(S)-methyl 1-(2-((tert-butoxycarbonylamino)methyl)benzoyl)pyrrolidine-2-carboxylate

Base Information

Chemical Name:(S)-methyl 1-(2-((tert-butoxycarbonylamino)methyl)benzoyl)pyrrolidine-2-carboxylate
CAS No.:1374822-14-6
Molecular Formula:C₁₉H₂₆N₂O₅
Molecular Weight:362.426
Hs Code.:

Synonyms:(S)-methyl 1-(2-((tert-butoxycarbonylamino)methyl)benzoyl)pyrrolidine-2-carboxylate

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Chemical Property of (S)-methyl 1-(2-((tert-butoxycarbonylamino)methyl)benzoyl)pyrrolidine-2-carboxylate

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Technology Process of (S)-methyl 1-(2-((tert-butoxycarbonylamino)methyl)benzoyl)pyrrolidine-2-carboxylate

There total 6 articles about (S)-methyl 1-(2-((tert-butoxycarbonylamino)methyl)benzoyl)pyrrolidine-2-carboxylate 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: 93.0%

: 24424-99-5
di-tert-butyl dicarbonate

: 1374822-13-5
(S)-methyl 1-(2-(azidomethyl)benzoyl)pyrrolidine-2-carboxylate

: 1374822-14-6
(S)-methyl 1-(2-((tert-butoxycarbonylamino)methyl)benzoyl)pyrrolidine-2-carboxylate

Guidance literature:: With palladium 10% on activated carbon; hydrogen; triethylamine; In ethyl acetate; at 20 ℃; for 5h; under 3102.97 Torr;
DOI:10.1016/j.tet.2012.02.006

Reference yield:

: 2417-73-4
methyl 2-bromomethylbenzoate

: 1374822-14-6
(S)-methyl 1-(2-((tert-butoxycarbonylamino)methyl)benzoyl)pyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: sodium azide / methanol / 24 h / Reflux

2: sodium hydroxide / methanol / 0.5 h / 20 °C

3: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0 - 20 °C

4: triethylamine / dichloromethane / 20 °C / Cooling with ice

5: palladium 10% on activated carbon; hydrogen; triethylamine / ethyl acetate / 5 h / 20 °C / 3102.97 Torr

With sodium azide; oxalyl dichloride; palladium 10% on activated carbon; hydrogen; triethylamine; N,N-dimethyl-formamide; sodium hydroxide; In methanol; dichloromethane; ethyl acetate;
DOI:10.1016/j.tet.2012.02.006

Reference yield:

: 89-71-4
2-Methyl-benzoic acid methyl ester

: 1374822-14-6
(S)-methyl 1-(2-((tert-butoxycarbonylamino)methyl)benzoyl)pyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1: N-Bromosuccinimide; dibenzoyl peroxide / tetrachloromethane / 1 h / Reflux

2: sodium azide / methanol / 24 h / Reflux

3: sodium hydroxide / methanol / 0.5 h / 20 °C

4: oxalyl dichloride; N,N-dimethyl-formamide / dichloromethane / 0 - 20 °C

5: triethylamine / dichloromethane / 20 °C / Cooling with ice

6: palladium 10% on activated carbon; hydrogen; triethylamine / ethyl acetate / 5 h / 20 °C / 3102.97 Torr

With N-Bromosuccinimide; sodium azide; oxalyl dichloride; palladium 10% on activated carbon; hydrogen; triethylamine; N,N-dimethyl-formamide; sodium hydroxide; dibenzoyl peroxide; In methanol; tetrachloromethane; dichloromethane; ethyl acetate;
DOI:10.1016/j.tet.2012.02.006