2-benzyl-7-anti-bromo-endo,endo-5,6-dihydroxy-2-azabicyclo<2.2.1>heptan-3-one

Base Information

Chemical Name:2-benzyl-7-anti-bromo-endo,endo-5,6-dihydroxy-2-azabicyclo<2.2.1>heptan-3-one
CAS No.:95936-44-0
Molecular Formula:C₁₃H₁₄BrNO₃
Molecular Weight:312.163
Hs Code.:

Synonyms:2-benzyl-7-anti-bromo-endo,endo-5,6-dihydroxy-2-azabicyclo<2.2.1>heptan-3-one

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Chemical Property of 2-benzyl-7-anti-bromo-endo,endo-5,6-dihydroxy-2-azabicyclo<2.2.1>heptan-3-one

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Technology Process of 2-benzyl-7-anti-bromo-endo,endo-5,6-dihydroxy-2-azabicyclo<2.2.1>heptan-3-one

There total 8 articles about 2-benzyl-7-anti-bromo-endo,endo-5,6-dihydroxy-2-azabicyclo<2.2.1>heptan-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: 62.0%

: 95936-43-9
2-benzyl-7-bromo-2-azabicyclo<2.2.1>hept-5-en-3-one

: 95936-44-0
2-benzyl-7-anti-bromo-endo,endo-5,6-dihydroxy-2-azabicyclo<2.2.1>heptan-3-one

Guidance literature:: With osmium(VIII) oxide; 4-methylmorpholine N-oxide; In water; acetone; for 30h; Ambient temperature;
DOI:10.1021/jo00211a041

Reference yield:

: 95936-42-8
2-benzyl-6,7-dibromo-2-azabicyclo<2.2.1>heptan-3-one

: 95936-44-0
2-benzyl-7-anti-bromo-endo,endo-5,6-dihydroxy-2-azabicyclo<2.2.1>heptan-3-one

Guidance literature:: Multi-step reaction with 2 steps

1: 70 percent / 1,8-diazabicycloundecene / 120 °C

2: osmium tetroxide

With osmium(VIII) oxide; 1,8-diazabicycloundecene;
DOI:10.1021/jo060920l

Reference yield:

: 100-39-0
benzyl bromide

: 95936-44-0
2-benzyl-7-anti-bromo-endo,endo-5,6-dihydroxy-2-azabicyclo<2.2.1>heptan-3-one

Guidance literature:: Multi-step reaction with 4 steps

1: 71 percent / KOH / dimethylsulfoxide / 5 h / Ambient temperature

2: 100 percent / Br₂ / CH₂Cl₂ / 23 h / Ambient temperature

3: 70 percent / DBN / 3.5 h / 120 °C

4: 62 percent / N-methylmorpholine N-oxide, OsO₄ / H₂O; acetone / 30 h / Ambient temperature

With potassium hydroxide; osmium(VIII) oxide; 2,6-dichloro-benzonitrile; bromine; 4-methylmorpholine N-oxide; In dichloromethane; water; dimethyl sulfoxide; acetone;
DOI:10.1021/jo00211a041