(8aS)-N-biphenyl-2-yl-1,3-dioxo-2-[(1S,2R)-2-phenylcyclopropyl]hexahydroimidazo[1,5-a]pyrazine-7(1H)-carboxamide

Base Information

• Chemical Name: (8aS)-N-biphenyl-2-yl-1,3-dioxo-2-[(1S,2R)-2-phenylcyclopropyl]hexahydroimidazo[1,5-a]pyrazine-7(1H)-carboxamide
• CAS No.: 1211399-84-6
• Molecular Formula: C₂₈H₂₆N₄O₃
• Molecular Weight: 466.539

Synonyms:(8aS)-N-biphenyl-2-yl-1,3-dioxo-2-[(1S,2R)-2-phenylcyclopropyl]hexahydroimidazo[1,5-a]pyrazine-7(1H)-carboxamide

Chemical Property of (8aS)-N-biphenyl-2-yl-1,3-dioxo-2-[(1S,2R)-2-phenylcyclopropyl]hexahydroimidazo[1,5-a]pyrazine-7(1H)-carboxamide

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Technology Process of (8aS)-N-biphenyl-2-yl-1,3-dioxo-2-[(1S,2R)-2-phenylcyclopropyl]hexahydroimidazo[1,5-a]pyrazine-7(1H)-carboxamide

There total 8 articles about (8aS)-N-biphenyl-2-yl-1,3-dioxo-2-[(1S,2R)-2-phenylcyclopropyl]hexahydroimidazo[1,5-a]pyrazine-7(1H)-carboxamide 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: 67.0%

(8aS)-2-[(1S,2R)-2-phenylcyclopropyl]tetrahydroimidazo[1,5-a]pyrazine-1,3(2H,5H)-dione hydrochloride (1211399-89-1) + [1,1'-biphenyl]-2-yl-isocyanate (17337-13-2) → (8aS)-N-biphenyl-2-yl-1,3-dioxo-2-[(1S,2R)-2-phenylcyclopropyl]hexahydroimidazo[1,5-a]pyrazine-7(1H)-carboxamide (1211399-84-6)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 1h; optical yield given as %de;

DOI:10.1016/j.bmcl.2011.06.023

Reference yield: 67.0%

→ (8aS)-N-biphenyl-2-yl-1,3-dioxo-2-[(1S,2R)-2-phenylcyclopropyl]hexahydroimidazo[1,5-a]pyrazine-7(1H)-carboxamide (1211399-84-6)

Guidance literature:

Reference yield:

N-biphenyl-2-yl-1,3-dioxo-2-[trans-2-phenylcyclopropyl]hexahydroimidazo[1,5-a]pyrazine-7(1H)-carboxamide → N-biphenyl-2-yl-1,3-dioxo-2-[2-phenylcyclopropyl]hexahydroimidazo[1,5-a]pyrazine-7(1H)-carboxamide (1329683-08-0) + (8aS)-N-biphenyl-2-yl-1,3-dioxo-2-[(1S,2R)-2-phenylcyclopropyl]hexahydroimidazo[1,5-a]pyrazine-7(1H)-carboxamide (1211399-84-6)

Guidance literature:

With Chiralcel OJ; In methanol; diethylamine; at 35 ℃; under 75007.5 Torr; Resolution of racemate;

upstream raw materials:

1-tert-butyl 3-methyl (3S)-4-({[(1S,2R)-2-phenylcyclopropyl]amino}carbonyl)-1,3-piperazinedicarboxylate

(8aS)-2-[(1S,2R)-2-phenylcyclopropyl]tetrahydroimidazo[1,5-a]pyrazine-1,3(2H,5H)-dione hydrochloride

[1,1'-biphenyl]-2-yl-isocyanate

C₄H₆O₆*C₉H₁₁N

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