1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-1-<((methoxyethoxy)methyl)oxy>-5-pentanol

Base Information

Chemical Name:1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-1-<((methoxyethoxy)methyl)oxy>-5-pentanol
CAS No.:144609-48-3
Molecular Formula:C₂₃H₄₂O₅Si
Molecular Weight:426.669
Hs Code.:

Synonyms:1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-1-<((methoxyethoxy)methyl)oxy>-5-pentanol

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Chemical Property of 1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-1-<((methoxyethoxy)methyl)oxy>-5-pentanol

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Technology Process of 1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-1-<((methoxyethoxy)methyl)oxy>-5-pentanol

There total 4 articles about 1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-1-<((methoxyethoxy)methyl)oxy>-5-pentanol 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:

: 2100-17-6
4-pentenal

: 144609-48-3
1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-1-<((methoxyethoxy)methyl)oxy>-5-pentanol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) t-BuLi / 1.) pentane, THF, -78 deg C, 75 min, 2.) from -78 deg C to RT, 1 h

2: 93 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 4 h / 24 °C

3: 1.) borane-tetrahydrofuran, 2.) aq. NaOH, aq. H₂O₂ / 1.) THF, from 0 deg C to RT, 4.7 h, 2.) 0 deg C, 1 h

With sodium hydroxide; borane-THF; dihydrogen peroxide; tert.-butyl lithium; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1021/ja00051a009

Reference yield:

: 139229-99-5
1-Bromo-4<(tert-butyldimethylsilyl)oxy>-3,5-dimethylbenzene

: 144609-48-3
1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-1-<((methoxyethoxy)methyl)oxy>-5-pentanol

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) t-BuLi / 1.) pentane, THF, -78 deg C, 75 min, 2.) from -78 deg C to RT, 1 h

2: 93 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 4 h / 24 °C

3: 1.) borane-tetrahydrofuran, 2.) aq. NaOH, aq. H₂O₂ / 1.) THF, from 0 deg C to RT, 4.7 h, 2.) 0 deg C, 1 h

With sodium hydroxide; borane-THF; dihydrogen peroxide; tert.-butyl lithium; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1021/ja00051a009

Reference yield:

: 144609-44-9
1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>pent-4-en-1-ol

: 144609-48-3
1-<4-((tert-butyldimethylsilyl)oxy)-3,5-dimethylphenyl>-1-<((methoxyethoxy)methyl)oxy>-5-pentanol

Guidance literature:: Multi-step reaction with 2 steps

1: 93 percent / N,N-diisopropylethylamine / CH₂Cl₂ / 4 h / 24 °C

2: 1.) borane-tetrahydrofuran, 2.) aq. NaOH, aq. H₂O₂ / 1.) THF, from 0 deg C to RT, 4.7 h, 2.) 0 deg C, 1 h

With sodium hydroxide; borane-THF; dihydrogen peroxide; N-ethyl-N,N-diisopropylamine; In dichloromethane;
DOI:10.1021/ja00051a009