(+)-(S)-(Z)-1-(benzhydryldimethylsilyl)-1-hepten-3-ol N-phenylcarbamate

Base Information

Chemical Name:(+)-(S)-(Z)-1-(benzhydryldimethylsilyl)-1-hepten-3-ol N-phenylcarbamate
CAS No.:333724-13-3
Molecular Formula:C₂₉H₃₅NO₂Si
Molecular Weight:457.688
Hs Code.:

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

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

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

There total 10 articles about (+)-(S)-(Z)-1-(benzhydryldimethylsilyl)-1-hepten-3-ol N-phenylcarbamate 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: 98.0%

: 103-71-9
phenyl isocyanate

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

: 333724-13-3
(+)-(S)-(Z)-1-(benzhydryldimethylsilyl)-1-hepten-3-ol N-phenylcarbamate

Guidance literature:: at 22 ℃; for 18h;
DOI:10.1021/ol0069960

Reference yield:

: 132455-95-9
(diphenylmethyl)dimethylchlorosilane

: 333724-13-3
(+)-(S)-(Z)-1-(benzhydryldimethylsilyl)-1-hepten-3-ol N-phenylcarbamate

Guidance literature:: Multi-step reaction with 10 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

10.1: 98 percent / 18 h / 22 °C

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

: 333724-13-3
(+)-(S)-(Z)-1-(benzhydryldimethylsilyl)-1-hepten-3-ol N-phenylcarbamate

Guidance literature:: Multi-step reaction with 7 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

7: 98 percent / 18 h / 22 °C

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