(1S,4S,6R,7S)-N-(p-anisyldiphenylmethyl)-2-azabicyclo[2.2.1]heptan-6,7-dibromo-3-one

Base Information

• Chemical Name: (1S,4S,6R,7S)-N-(p-anisyldiphenylmethyl)-2-azabicyclo[2.2.1]heptan-6,7-dibromo-3-one
• CAS No.: 913648-72-3
• Molecular Formula: C₂₆H₂₃Br₂NO₂
• Molecular Weight: 541.282

Synonyms:(1S,4S,6R,7S)-N-(p-anisyldiphenylmethyl)-2-azabicyclo[2.2.1]heptan-6,7-dibromo-3-one

Chemical Property of (1S,4S,6R,7S)-N-(p-anisyldiphenylmethyl)-2-azabicyclo[2.2.1]heptan-6,7-dibromo-3-one

Chemical Property:

Purity/Quality:

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Technology Process of (1S,4S,6R,7S)-N-(p-anisyldiphenylmethyl)-2-azabicyclo[2.2.1]heptan-6,7-dibromo-3-one

There total 3 articles about (1S,4S,6R,7S)-N-(p-anisyldiphenylmethyl)-2-azabicyclo[2.2.1]heptan-6,7-dibromo-3-one 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: 70.5%

(1S,4R)-N-(p-anisyldiphenylmethyl)-2-azabicyclo[2.2.1]hept-5-en-3-one (913648-69-8) → (1S,4S,6R,7S)-N-(p-anisyldiphenylmethyl)-2-azabicyclo[2.2.1]heptan-6,7-dibromo-3-one (913648-72-3)

Guidance literature:

With bromine; magnesium oxide; In tetrachloromethane; at 20 ℃; for 18h;

DOI:10.1021/jo060920l

Reference yield:

(1S,4R)-2-azabicyclo[2,2,1]hept-5-en-3-one (130931-83-8) → (1S,4S,6R,7S)-N-(p-anisyldiphenylmethyl)-2-azabicyclo[2.2.1]heptan-6,7-dibromo-3-one (913648-72-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / sodium hydroxide; potassium carbonate; benzyl tributylammonium bromide / CH₂Cl₂ / 22 h / 20 °C

2: 70.5 percent / magnesium oxide; bromine / CCl₄ / 18 h / 20 °C

With sodium hydroxide; bromine; benzyl tri-n-butylammonium bromide; magnesium oxide; potassium carbonate; In tetrachloromethane; dichloromethane;

DOI:10.1021/jo060920l

Reference yield:

mono-4-methoxytrityl chloride (14470-28-1) → (1S,4S,6R,7S)-N-(p-anisyldiphenylmethyl)-2-azabicyclo[2.2.1]heptan-6,7-dibromo-3-one (913648-72-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 63 percent / sodium hydroxide; potassium carbonate; benzyl tributylammonium bromide / CH₂Cl₂ / 22 h / 20 °C

2: 70.5 percent / magnesium oxide; bromine / CCl₄ / 18 h / 20 °C

With sodium hydroxide; bromine; benzyl tri-n-butylammonium bromide; magnesium oxide; potassium carbonate; In tetrachloromethane; dichloromethane;

DOI:10.1021/jo060920l

upstream raw materials:

(1S,4R)-N-(p-anisyldiphenylmethyl)-2-azabicyclo[2.2.1]hept-5-en-3-one

(1S,4R)-2-azabicyclo[2,2,1]hept-5-en-3-one

mono-4-methoxytrityl chloride

Downstream raw materials:

(1S,4S,7S)-N-(p-anisyldiphenylmethyl)-2-azabicyclo[2.2.1]hept-7-bromo-5-en-3-one

(1S,4S,5R,6S,7S)-N-(p-anisyldiphenylmethyl)-2-azabicyclo[2.2.1]heptan-7-bromo-5,6-diol-3-one

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