Pr₂NEt / 0 - 20 °C

2: 1.7 g / aq. AcOH / 2 h / Heating

3: 85 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 0.25 h / -20 °C

4: 93 percent / p-TsOH / benzene / 1 h / Heating

With oxalyl dichloride; toluene-4-sulfonic acid; acetic acid; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; benzene; 3: Swern oxidation;
DOI:10.1248/cpb.53.952

Reference yield:

: 868979-50-4
1-(tert-butyldiphenylsilyloxymethyl)-1-(2-hydroxyethyl)-2,5-cyclohexadiene

: 868979-54-8
(4R,5R)-2-[(1-tert-butyldiphenylsilyloxymethyl-2,5-cyclohexadienyl)methyl]-4,5-diphenyl-1,3-dioxolane

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 0.25 h / -20 °C

2: 93 percent / p-TsOH / benzene / 1 h / Heating

With oxalyl dichloride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; In dichloromethane; benzene; 1: Swern oxidation;
DOI:10.1248/cpb.53.952