(-)-2-(trimethylsilyl)ethyl (1S)-6,6-difluoro-1-{[(1R)-1-phenyl-2-methoxyethyl]amino}-3-cyclohexene-1-carboxylate

Base Information

Chemical Name:(-)-2-(trimethylsilyl)ethyl (1S)-6,6-difluoro-1-{[(1R)-1-phenyl-2-methoxyethyl]amino}-3-cyclohexene-1-carboxylate
CAS No.:911395-53-4
Molecular Formula:C₂₁H₃₁F₂NO₃Si
Molecular Weight:411.564
Hs Code.:

Synonyms:(-)-2-(trimethylsilyl)ethyl (1S)-6,6-difluoro-1-{[(1R)-1-phenyl-2-methoxyethyl]amino}-3-cyclohexene-1-carboxylate

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Chemical Property of (-)-2-(trimethylsilyl)ethyl (1S)-6,6-difluoro-1-{[(1R)-1-phenyl-2-methoxyethyl]amino}-3-cyclohexene-1-carboxylate

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Technology Process of (-)-2-(trimethylsilyl)ethyl (1S)-6,6-difluoro-1-{[(1R)-1-phenyl-2-methoxyethyl]amino}-3-cyclohexene-1-carboxylate

There total 5 articles about (-)-2-(trimethylsilyl)ethyl (1S)-6,6-difluoro-1-{[(1R)-1-phenyl-2-methoxyethyl]amino}-3-cyclohexene-1-carboxylate 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: 92.0%

: 911395-42-1
(-)-2-(trimethylsilyl)ethyl (2S)-2-allyl-3,3-difluoro-2-{[(1R)-1-phenyl-2-methoxyethyl]amino}-5-hexenoate

: 911395-53-4
(-)-2-(trimethylsilyl)ethyl (1S)-6,6-difluoro-1-{[(1R)-1-phenyl-2-methoxyethyl]amino}-3-cyclohexene-1-carboxylate

Guidance literature:: With Grubbs catalyst first generation; In dichloromethane; Heating;
DOI:10.1021/ol061733c

Reference yield:

: (-)-N-[(1R)-2-methoxy-1-phenylethyl]-1-chloro-2,2-difluoro-4-pentenimidoyl chloride

: 911395-53-4
(-)-2-(trimethylsilyl)ethyl (1S)-6,6-difluoro-1-{[(1R)-1-phenyl-2-methoxyethyl]amino}-3-cyclohexene-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaI / acetone / 20 °C

2.1: 51 percent / K₂CO₃; Pd₂(dba)3*CHCl₃ / toluene; dimethylformamide / 20 °C / 760 Torr

3.1: Zn / tetrahydrofuran / 0.67 h / 50 °C

3.2: 95 percent / tetrahydrofuran / 0.17 h / -40 °C

4.1: 92 percent / Grubbs reagent / CH₂Cl₂ / Heating

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; Grubbs catalyst first generation; potassium carbonate; sodium iodide; zinc; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1021/ol061733c

Reference yield:

: 2,2-difluoro-N-(2-methoxy-1-phenyl-ethyl)-pent-4-enimidoyl iodide

: 911395-53-4
(-)-2-(trimethylsilyl)ethyl (1S)-6,6-difluoro-1-{[(1R)-1-phenyl-2-methoxyethyl]amino}-3-cyclohexene-1-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: 51 percent / K₂CO₃; Pd₂(dba)3*CHCl₃ / toluene; dimethylformamide / 20 °C / 760 Torr

2.1: Zn / tetrahydrofuran / 0.67 h / 50 °C

2.2: 95 percent / tetrahydrofuran / 0.17 h / -40 °C

3.1: 92 percent / Grubbs reagent / CH₂Cl₂ / Heating

With tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; Grubbs catalyst first generation; potassium carbonate; zinc; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/ol061733c