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

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Chemical Name:(S)-methyl 1-(2-(((S)-1-(2-((tert-butoxycarbonylamino)methyl)benzoyl)pyrrolidine-2-carboxamido)methyl)benzoyl)pyrrolidine-2-carboxylate
CAS No.:1374822-18-0
Molecular Formula:C₃₂H₄₀N₄O₇
Molecular Weight:592.692
Hs Code.:

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

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

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

There total 7 articles about (S)-methyl 1-(2-(((S)-1-(2-((tert-butoxycarbonylamino)methyl)benzoyl)pyrrolidine-2-carboxamido)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: 63.0%

: 1374822-16-8
(S)-methyl 1-(2-(aminomethyl)benzoyl)pyrrolidine-2-carboxylate

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

: 1374822-18-0
(S)-methyl 1-(2-(((S)-1-(2-((tert-butoxycarbonylamino)methyl)benzoyl)pyrrolidine-2-carboxamido)methyl)benzoyl)pyrrolidine-2-carboxylate

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; Cooling with ice;
DOI:10.1016/j.tet.2012.02.006

Reference yield:

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

: 1374822-18-0
(S)-methyl 1-(2-(((S)-1-(2-((tert-butoxycarbonylamino)methyl)benzoyl)pyrrolidine-2-carboxamido)methyl)benzoyl)pyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

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

2: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C / Cooling with ice

With lithium hydroxide monohydrate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; dichloromethane; water;
DOI:10.1016/j.tet.2012.02.006

Reference yield:

: 329781-57-9
methyl 2-(azidomethyl) benzoate

: 1374822-18-0
(S)-methyl 1-(2-(((S)-1-(2-((tert-butoxycarbonylamino)methyl)benzoyl)pyrrolidine-2-carboxamido)methyl)benzoyl)pyrrolidine-2-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

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

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

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

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

5: trifluoroacetic acid / dichloromethane / 1 h / 20 °C

6: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 20 °C / Cooling with ice

With oxalyl dichloride; palladium 10% on activated carbon; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N,N-dimethyl-formamide; trifluoroacetic acid; sodium hydroxide; In methanol; dichloromethane; ethyl acetate;
DOI:10.1016/j.tet.2012.02.006