7-(tert-butyldimethylsilyloxy)-9-(tert-butyldiphenylsilyloxy)-4-triethylsilyloxynonan-1-ol

Base Information

Chemical Name:7-(tert-butyldimethylsilyloxy)-9-(tert-butyldiphenylsilyloxy)-4-triethylsilyloxynonan-1-ol
CAS No.:347189-36-0
Molecular Formula:C₃₇H₆₆O₄Si₃
Molecular Weight:659.185
Hs Code.:

Synonyms:7-(tert-butyldimethylsilyloxy)-9-(tert-butyldiphenylsilyloxy)-4-triethylsilyloxynonan-1-ol

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Chemical Property of 7-(tert-butyldimethylsilyloxy)-9-(tert-butyldiphenylsilyloxy)-4-triethylsilyloxynonan-1-ol

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Technology Process of 7-(tert-butyldimethylsilyloxy)-9-(tert-butyldiphenylsilyloxy)-4-triethylsilyloxynonan-1-ol

There total 8 articles about 7-(tert-butyldimethylsilyloxy)-9-(tert-butyldiphenylsilyloxy)-4-triethylsilyloxynonan-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:

: 112897-03-7
3-(tert-butyldiphenylsilyloxy)-1-propanal

: 347189-36-0
7-(tert-butyldimethylsilyloxy)-9-(tert-butyldiphenylsilyloxy)-4-triethylsilyloxynonan-1-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: magnesium / diethyl ether / 0.5 h / 20 °C

1.2: 94 percent / diethyl ether / 0 - 20 °C

2.1: 81 percent / 4-(dimethylamino)pyridine; imidazole / CH₂Cl₂ / 12 h / 20 °C

3.1: borane-dimethyl sulfide / tetrahydrofuran / 0 - 25 °C

3.2: 82 percent / sodium hydroxide; hydrogen peroxide / tetrahydrofuran

4.1: 95 percent / oxalyl chloride; dimethyl sulfoxide; triethylamine / CH₂Cl₂ / -78 - 25 °C

5.1: magnesium / diethyl ether / 0.5 h / 20 °C

5.2: 90 percent / diethyl ether / 0 - 20 °C

6.1: 86 percent / 2,6-lutidine / CH₂Cl₂ / 12 h / 25 °C

7.1: borane-dimethyl sulfide / tetrahydrofuran / 0 - 25 °C

7.2: 82 percent / sodium hydroxide; hydrogen peroxide / tetrahydrofuran

With 1H-imidazole; 2,6-dimethylpyridine; dmap; oxalyl dichloride; dimethylsulfide borane complex; magnesium; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 1.2: Grignard addition / 4.1: Swern oxidation / 5.2: Grignard addition;
DOI:10.1016/S0040-4020(01)00272-1

Reference yield:

: 127047-71-6
3-(tert-butyldiphenylsilyloxy)propan-1-ol

: 347189-36-0
7-(tert-butyldimethylsilyloxy)-9-(tert-butyldiphenylsilyloxy)-4-triethylsilyloxynonan-1-ol

Guidance literature:: Multi-step reaction with 8 steps

1.1: 90 percent / oxalyl chloride; dimethyl sulfoxide; triethylamine / CH₂Cl₂ / -78 - 25 °C

2.1: magnesium / diethyl ether / 0.5 h / 20 °C

2.2: 94 percent / diethyl ether / 0 - 20 °C

3.1: 81 percent / 4-(dimethylamino)pyridine; imidazole / CH₂Cl₂ / 12 h / 20 °C

4.1: borane-dimethyl sulfide / tetrahydrofuran / 0 - 25 °C

4.2: 82 percent / sodium hydroxide; hydrogen peroxide / tetrahydrofuran

5.1: 95 percent / oxalyl chloride; dimethyl sulfoxide; triethylamine / CH₂Cl₂ / -78 - 25 °C

6.1: magnesium / diethyl ether / 0.5 h / 20 °C

6.2: 90 percent / diethyl ether / 0 - 20 °C

7.1: 86 percent / 2,6-lutidine / CH₂Cl₂ / 12 h / 25 °C

8.1: borane-dimethyl sulfide / tetrahydrofuran / 0 - 25 °C

8.2: 82 percent / sodium hydroxide; hydrogen peroxide / tetrahydrofuran

With 1H-imidazole; 2,6-dimethylpyridine; dmap; oxalyl dichloride; dimethylsulfide borane complex; magnesium; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 1.1: Swern oxidation / 2.2: Grignard addition / 5.1: Swern oxidation / 6.2: Grignard addition;
DOI:10.1016/S0040-4020(01)00272-1

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 347189-36-0
7-(tert-butyldimethylsilyloxy)-9-(tert-butyldiphenylsilyloxy)-4-triethylsilyloxynonan-1-ol

Guidance literature:: Multi-step reaction with 9 steps

1.1: 90 percent / triethylamine / CH₂Cl₂ / 12 h / 25 °C

2.1: 90 percent / oxalyl chloride; dimethyl sulfoxide; triethylamine / CH₂Cl₂ / -78 - 25 °C

3.1: magnesium / diethyl ether / 0.5 h / 20 °C

3.2: 94 percent / diethyl ether / 0 - 20 °C

4.1: 81 percent / 4-(dimethylamino)pyridine; imidazole / CH₂Cl₂ / 12 h / 20 °C

5.1: borane-dimethyl sulfide / tetrahydrofuran / 0 - 25 °C

5.2: 82 percent / sodium hydroxide; hydrogen peroxide / tetrahydrofuran

6.1: 95 percent / oxalyl chloride; dimethyl sulfoxide; triethylamine / CH₂Cl₂ / -78 - 25 °C

7.1: magnesium / diethyl ether / 0.5 h / 20 °C

7.2: 90 percent / diethyl ether / 0 - 20 °C

8.1: 86 percent / 2,6-lutidine / CH₂Cl₂ / 12 h / 25 °C

9.1: borane-dimethyl sulfide / tetrahydrofuran / 0 - 25 °C

9.2: 82 percent / sodium hydroxide; hydrogen peroxide / tetrahydrofuran

With 1H-imidazole; 2,6-dimethylpyridine; dmap; oxalyl dichloride; dimethylsulfide borane complex; magnesium; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; diethyl ether; dichloromethane; 2.1: Swern oxidation / 3.2: Grignard addition / 6.1: Swern oxidation / 7.2: Grignard addition;
DOI:10.1016/S0040-4020(01)00272-1