methyl 2-(S)-[(2-benzenesulfonyl-2-(S)-azabicyclo[2.2.2]octane-3-carbonyl)amino]-3-(4-dimethylcarbamoyloxyphenyl)propanoate

Base Information

Chemical Name:methyl 2-(S)-[(2-benzenesulfonyl-2-(S)-azabicyclo[2.2.2]octane-3-carbonyl)amino]-3-(4-dimethylcarbamoyloxyphenyl)propanoate
CAS No.:387337-32-8
Molecular Formula:C₂₇H₃₃N₃O₇S
Molecular Weight:543.641
Hs Code.:

Synonyms:methyl 2-(S)-[(2-benzenesulfonyl-2-(S)-azabicyclo[2.2.2]octane-3-carbonyl)amino]-3-(4-dimethylcarbamoyloxyphenyl)propanoate

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Chemical Property of methyl 2-(S)-[(2-benzenesulfonyl-2-(S)-azabicyclo[2.2.2]octane-3-carbonyl)amino]-3-(4-dimethylcarbamoyloxyphenyl)propanoate

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Technology Process of methyl 2-(S)-[(2-benzenesulfonyl-2-(S)-azabicyclo[2.2.2]octane-3-carbonyl)amino]-3-(4-dimethylcarbamoyloxyphenyl)propanoate

There total 6 articles about methyl 2-(S)-[(2-benzenesulfonyl-2-(S)-azabicyclo[2.2.2]octane-3-carbonyl)amino]-3-(4-dimethylcarbamoyloxyphenyl)propanoate 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: 98.0%

: methyl 2-(S)-[(2-(S)-azabicyclo[2.2.2]octane-3-carbonyl)amino]-3-(4-dimethylcarbamoyloxyphenyl)propanoate trifluoroacetic acid salt 1:1.4

: 98-09-9
benzenesulfonyl chloride

: 387337-32-8
methyl 2-(S)-[(2-benzenesulfonyl-2-(S)-azabicyclo[2.2.2]octane-3-carbonyl)amino]-3-(4-dimethylcarbamoyloxyphenyl)propanoate

Guidance literature:: With triethylamine; In dichloromethane; at 0 - 23 ℃; for 2.5h;
DOI:10.1016/j.bmc.2006.01.067

Reference yield:

: 874960-47-1
methyl 2-(S)-amino-3-(4-dimethylcarbamoyloxyphenyl)propanoate

: 387337-32-8
methyl 2-(S)-[(2-benzenesulfonyl-2-(S)-azabicyclo[2.2.2]octane-3-carbonyl)amino]-3-(4-dimethylcarbamoyloxyphenyl)propanoate

Guidance literature:: Multi-step reaction with 3 steps

1: 60 percent / triethylamine; bis(2-oxo-3-oxazolidinyl)phosphinic chloride / CH₂Cl₂ / 17 h / 0 - 23 °C

2: 97 percent / CH₂Cl₂ / 1 h / 23 °C

3: 98 percent / triethylamine / CH₂Cl₂ / 2.5 h / 0 - 23 °C

With bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In dichloromethane;
DOI:10.1016/j.bmc.2006.01.067

Reference yield:

: (S)-2-azabicyclo[2.2.2]octane-3-carboxylic acid hydrochloride

: 387337-32-8
methyl 2-(S)-[(2-benzenesulfonyl-2-(S)-azabicyclo[2.2.2]octane-3-carbonyl)amino]-3-(4-dimethylcarbamoyloxyphenyl)propanoate

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / NaOH / dioxane / 5 h / 0 - 23 °C

2: 60 percent / triethylamine; bis(2-oxo-3-oxazolidinyl)phosphinic chloride / CH₂Cl₂ / 17 h / 0 - 23 °C

3: 97 percent / CH₂Cl₂ / 1 h / 23 °C

4: 98 percent / triethylamine / CH₂Cl₂ / 2.5 h / 0 - 23 °C

With sodium hydroxide; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine; In 1,4-dioxane; dichloromethane;
DOI:10.1016/j.bmc.2006.01.067