(6S,7S,E)-methyl 7-(3-bromopyrazin-2-yl)-7-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)hept-2-enoate

Base Information

Chemical Name:(6S,7S,E)-methyl 7-(3-bromopyrazin-2-yl)-7-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)hept-2-enoate
CAS No.:1409944-08-6
Molecular Formula:C₂₃H₂₆BrF₂N₃O₄
Molecular Weight:526.378
Hs Code.:

Synonyms:(6S,7S,E)-methyl 7-(3-bromopyrazin-2-yl)-7-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)hept-2-enoate

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Chemical Property of (6S,7S,E)-methyl 7-(3-bromopyrazin-2-yl)-7-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)hept-2-enoate

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Technology Process of (6S,7S,E)-methyl 7-(3-bromopyrazin-2-yl)-7-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)hept-2-enoate

There total 14 articles about (6S,7S,E)-methyl 7-(3-bromopyrazin-2-yl)-7-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)hept-2-enoate 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: 84.0%

: 1409944-07-5
tert-butyl (1S,2S)-1-(3-bromopyrazin-2-yl)-2-(2,3-difluorophenyl)hex-5-enylcarbamate

: 292638-85-8,9003-21-8,96-33-3
acrylic acid methyl ester

: 1409944-08-6
(6S,7S,E)-methyl 7-(3-bromopyrazin-2-yl)-7-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)hept-2-enoate

Guidance literature:: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; for 3h; Inert atmosphere; Reflux;

Reference yield:

: 2100-17-6
4-pentenal

: 1409944-08-6
(6S,7S,E)-methyl 7-(3-bromopyrazin-2-yl)-7-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)hept-2-enoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: N,N,N',N'-tetramethylguanidine / toluene / 1 h / 0 °C

1.2: 2 h / 20 °C

2.1: water / 1,4-dioxane

2.2: 14.03 h / 20 - 35 °C / Inert atmosphere

3.1: sodium methylate / methanol / 0.5 h / 0 °C / Inert atmosphere

3.2: 4 h / -60 - -20 °C

3.3: 18 h / 20 °C

4.1: titanium(IV) tetraethanolate / benzene; tetrahydrofuran / 6 h / 20 °C / Inert atmosphere

5.1: lithium diisopropyl amide; n-butyllithium / tetrahydrofuran / -78 - 20 °C / Inert atmosphere

5.2: 2 h / -75 °C

6.1: hydrogenchloride / 1,4-dioxane; methanol / 1 h / 20 °C

7.1: triethylamine / dichloromethane / 2 h / 20 °C

8.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 3 h / Inert atmosphere; Reflux

With hydrogenchloride; n-butyllithium; water; sodium methylate; triethylamine; lithium diisopropyl amide; N,N,N',N'-tetramethylguanidine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; titanium(IV) tetraethanolate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; toluene; benzene; 8.1: Grubbs' metathesis conditions;

Reference yield:

: 1409944-03-1
(S)-1,2-difluoro-3-(1-nitrohex-5-en-2-yl)benzene

: 1409944-08-6
(6S,7S,E)-methyl 7-(3-bromopyrazin-2-yl)-7-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)hept-2-enoate

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium methylate / methanol / 0.5 h / 0 °C / Inert atmosphere

1.2: 4 h / -60 - -20 °C

1.3: 18 h / 20 °C

2.1: titanium(IV) tetraethanolate / benzene; tetrahydrofuran / 6 h / 20 °C / Inert atmosphere

3.1: lithium diisopropyl amide; n-butyllithium / tetrahydrofuran / -78 - 20 °C / Inert atmosphere

3.2: 2 h / -75 °C

4.1: hydrogenchloride / 1,4-dioxane; methanol / 1 h / 20 °C

5.1: triethylamine / dichloromethane / 2 h / 20 °C

6.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 3 h / Inert atmosphere; Reflux

With hydrogenchloride; n-butyllithium; sodium methylate; triethylamine; lithium diisopropyl amide; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; titanium(IV) tetraethanolate; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; benzene; 6.1: Grubbs' metathesis conditions;