methyl 2-((5S,6S,Z)-5-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)-6,7-dihydro-5H-cyclohepta[b]pyrazin-9-yl)acetate

Base Information

Chemical Name:methyl 2-((5S,6S,Z)-5-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)-6,7-dihydro-5H-cyclohepta[b]pyrazin-9-yl)acetate
CAS No.:1409944-09-7
Molecular Formula:C₂₃H₂₅F₂N₃O₄
Molecular Weight:445.466
Hs Code.:

Synonyms:methyl 2-((5S,6S,Z)-5-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)-6,7-dihydro-5H-cyclohepta[b]pyrazin-9-yl)acetate

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Chemical Property of methyl 2-((5S,6S,Z)-5-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)-6,7-dihydro-5H-cyclohepta[b]pyrazin-9-yl)acetate

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Technology Process of methyl 2-((5S,6S,Z)-5-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)-6,7-dihydro-5H-cyclohepta[b]pyrazin-9-yl)acetate

There total 15 articles about methyl 2-((5S,6S,Z)-5-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)-6,7-dihydro-5H-cyclohepta[b]pyrazin-9-yl)acetate 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: 24.5%

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

: 1409944-09-7
methyl 2-((5S,6S,Z)-5-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)-6,7-dihydro-5H-cyclohepta[b]pyrazin-9-yl)acetate

: 1409944-10-0
(E)-methyl 2-((8S,9S)-9-(tert-butoxycarbonylamino)-8-(2,3-difluorophenyl)-6,7,8,9-tetrahydro-5H-cyclohepta[b]pyrazin-5-ylidene)acetate

Guidance literature:: With N-Methyldicyclohexylamine; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In 1,4-dioxane; at 20 - 160 ℃; for 2.01667h; Microwave irradiation; Inert atmosphere;

Reference yield:

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

: 1409944-09-7
methyl 2-((5S,6S,Z)-5-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)-6,7-dihydro-5H-cyclohepta[b]pyrazin-9-yl)acetate

Guidance literature:: Multi-step reaction with 7 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

7.1: N-Methyldicyclohexylamine / bis(tri-t-butylphosphine)palladium⁽⁰⁾ / 1,4-dioxane / 2.02 h / 20 - 160 °C / Microwave irradiation; Inert atmosphere

With hydrogenchloride; n-butyllithium; N-Methyldicyclohexylamine; 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; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; benzene; 6.1: Grubbs' metathesis conditions / 7.1: Heck Reaction;

Reference yield:

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

: 1409944-09-7
methyl 2-((5S,6S,Z)-5-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)-6,7-dihydro-5H-cyclohepta[b]pyrazin-9-yl)acetate

Guidance literature:: Multi-step reaction with 2 steps

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

2: N-Methyldicyclohexylamine / bis(tri-t-butylphosphine)palladium⁽⁰⁾ / 1,4-dioxane / 2.02 h / 20 - 160 °C / Microwave irradiation; Inert atmosphere

With N-Methyldicyclohexylamine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In 1,4-dioxane; dichloromethane; 1: Grubbs' metathesis conditions / 2: Heck Reaction;