8-benzyl 3-tert-butyl (1S,6R)-3,8-diazabicyclo[4.2.0]octane-3,8-dicarboxylate

Base Information

• Chemical Name: 8-benzyl 3-tert-butyl (1S,6R)-3,8-diazabicyclo[4.2.0]octane-3,8-dicarboxylate
• CAS No.: 1293940-93-8
• Molecular Formula: C₁₉H₂₆N₂O₄
• Molecular Weight: 346.426
• Mol file: 1293940-93-8.mol

Synonyms:8-benzyl 3-tert-butyl (1S,6R)-3,8-diazabicyclo[4.2.0]octane-3,8-dicarboxylate

Chemical Property of 8-benzyl 3-tert-butyl (1S,6R)-3,8-diazabicyclo[4.2.0]octane-3,8-dicarboxylate

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8-benzyl 3-tert-butyl (1S,6R)-3,8-diazabicyclo[4.2.0]octane-3,8-dicarboxylate

There total 2 articles about 8-benzyl 3-tert-butyl (1S,6R)-3,8-diazabicyclo[4.2.0]octane-3,8-dicarboxylate 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:

(1S,6R)-3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester (370881-96-2) + benzyl chloroformate (501-53-1,94274-21-2) → 8-benzyl 3-tert-butyl (1S,6R)-3,8-diazabicyclo[4.2.0]octane-3,8-dicarboxylate (1293940-93-8)

Guidance literature:

With sodium carbonate; In tetrahydrofuran; water; for 18h;

Reference yield:

tert-butyl (1R,6S)-8-(1(S)-phenylethyl)-3,8-diazabicyclo[4.2.0]octane-3-carboxylate (1293940-99-4) → 8-benzyl 3-tert-butyl (1S,6R)-3,8-diazabicyclo[4.2.0]octane-3,8-dicarboxylate (1293940-93-8)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen; acetic acid / 20% palladium(II) hydroxide on carbon / ethanol / 16 h / 50 °C / 75007.5 Torr

2: sodium carbonate / water; tetrahydrofuran / 18 h

With hydrogen; sodium carbonate; acetic acid; 20% palladium(II) hydroxide on carbon; In tetrahydrofuran; ethanol; water;

Reference yield:

8-benzyl 3-tert-butyl (1S,6R)-3,8-diazabicyclo[4.2.0]octane-3,8-dicarboxylate (1293940-93-8) + trifluoroacetic acid (76-05-1) → benzyl (1S,6R)-3,8-diazabicyclo[4.2.0]octane-8-carboxylate trifluoroacetic acid salt

Guidance literature:

In dichloromethane; for 2h;

upstream raw materials:

(1S,6R)-3,8-diaza-bicyclo[4.2.0]octane-3-carboxylic acid tert-butyl ester

benzyl chloroformate

tert-butyl (1R,6S)-8-(1(S)-phenylethyl)-3,8-diazabicyclo[4.2.0]octane-3-carboxylate

Downstream raw materials:

benzyl (1S,6R)-3-(4,6-dimethylpyrimidin-2-yl)-3,8-diazabicyclo[4.2.0]octane-8-carboxylate

3-(4,6-dimethylpyrimidin-2-yl)-8-{[3-fluoro-2-(pyrimidin-2-yl)phenyl]carbonyl}-(1S,6R)-3,8-diazabicyclo[4.2.0]octane