(7R,8S,10S)-7-(tert-Butyl-dimethyl-silanyloxymethyl)-8-(dimethyl-phenyl-silanyl)-henicosan-10-ol

Base Information

Chemical Name:(7R,8S,10S)-7-(tert-Butyl-dimethyl-silanyloxymethyl)-8-(dimethyl-phenyl-silanyl)-henicosan-10-ol
CAS No.:130625-78-4
Molecular Formula:C₃₆H₇₀O₂Si₂
Molecular Weight:591.122
Hs Code.:

Synonyms:(7R,8S,10S)-7-(tert-Butyl-dimethyl-silanyloxymethyl)-8-(dimethyl-phenyl-silanyl)-henicosan-10-ol

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Chemical Property of (7R,8S,10S)-7-(tert-Butyl-dimethyl-silanyloxymethyl)-8-(dimethyl-phenyl-silanyl)-henicosan-10-ol

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Technology Process of (7R,8S,10S)-7-(tert-Butyl-dimethyl-silanyloxymethyl)-8-(dimethyl-phenyl-silanyl)-henicosan-10-ol

There total 27 articles about (7R,8S,10S)-7-(tert-Butyl-dimethyl-silanyloxymethyl)-8-(dimethyl-phenyl-silanyl)-henicosan-10-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:

: 130625-73-9
(Dimethyl-phenyl-silanyl)-propynoic acid

: 130625-78-4
(7R,8S,10S)-7-(tert-Butyl-dimethyl-silanyloxymethyl)-8-(dimethyl-phenyl-silanyl)-henicosan-10-ol

Guidance literature:: Multi-step reaction with 9 steps

1: 64 percent / H₂, quinoline / 10percent Pd/BaSO₄ / methanol / 3 h

2: (COCl)2, DMF / CH₂Cl₂ / 1 h / Ambient temperature

3: n-BuLi / tetrahydrofuran; hexane / 1.) -20 deg C, 20 min, 2.) r.t., 30 min

5: 43 percent / n-BuLi / tetrahydrofuran; hexane / 24 h / Ambient temperature

6: 51 percent / LDA / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) -78 deg C, 1 h

7: LiAlH₄ / diethyl ether / 3 h / 0 °C

8: imidazole / dimethylformamide / 1 h / Ambient temperature

9: 1.) 9-BBN, 2.) NaOH, H₂O₂ / 1.) reflux, 24 h

With 1H-imidazole; quinoline; sodium hydroxide; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; oxalyl dichloride; hydrogen; dihydrogen peroxide; N,N-dimethyl-formamide; lithium diisopropyl amide; Pd-BaSO₄; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/a804275f

Reference yield:

: 26186-02-7
tridec-1-yne

: 130625-78-4
(7R,8S,10S)-7-(tert-Butyl-dimethyl-silanyloxymethyl)-8-(dimethyl-phenyl-silanyl)-henicosan-10-ol

Guidance literature:: Multi-step reaction with 10 steps

1: 86 percent / BuLi / tetrahydrofuran / 18 h / Heating

2: 1.) dicyclohexylborane, 2.) AcOH / 1.) THF, r.t., 2 h, 2.) THF, r.t., 1 h

3: Br₂ / CH₂Cl₂ / 0.17 h / -78 °C

4: NaOMe / methanol / 1.) 0 deg C, 1 h, 2.) r.t., 2 h

6: 43 percent / n-BuLi / tetrahydrofuran; hexane / 24 h / Ambient temperature

7: 51 percent / LDA / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) -78 deg C, 1 h

8: LiAlH₄ / diethyl ether / 3 h / 0 °C

9: imidazole / dimethylformamide / 1 h / Ambient temperature

10: 1.) 9-BBN, 2.) NaOH, H₂O₂ / 1.) reflux, 24 h

With 1H-imidazole; sodium hydroxide; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; bis(cyclohexanyl)borane; dihydrogen peroxide; bromine; sodium methylate; acetic acid; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/a804275f

Reference yield:

: 17156-64-8
(dimethylphenylsilyl)acetylene

: 130625-78-4
(7R,8S,10S)-7-(tert-Butyl-dimethyl-silanyloxymethyl)-8-(dimethyl-phenyl-silanyl)-henicosan-10-ol

Guidance literature:: Multi-step reaction with 10 steps

1: 1.) MeMgCl / 1.) THF, r.t., 2 h, 2.) THF, -23 deg C, 30 min; r.t., 2 h

2: 64 percent / H₂, quinoline / 10percent Pd/BaSO₄ / methanol / 3 h

3: (COCl)2, DMF / CH₂Cl₂ / 1 h / Ambient temperature

4: n-BuLi / tetrahydrofuran; hexane / 1.) -20 deg C, 20 min, 2.) r.t., 30 min

6: 43 percent / n-BuLi / tetrahydrofuran; hexane / 24 h / Ambient temperature

7: 51 percent / LDA / tetrahydrofuran / 1.) -78 deg C, 30 min, 2.) -78 deg C, 1 h

8: LiAlH₄ / diethyl ether / 3 h / 0 °C

9: imidazole / dimethylformamide / 1 h / Ambient temperature

10: 1.) 9-BBN, 2.) NaOH, H₂O₂ / 1.) reflux, 24 h

With 1H-imidazole; quinoline; sodium hydroxide; lithium aluminium tetrahydride; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; oxalyl dichloride; hydrogen; dihydrogen peroxide; methylmagnesium chloride; N,N-dimethyl-formamide; lithium diisopropyl amide; Pd-BaSO₄; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/a804275f