4-[(2R,3S)-6-Benzyloxy-3-(4-triisopropylsilanyloxy-phenyl)-2,3-dihydro-benzo[1,4]oxathiin-2-yl]-phenol

Base Information

• Chemical Name: 4-[(2R,3S)-6-Benzyloxy-3-(4-triisopropylsilanyloxy-phenyl)-2,3-dihydro-benzo[1,4]oxathiin-2-yl]-phenol
• CAS No.: 412052-06-3
• Molecular Formula: C₃₆H₄₂O₄SSi
• Molecular Weight: 598.879

Synonyms:4-[(2R,3S)-6-Benzyloxy-3-(4-triisopropylsilanyloxy-phenyl)-2,3-dihydro-benzo[1,4]oxathiin-2-yl]-phenol

Chemical Property of 4-[(2R,3S)-6-Benzyloxy-3-(4-triisopropylsilanyloxy-phenyl)-2,3-dihydro-benzo[1,4]oxathiin-2-yl]-phenol

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Technology Process of 4-[(2R,3S)-6-Benzyloxy-3-(4-triisopropylsilanyloxy-phenyl)-2,3-dihydro-benzo[1,4]oxathiin-2-yl]-phenol

There total 5 articles about 4-[(2R,3S)-6-Benzyloxy-3-(4-triisopropylsilanyloxy-phenyl)-2,3-dihydro-benzo[1,4]oxathiin-2-yl]-phenol 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:

2-(2-hydroxy-5-benzyloxyphenylthio)-2-(4-triisopropylsilyloxy-phenyl)-4-hydroxy-acetophenone (412051-62-8) → 4-[(2R,3S)-6-Benzyloxy-3-(4-triisopropylsilanyloxy-phenyl)-2,3-dihydro-benzo[1,4]oxathiin-2-yl]-phenol (412052-06-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / Et₃SiH; TFA / CH₂Cl₂ / 0 °C

2: chiral HPLC resolution

With triethylsilane; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm034243o

Reference yield:

4-(benzyloxy)-2-mercaptophenol (110645-14-2) → 4-[(2R,3S)-6-Benzyloxy-3-(4-triisopropylsilanyloxy-phenyl)-2,3-dihydro-benzo[1,4]oxathiin-2-yl]-phenol (412052-06-3)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / dimethylformamide

2: Et₃SiH; TFA / 0 °C

With triethylsilane; triethylamine; trifluoroacetic acid; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2004.03.074

Reference yield:

4'-hydroxy-2-bromo-2-(4-triisopropylsilyloxy-phenyl)-acetophenone (474527-42-9) → 4-[(2R,3S)-6-Benzyloxy-3-(4-triisopropylsilanyloxy-phenyl)-2,3-dihydro-benzo[1,4]oxathiin-2-yl]-phenol (412052-06-3)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / dimethylformamide

2: Et₃SiH; TFA / 0 °C

With triethylsilane; triethylamine; trifluoroacetic acid; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2004.03.074

upstream raw materials:

2-(2-hydroxy-5-benzyloxyphenylthio)-2-(4-triisopropylsilyloxy-phenyl)-4-hydroxy-acetophenone

4-(benzyloxy)-2-mercaptophenol

4'-hydroxy-2-bromo-2-(4-triisopropylsilyloxy-phenyl)-acetophenone

Downstream raw materials:

1-(2-{4-[(2R,3S)-6-Benzyloxy-3-(4-triisopropylsilanyloxy-phenyl)-2,3-dihydro-benzo[1,4]oxathiin-2-yl]-phenoxy}-ethyl)-piperidine

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