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

Base Information

Chemical Name:(-)-2-(trimethylsilyl)ethyl (2S)-2-allyl-3,3-difluoro-2-{[(1R)-1-phenyl-2-methoxyethyl]amino}-5-hexenoate
CAS No.:911395-42-1
Molecular Formula:C₂₃H₃₅F₂NO₃Si
Molecular Weight:439.618
Hs Code.:

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

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Chemical Property of (-)-2-(trimethylsilyl)ethyl (2S)-2-allyl-3,3-difluoro-2-{[(1R)-1-phenyl-2-methoxyethyl]amino}-5-hexenoate

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Technology Process of (-)-2-(trimethylsilyl)ethyl (2S)-2-allyl-3,3-difluoro-2-{[(1R)-1-phenyl-2-methoxyethyl]amino}-5-hexenoate

There total 6 articles about (-)-2-(trimethylsilyl)ethyl (2S)-2-allyl-3,3-difluoro-2-{[(1R)-1-phenyl-2-methoxyethyl]amino}-5-hexenoate 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: 95.0%

: (-)-2-(trimethylsilyl)ethyl 3,3-difluoro-2-{[(1R)-1-phenyl-2-methoxyethyl]imino}-5-hexenoate

: 106-95-6
allyl bromide

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

Guidance literature:: allyl bromide; With zinc; In tetrahydrofuran; at 50 ℃; for 0.666667h;

(-)-2-(trimethylsilyl)ethyl 3,3-difluoro-2-{[(1R)-1-phenyl-2-methoxyethyl]imino}-5-hexenoate; In tetrahydrofuran; at -40 ℃; for 0.166667h;
DOI:10.1021/ol061733c

Reference yield: 95.0%

: 911395-34-1
C₂₀H₂₉F₂NO₃Si

: 106-95-6
allyl bromide

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

Guidance literature:: allyl bromide; With zinc; In tetrahydrofuran; at 50 ℃; for 0.75h; Inert atmosphere;

C₂₀H₂₉F₂NO₃Si; In tetrahydrofuran; at -40 ℃; optical yield given as %de; diastereoselective reaction; Inert atmosphere;
DOI:10.1002/chem.200702009

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 3 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

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