(-)-(1R,2Z)-1-[dimethyl(phenyl)silanyl]-oct-2-enyl pentafluorobenzoate

Base Information

Chemical Name:(-)-(1R,2Z)-1-[dimethyl(phenyl)silanyl]-oct-2-enyl pentafluorobenzoate
CAS No.:934242-94-1
Molecular Formula:C₂₃H₂₅F₅O₂Si
Molecular Weight:456.528
Hs Code.:

Synonyms:(-)-(1R,2Z)-1-[dimethyl(phenyl)silanyl]-oct-2-enyl pentafluorobenzoate

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Chemical Property of (-)-(1R,2Z)-1-[dimethyl(phenyl)silanyl]-oct-2-enyl pentafluorobenzoate

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Technology Process of (-)-(1R,2Z)-1-[dimethyl(phenyl)silanyl]-oct-2-enyl pentafluorobenzoate

There total 4 articles about (-)-(1R,2Z)-1-[dimethyl(phenyl)silanyl]-oct-2-enyl pentafluorobenzoate 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:

: 934242-96-3
1-[dimethyl(phenyl)silanyl]oct-2-yn-1-one

pentafluorobenzoylchloride: 2251-50-5
pentafluorobenzoylchloride

: 934242-94-1
(-)-(1R,2Z)-1-[dimethyl(phenyl)silanyl]-oct-2-enyl pentafluorobenzoate

: (1S,2Z)-1-[dimethyl(phenyl)silanyl]-oct-2-enyl pentafluorobenzoate

Guidance literature:: 1-[dimethyl(phenyl)silanyl]oct-2-yn-1-one; With dimethylsulfide borane complex; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; toluene; at -30 ℃; for 0.5h;

With hydrogen; Lindlar's catalyst; In ethyl acetate; at 20 ℃; for 1h;

pentafluorobenzoylchloride; With pyridine; dmap; In diethyl ether; at 0 ℃; for 1h; Further stages.;
DOI:10.1021/ol063097o

Reference yield:

: 934242-95-2
1-[dimethyl(phenyl)silanyl]oct-2-yn-1-ol

: 934242-94-1
(-)-(1R,2Z)-1-[dimethyl(phenyl)silanyl]-oct-2-enyl pentafluorobenzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 74 percent / oxalyl chloride; Et₃N; DMSO / CH₂Cl₂ / 0.25 h / -78 °C

2.1: (R)-2-methyl-CBS-oxazaborolidine; BH₃*Me₂S / tetrahydrofuran; toluene / 0.5 h / -30 °C

2.2: H₂ / Lindlar catalyst / ethyl acetate / 1 h / 20 °C

2.3: DMAP; pyridine / diethyl ether / 1 h / 0 °C

With oxalyl dichloride; dimethylsulfide borane complex; dimethyl sulfoxide; triethylamine; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/ol063097o

Reference yield:

: 1846-68-0
oct-2-ynal

: 934242-94-1
(-)-(1R,2Z)-1-[dimethyl(phenyl)silanyl]-oct-2-enyl pentafluorobenzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: lithium / tetrahydrofuran / 18 h / 24 °C

1.2: 73 percent / tetrahydrofuran / 0.5 h / -78 °C

2.1: 74 percent / oxalyl chloride; Et₃N; DMSO / CH₂Cl₂ / 0.25 h / -78 °C

3.1: (R)-2-methyl-CBS-oxazaborolidine; BH₃*Me₂S / tetrahydrofuran; toluene / 0.5 h / -30 °C

3.2: H₂ / Lindlar catalyst / ethyl acetate / 1 h / 20 °C

3.3: DMAP; pyridine / diethyl ether / 1 h / 0 °C

With oxalyl dichloride; dimethylsulfide borane complex; lithium; dimethyl sulfoxide; triethylamine; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/ol063097o