tert-butyl 3-<4-<(tert-butyldimethylsilyl)oxy>phenyl>-3-hydroxypropanoate

Base Information

• Chemical Name: tert-butyl 3-<4-<(tert-butyldimethylsilyl)oxy>phenyl>-3-hydroxypropanoate
• CAS No.: 132777-16-3
• Molecular Formula: C₁₉H₃₂O₄Si
• Molecular Weight: 352.546

Synonyms:tert-butyl 3-<4-<(tert-butyldimethylsilyl)oxy>phenyl>-3-hydroxypropanoate

Chemical Property of tert-butyl 3-<4-<(tert-butyldimethylsilyl)oxy>phenyl>-3-hydroxypropanoate

Chemical Property:

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Technology Process of tert-butyl 3-<4-<(tert-butyldimethylsilyl)oxy>phenyl>-3-hydroxypropanoate

There total 2 articles about tert-butyl 3-<4-<(tert-butyldimethylsilyl)oxy>phenyl>-3-hydroxypropanoate 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:

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → tert-butyl 3-<4-<(tert-butyldimethylsilyl)oxy>phenyl>-3-hydroxypropanoate (132777-16-3)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / CH₂Cl₂

2: 1) n-BuLi / 1) THF, -76 deg C, 10 min, 2) THF, 1 h

With 1H-imidazole; n-butyllithium; In dichloromethane;

DOI:10.1021/jo00008a049

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → tert-butyl 3-<4-<(tert-butyldimethylsilyl)oxy>phenyl>-3-hydroxypropanoate (132777-16-3)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / CH₂Cl₂

2: 1) n-BuLi / 1) THF, -76 deg C, 10 min, 2) THF, 1 h

With 1H-imidazole; n-butyllithium; In dichloromethane;

DOI:10.1021/jo00008a049

Reference yield: 90.0%

2-Methoxyethoxymethyl chloride (3970-21-6) + tert-butyl 3-<4-<(tert-butyldimethylsilyl)oxy>phenyl>-3-hydroxypropanoate (132777-16-3) → tert-butyl 3-<4-<(tert-butyldimethylsilyl)oxy>phenyl>-3-<<(methoxyethoxy)methyl>oxy>propanoate (132777-18-5)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 23 ℃; for 3.5h;

DOI:10.1021/jo00008a049

upstream raw materials:

4-hydroxy-benzaldehyde

tert-butyldimethylsilyl chloride

Downstream raw materials:

tert-butyl 3-<4-<(tert-butyldimethylsilyl)oxy>phenyl>-3-<<(methoxyethoxy)methyl>oxy>propanoate

3-(4-methoxyphenyl)cyclohexanone

3-(4-hydroxyphenyl)cyclohexanone

4-(4,5,6,7-tetrahydrobenzofuranyl)phenol

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