(-)-(S)-(Z)-1-(benzhydryldimethylsilyl)-1-hepten-3-ol

Base Information

Chemical Name:(-)-(S)-(Z)-1-(benzhydryldimethylsilyl)-1-hepten-3-ol
CAS No.:333724-42-8
Molecular Formula:C₂₂H₃₀OSi
Molecular Weight:338.565
Hs Code.:

Synonyms:(-)-(S)-(Z)-1-(benzhydryldimethylsilyl)-1-hepten-3-ol

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Chemical Property of (-)-(S)-(Z)-1-(benzhydryldimethylsilyl)-1-hepten-3-ol

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Technology Process of (-)-(S)-(Z)-1-(benzhydryldimethylsilyl)-1-hepten-3-ol

There total 9 articles about (-)-(S)-(Z)-1-(benzhydryldimethylsilyl)-1-hepten-3-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:

: 132455-95-9
(diphenylmethyl)dimethylchlorosilane

: 333724-42-8
(-)-(S)-(Z)-1-(benzhydryldimethylsilyl)-1-hepten-3-ol

Guidance literature:: Multi-step reaction with 9 steps

1.1: n-BuLi / tetrahydrofuran; various solvent(s) / -78 °C

1.2: tetrahydrofuran; various solvent(s)

2.1: 3.94 g / p-TsOH / methanol / 22 °C

3.1: PCC; NaOAc / CH₂Cl₂ / 4 h / 22 °C

4.1: 71 percent / diethyl ether; various solvent(s) / 3 h / -30 °C

5.1: 91 percent / PDC / CH₂Cl₂ / 12 h / 22 °C

6.1: 99 percent / Noyori's ruthenium catalyst / propan-2-ol / 2 h / 22 °C

7.1: 96 percent / CSA / CH₂Cl₂ / 2 h / 22 °C

8.1: BH₃*DMS; cyclohexene

9.1: 1.38 g / p-TsOH; AcOH

With dipyridinium dichromate; n-butyllithium; dimethylsulfide borane complex; camphor-10-sulfonic acid; sodium acetate; toluene-4-sulfonic acid; acetic acid; pyridinium chlorochromate; cyclohexene; Noyori's ruthenium catalyst; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; isopropyl alcohol;
DOI:10.1021/ol0069960

Reference yield:

: (benzhydryl-dimethyl-silanyl)-propynal

: 333724-42-8
(-)-(S)-(Z)-1-(benzhydryldimethylsilyl)-1-hepten-3-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 71 percent / diethyl ether; various solvent(s) / 3 h / -30 °C

2: 91 percent / PDC / CH₂Cl₂ / 12 h / 22 °C

3: 99 percent / Noyori's ruthenium catalyst / propan-2-ol / 2 h / 22 °C

4: 96 percent / CSA / CH₂Cl₂ / 2 h / 22 °C

5: BH₃*DMS; cyclohexene

6: 1.38 g / p-TsOH; AcOH

With dipyridinium dichromate; dimethylsulfide borane complex; camphor-10-sulfonic acid; toluene-4-sulfonic acid; acetic acid; cyclohexene; Noyori's ruthenium catalyst; In diethyl ether; dichloromethane; isopropyl alcohol;
DOI:10.1021/ol0069960

Reference yield:

: 333724-35-9
3-(benzhydryldimethylsilyl)-2-propyn-1-ol

: 333724-42-8
(-)-(S)-(Z)-1-(benzhydryldimethylsilyl)-1-hepten-3-ol

Guidance literature:: Multi-step reaction with 7 steps

1: PCC; NaOAc / CH₂Cl₂ / 4 h / 22 °C

2: 71 percent / diethyl ether; various solvent(s) / 3 h / -30 °C

3: 91 percent / PDC / CH₂Cl₂ / 12 h / 22 °C

4: 99 percent / Noyori's ruthenium catalyst / propan-2-ol / 2 h / 22 °C

5: 96 percent / CSA / CH₂Cl₂ / 2 h / 22 °C

6: BH₃*DMS; cyclohexene

7: 1.38 g / p-TsOH; AcOH

With dipyridinium dichromate; dimethylsulfide borane complex; camphor-10-sulfonic acid; sodium acetate; toluene-4-sulfonic acid; acetic acid; pyridinium chlorochromate; cyclohexene; Noyori's ruthenium catalyst; In diethyl ether; dichloromethane; isopropyl alcohol;
DOI:10.1021/ol0069960