1-[2-(4-{6-(tert-butyl-dimethyl-silanyloxy)-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-4-oxo-3,4-dihydro-2H-4λ⁴-benzo[1,4]oxathiin-2-yl}-phenoxy)-ethyl]-piperidine 1-oxide

Base Information

• Chemical Name: 1-[2-(4-{6-(tert-butyl-dimethyl-silanyloxy)-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-4-oxo-3,4-dihydro-2H-4λ⁴-benzo[1,4]oxathiin-2-yl}-phenoxy)-ethyl]-piperidine 1-oxide
• CAS No.: 688329-80-8
• Molecular Formula: C₃₉H₅₇NO₆SSi₂
• Molecular Weight: 724.122

Synonyms:1-[2-(4-{6-(tert-butyl-dimethyl-silanyloxy)-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-4-oxo-3,4-dihydro-2H-4λ⁴-benzo[1,4]oxathiin-2-yl}-phenoxy)-ethyl]-piperidine 1-oxide

Chemical Property of 1-[2-(4-{6-(tert-butyl-dimethyl-silanyloxy)-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-4-oxo-3,4-dihydro-2H-4λ⁴-benzo[1,4]oxathiin-2-yl}-phenoxy)-ethyl]-piperidine 1-oxide

Chemical Property:

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Technology Process of 1-[2-(4-{6-(tert-butyl-dimethyl-silanyloxy)-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-4-oxo-3,4-dihydro-2H-4λ⁴-benzo[1,4]oxathiin-2-yl}-phenoxy)-ethyl]-piperidine 1-oxide

There total 4 articles about 1-[2-(4-{6-(tert-butyl-dimethyl-silanyloxy)-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-4-oxo-3,4-dihydro-2H-4λ⁴-benzo[1,4]oxathiin-2-yl}-phenoxy)-ethyl]-piperidine 1-oxide 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: 78.0%

1-[2-(4-{6-(tert-butyl-dimethyl-silanyloxy)-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-2,3-dihydro-benzo[1,4]oxathiin-2-yl}-phenoxy)-ethyl]-piperidine → 1-[2-(4-{6-(tert-butyl-dimethyl-silanyloxy)-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-4-oxo-3,4-dihydro-2H-4λ4-benzo[1,4]oxathiin-2-yl}-phenoxy)-ethyl]-piperidine 1-oxide (688329-80-8)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -10 ℃; for 2h;

DOI:10.1021/jm034243o

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 1-[2-(4-{6-(tert-butyl-dimethyl-silanyloxy)-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-4-oxo-3,4-dihydro-2H-4λ4-benzo[1,4]oxathiin-2-yl}-phenoxy)-ethyl]-piperidine 1-oxide (688329-80-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / Et₃N(i-Pr)2 / dimethylformamide

2: 78 percent / mCPBA / CH₂Cl₂ / 2 h / -10 °C

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm034243o

Reference yield:

(2S,3R)-3-(4-hydroxyphenyl)-2-[4-(2-piperidin-1-ylethoxy)phenyl]-2,3-dihydro-1,4-benzoxathiin-6-ol (412052-74-5) → 1-[2-(4-{6-(tert-butyl-dimethyl-silanyloxy)-3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-4-oxo-3,4-dihydro-2H-4λ4-benzo[1,4]oxathiin-2-yl}-phenoxy)-ethyl]-piperidine 1-oxide (688329-80-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / Et₃N(i-Pr)2 / dimethylformamide

2: 78 percent / mCPBA / CH₂Cl₂ / 2 h / -10 °C

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm034243o

upstream raw materials:

tert-butyldimethylsilyl chloride

(2S,3R)-3-(4-hydroxyphenyl)-2-[4-(2-piperidin-1-ylethoxy)phenyl]-2,3-dihydro-1,4-benzoxathiin-6-ol

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