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

Base Information

Chemical Name:2-((5S,6S,Z)-5-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)-6,7-dihydro-5H-cyclohepta[b]pyrazin-9-yl)acetic acid
CAS No.:1409944-31-5
Molecular Formula:C₂₂H₂₃F₂N₃O₄
Molecular Weight:431.439
Hs Code.:

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

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

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

There total 10 articles about 2-((5S,6S,Z)-5-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)-6,7-dihydro-5H-cyclohepta[b]pyrazin-9-yl)acetic acid 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:

: 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

: 1409944-31-5
2-((5S,6S,Z)-5-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)-6,7-dihydro-5H-cyclohepta[b]pyrazin-9-yl)acetic acid

Guidance literature:: With lithium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 16h;

Reference yield:

: 2100-17-6
4-pentenal

: 1409944-31-5
2-((5S,6S,Z)-5-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)-6,7-dihydro-5H-cyclohepta[b]pyrazin-9-yl)acetic acid

Guidance literature:: Multi-step reaction with 10 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

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

10.1: lithium hydroxide / tetrahydrofuran; methanol / 16 h / 20 °C

With hydrogenchloride; n-butyllithium; N-Methyldicyclohexylamine; water; sodium methylate; triethylamine; lithium hydroxide; 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; bis(tri-t-butylphosphine)palladium⁽⁰⁾; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; toluene; benzene; 8.1: Grubbs' metathesis conditions / 9.1: Heck Reaction;

Reference yield:

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

: 1409944-31-5
2-((5S,6S,Z)-5-(tert-butoxycarbonylamino)-6-(2,3-difluorophenyl)-6,7-dihydro-5H-cyclohepta[b]pyrazin-9-yl)acetic acid

Guidance literature:: Multi-step reaction with 8 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

8.1: lithium hydroxide / tetrahydrofuran; methanol / 16 h / 20 °C

With hydrogenchloride; n-butyllithium; N-Methyldicyclohexylamine; sodium methylate; triethylamine; lithium hydroxide; 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;