(S)-1-(2-((tert-butoxycarbonylamino)methyl)benzoyl)pyrrolidine-2-carboxylic acid

Base Information

Chemical Name:(S)-1-(2-((tert-butoxycarbonylamino)methyl)benzoyl)pyrrolidine-2-carboxylic acid
CAS No.:1374822-15-7
Molecular Formula:C₁₈H₂₄N₂O₅
Molecular Weight:348.399
Hs Code.:

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

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

Chemical Property:

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

There total 7 articles about (S)-1-(2-((tert-butoxycarbonylamino)methyl)benzoyl)pyrrolidine-2-carboxylic acid 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:

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

: 1374822-15-7
(S)-1-(2-((tert-butoxycarbonylamino)methyl)benzoyl)pyrrolidine-2-carboxylic acid

Guidance literature:: With lithium hydroxide monohydrate; In methanol; water; for 12h;
DOI:10.1016/j.tet.2012.02.006

Reference yield:

: 2417-73-4
methyl 2-bromomethylbenzoate

: 1374822-15-7
(S)-1-(2-((tert-butoxycarbonylamino)methyl)benzoyl)pyrrolidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 6 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

6: lithium hydroxide monohydrate / methanol; water / 12 h

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

Reference yield:

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

: 1374822-15-7
(S)-1-(2-((tert-butoxycarbonylamino)methyl)benzoyl)pyrrolidine-2-carboxylic acid

Guidance literature:: Multi-step reaction with 7 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

7: lithium hydroxide monohydrate / methanol; water / 12 h

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