[[[(S)-2-(hydroxymethyl)-4-methylpentyl]diphenylsilanyl]methyl]carbamic acid benzyl ester

Base Information

Chemical Name:[[[(S)-2-(hydroxymethyl)-4-methylpentyl]diphenylsilanyl]methyl]carbamic acid benzyl ester
CAS No.:690674-19-2
Molecular Formula:C₂₈H₃₅NO₃Si
Molecular Weight:461.676
Hs Code.:

Synonyms:[[[(S)-2-(hydroxymethyl)-4-methylpentyl]diphenylsilanyl]methyl]carbamic acid benzyl ester

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Chemical Property of [[[(S)-2-(hydroxymethyl)-4-methylpentyl]diphenylsilanyl]methyl]carbamic acid benzyl ester

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Technology Process of [[[(S)-2-(hydroxymethyl)-4-methylpentyl]diphenylsilanyl]methyl]carbamic acid benzyl ester

There total 9 articles about [[[(S)-2-(hydroxymethyl)-4-methylpentyl]diphenylsilanyl]methyl]carbamic acid benzyl ester 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:

: 100-59-4
phenylmagnesium chloride

: 690674-19-2
[[[(S)-2-(hydroxymethyl)-4-methylpentyl]diphenylsilanyl]methyl]carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: diethyl ether; tetrahydrofuran / 24 h / Heating

1.2: 65 percent / aqueous HF / ethanol / 48 h

2.1: tert-butyllithium / diethyl ether; pentane / 2 h / -78 - 20 °C

2.2: 74 percent / diethyl ether; pentane / 41 h / 0 - 20 °C

3.1: 94 percent / KI; sodium azide / dimethylformamide / 18 h / 80 °C

4.1: 82 percent / LiAlH₄ / diethyl ether / 0 - 20 °C

5.1: boron tribromide / CH₂Cl₂ / 2 h / -78 °C

6.1: 0.50 g / NaHCO₃ / diethyl ether; H₂O / 1.5 h / 0 °C

With lithium aluminium tetrahydride; sodium azide; tert.-butyl lithium; boron tribromide; sodium hydrogencarbonate; potassium iodide; In tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; pentane;
DOI:10.1021/jo049929i

Reference yield:

: 163810-26-2
(4R)-4-benzyl-3-(4-methylpentanoyl)oxazolidin-2-one

: 690674-19-2
[[[(S)-2-(hydroxymethyl)-4-methylpentyl]diphenylsilanyl]methyl]carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 8 steps

1.1: TiCl₄; diisopropylethylamine / CH₂Cl₂ / 1 h / 0 °C

1.2: 86 percent / CH₂Cl₂ / 7 h / 0 °C

2.1: 87 percent / lithium borohydride / diethyl ether; tetrahydrofuran / 2.5 h / 0 °C

3.1: 85 percent / iodine; triphenylphosphine; imidazole / diethyl ether; acetonitrile / 3 h / 0 °C

4.1: tert-butyllithium / diethyl ether; pentane / 2 h / -78 - 20 °C

4.2: 74 percent / diethyl ether; pentane / 41 h / 0 - 20 °C

5.1: 94 percent / KI; sodium azide / dimethylformamide / 18 h / 80 °C

6.1: 82 percent / LiAlH₄ / diethyl ether / 0 - 20 °C

7.1: boron tribromide / CH₂Cl₂ / 2 h / -78 °C

8.1: 0.50 g / NaHCO₃ / diethyl ether; H₂O / 1.5 h / 0 °C

With 1H-imidazole; lithium aluminium tetrahydride; lithium borohydride; sodium azide; iodine; tert.-butyl lithium; boron tribromide; titanium tetrachloride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; triphenylphosphine; potassium iodide; In tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; pentane;
DOI:10.1021/jo049929i

Reference yield:

: 561327-31-9
(R)-2-(benzyloxymethyl)-4-methylpentan-1-ol

: 690674-19-2
[[[(S)-2-(hydroxymethyl)-4-methylpentyl]diphenylsilanyl]methyl]carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: 85 percent / iodine; triphenylphosphine; imidazole / diethyl ether; acetonitrile / 3 h / 0 °C

2.1: tert-butyllithium / diethyl ether; pentane / 2 h / -78 - 20 °C

2.2: 74 percent / diethyl ether; pentane / 41 h / 0 - 20 °C

3.1: 94 percent / KI; sodium azide / dimethylformamide / 18 h / 80 °C

4.1: 82 percent / LiAlH₄ / diethyl ether / 0 - 20 °C

5.1: boron tribromide / CH₂Cl₂ / 2 h / -78 °C

6.1: 0.50 g / NaHCO₃ / diethyl ether; H₂O / 1.5 h / 0 °C

With 1H-imidazole; lithium aluminium tetrahydride; sodium azide; iodine; tert.-butyl lithium; boron tribromide; sodium hydrogencarbonate; triphenylphosphine; potassium iodide; In diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; pentane;
DOI:10.1021/jo049929i