1-bromo-4-[(1α,5α,6β)-3-tert-butoxycarbonyl-6-cyano-3-azabicyclo[3.1.0]hexan-6-yl]-3-fluorobenzene

Base Information

• Chemical Name: 1-bromo-4-[(1α,5α,6β)-3-tert-butoxycarbonyl-6-cyano-3-azabicyclo[3.1.0]hexan-6-yl]-3-fluorobenzene
• CAS No.: 831202-89-2
• Molecular Formula: C₁₇H₁₈BrFN₂O₂
• Molecular Weight: 381.245

Synonyms:1-bromo-4-[(1α,5α,6β)-3-tert-butoxycarbonyl-6-cyano-3-azabicyclo[3.1.0]hexan-6-yl]-3-fluorobenzene

Chemical Property of 1-bromo-4-[(1α,5α,6β)-3-tert-butoxycarbonyl-6-cyano-3-azabicyclo[3.1.0]hexan-6-yl]-3-fluorobenzene

Chemical Property:

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Technology Process of 1-bromo-4-[(1α,5α,6β)-3-tert-butoxycarbonyl-6-cyano-3-azabicyclo[3.1.0]hexan-6-yl]-3-fluorobenzene

There total 1 articles about 1-bromo-4-[(1α,5α,6β)-3-tert-butoxycarbonyl-6-cyano-3-azabicyclo[3.1.0]hexan-6-yl]-3-fluorobenzene 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: 87.0%

cis-N-tert-butoxycarbonylpyrrolidine-3,4-cyclic sulfate (831203-12-4) + (4-bromo-2-fluorophenyl)acetonitrile (114897-91-5) → 1-bromo-4-[(1α,5α,6β)-3-tert-butoxycarbonyl-6-cyano-3-azabicyclo[3.1.0]hexan-6-yl]-3-fluorobenzene (831202-89-2)

Guidance literature:

With sodium hydride; In 1,2-dimethoxyethane; mineral oil; at 0 - 20 ℃; stereoselective reaction;

DOI:10.1021/jm800800c

Reference yield: 75.0%

(5R)-3-[3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl]-5-(1H-1,2,3-triazol-1-ylmethyl)-1,3-oxazolidin-2-one (700370-33-8) + 1-bromo-4-[(1α,5α,6β)-3-tert-butoxycarbonyl-6-cyano-3-azabicyclo[3.1.0]hexan-6-yl]-3-fluorobenzene (831202-89-2) → 1-[5(R)-3-[4-[4-[(1α,5α,6β)-3-tert-butoxycarbonyl-6-cyano-3-azabicyclo[3.1.0]hexan-6-yl]-3-fluorophenyl]-3-fluorophenyl]-2-oxooxazolidin-5-ylmethyl]-1,2,3-triazole

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sodium carbonate; In 1,4-dioxane; water; at 80 ℃; for 3h;

DOI:10.1021/jm800800c

Reference yield:

1-[5(R)-3-[4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolyl)phenyl]-2-oxooxazolidin-5-ylmethyl]-1,2,3-triazole (827628-21-7) + 1-bromo-4-[(1α,5α,6β)-3-tert-butoxycarbonyl-6-cyano-3-azabicyclo[3.1.0]hexan-6-yl]-3-fluorobenzene (831202-89-2) → 1-[5(R)-3-[4-[4-[(α,5α,6β)-3-t-butoxycarbonyl-6-cyano-3-azabicyclo[3.1.0]hexan-6-yl]-3-fluorophenyl]phenyl]-2-oxooxazolidin-5-ylmethyl]-1,2,3-triazole

Guidance literature:

With sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In 1,4-dioxane; at 80 ℃; for 4h;

upstream raw materials:

cis-N-tert-butoxycarbonylpyrrolidine-3,4-cyclic sulfate

(4-bromo-2-fluorophenyl)acetonitrile

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