3-(tert-butyl-dimethyl-silanyloxy)-3-{3-[1-(tert-butyl-dimethyl-silanyloxy)-but-3-ynyl]-phenyl}-propan-1-ol

Base Information

Chemical Name:3-(tert-butyl-dimethyl-silanyloxy)-3-{3-[1-(tert-butyl-dimethyl-silanyloxy)-but-3-ynyl]-phenyl}-propan-1-ol
CAS No.:850005-85-5
Molecular Formula:C₂₅H₄₄O₃Si₂
Molecular Weight:448.794
Hs Code.:

3-(<i>tert</i>-butyl-dimethyl-silanyloxy)-3-{3-[1-(<i>tert</i>-butyl-dimethyl-silanyloxy)-but-3-ynyl]-phenyl}-propan-1-ol

Synonyms:3-(tert-butyl-dimethyl-silanyloxy)-3-{3-[1-(tert-butyl-dimethyl-silanyloxy)-but-3-ynyl]-phenyl}-propan-1-ol

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Chemical Property of 3-(tert-butyl-dimethyl-silanyloxy)-3-{3-[1-(tert-butyl-dimethyl-silanyloxy)-but-3-ynyl]-phenyl}-propan-1-ol

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Technology Process of 3-(tert-butyl-dimethyl-silanyloxy)-3-{3-[1-(tert-butyl-dimethyl-silanyloxy)-but-3-ynyl]-phenyl}-propan-1-ol

There total 7 articles about 3-(tert-butyl-dimethyl-silanyloxy)-3-{3-[1-(tert-butyl-dimethyl-silanyloxy)-but-3-ynyl]-phenyl}-propan-1-ol 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:

: 850005-76-4
methyl (3R)-3-(3-formylphenyl)-3-(tert-butyldimethylsillyloxy)propanoate

: 850005-85-5
3-(tert-butyl-dimethyl-silanyloxy)-3-{3-[1-(tert-butyl-dimethyl-silanyloxy)-but-3-ynyl]-phenyl}-propan-1-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: (+)-diisopropyl tartrate; molecular sieves A₄ / toluene / -78 °C

1.2: toluene / 20 h / -78 °C

1.3: 1.28 g / imidazole / dimethylformamide / 4 h / 20 °C

2.1: DIBAL / CH₂Cl₂; hexane / 1 h / -78 °C

2.2: 86 percent / sodium borohydride / methanol / 1 h / 20 °C

With L-(+)-diisopropyl tartrate; 4 A molecular sieve; diisobutylaluminium hydride; In hexane; dichloromethane; toluene;
DOI:10.1016/j.tet.2005.01.062

Reference yield:

: 3-(tert-butyl-dimethyl-silanyloxy)-3-(3-hydroxymethyl-phenyl)-propionic acid methyl ester

: 850005-85-5
3-(tert-butyl-dimethyl-silanyloxy)-3-{3-[1-(tert-butyl-dimethyl-silanyloxy)-but-3-ynyl]-phenyl}-propan-1-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 28.0 mg / 2-iodoxybenzoic acid / dimethylsulfoxide; tetrahydrofuran / 0.5 h / 20 °C

2.1: (+)-diisopropyl tartrate; molecular sieves A₄ / toluene / -78 °C

2.2: toluene / 20 h / -78 °C

2.3: 1.28 g / imidazole / dimethylformamide / 4 h / 20 °C

3.1: DIBAL / CH₂Cl₂; hexane / 1 h / -78 °C

3.2: 86 percent / sodium borohydride / methanol / 1 h / 20 °C

With L-(+)-diisopropyl tartrate; 4 A molecular sieve; diisobutylaluminium hydride; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1016/j.tet.2005.01.062

Reference yield:

: 850005-75-3
3-((1R)-1-hydroxy-3-((4S)-isopropyl-2-thioxothiazolidin-3-yl)-3-oxopropyl)benzyl benzoate

: 850005-85-5
3-(tert-butyl-dimethyl-silanyloxy)-3-{3-[1-(tert-butyl-dimethyl-silanyloxy)-but-3-ynyl]-phenyl}-propan-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: 84 percent / 2,6-lutidine / CH₂Cl₂ / 0.5 h / 20 °C

2.1: K₂CO₃ / 2 h / 20 °C

3.1: 28.0 mg / 2-iodoxybenzoic acid / dimethylsulfoxide; tetrahydrofuran / 0.5 h / 20 °C

4.1: (+)-diisopropyl tartrate; molecular sieves A₄ / toluene / -78 °C

4.2: toluene / 20 h / -78 °C

4.3: 1.28 g / imidazole / dimethylformamide / 4 h / 20 °C

5.1: DIBAL / CH₂Cl₂; hexane / 1 h / -78 °C

5.2: 86 percent / sodium borohydride / methanol / 1 h / 20 °C

With 2,6-dimethylpyridine; L-(+)-diisopropyl tartrate; 4 A molecular sieve; diisobutylaluminium hydride; potassium carbonate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; toluene;
DOI:10.1016/j.tet.2005.01.062