2,4-Bis-[(4S,5S,6S)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-5,6-dihydro-4H-pyran-2-yl]-6-bromo-phenol

Base Information

• Chemical Name: 2,4-Bis-[(4S,5S,6S)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-5,6-dihydro-4H-pyran-2-yl]-6-bromo-phenol
• CAS No.: 163260-81-9
• Molecular Formula: C₄₂H₇₇BrO₇Si₄
• Molecular Weight: 886.315

Synonyms:2,4-Bis-[(4S,5S,6S)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-5,6-dihydro-4H-pyran-2-yl]-6-bromo-phenol

Chemical Property of 2,4-Bis-[(4S,5S,6S)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-5,6-dihydro-4H-pyran-2-yl]-6-bromo-phenol

Chemical Property:

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Technology Process of 2,4-Bis-[(4S,5S,6S)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-5,6-dihydro-4H-pyran-2-yl]-6-bromo-phenol

There total 2 articles about 2,4-Bis-[(4S,5S,6S)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-5,6-dihydro-4H-pyran-2-yl]-6-bromo-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: 81.0%

1,4-Bis-[(4S,5S,6S)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-5,6-dihydro-4H-pyran-2-yl]-2-bromo-cyclohexa-2,5-diene-1,4-diol (163260-79-5) → 2,4-Bis-[(4S,5S,6S)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-5,6-dihydro-4H-pyran-2-yl]-6-bromo-phenol (163260-81-9)

Guidance literature:

With zinc(II) chloride; In diethyl ether; at -78 - 0 ℃;

DOI:10.1021/ja00103a037

Reference yield:

4-[(4S,5S,6S)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-5,6-dihydro-4H-pyran-2-yl]-2-bromo-4-hydroxy-cyclohexa-2,5-dienone → 2,4-Bis-[(4S,5S,6S)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-5,6-dihydro-4H-pyran-2-yl]-6-bromo-phenol (163260-81-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 56 percent / tetrahydrofuran / -78 °C

2: 81 percent / ZnCl₂ / diethyl ether / -78 - 0 °C

With zinc(II) chloride; In tetrahydrofuran; diethyl ether;

DOI:10.1021/ja00103a037

Reference yield:

2,4-Bis-[(4S,5S,6S)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-5,6-dihydro-4H-pyran-2-yl]-6-bromo-phenol (163260-81-9) → (3S,4S,5S)-1-{5-[(4S,5S,6S)-4,5-Bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-5,6-dihydro-4H-pyran-2-yl]-3-bromo-2-hydroxy-phenyl}-3,4-bis-(tert-butyl-dimethyl-silanyloxy)-5-hydroxy-hexan-1-one

Guidance literature:

With silica gel;

DOI:10.1021/ja00103a037

upstream raw materials:

1,4-Bis-[(4S,5S,6S)-4,5-bis-(tert-butyl-dimethyl-silanyloxy)-6-methyl-5,6-dihydro-4H-pyran-2-yl]-2-bromo-cyclohexa-2,5-diene-1,4-diol

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