3-{methyl-[4-(2-methylbenzimidazol-1-yl)benzoyl]amino}-(R)-pyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Name:3-{methyl-[4-(2-methylbenzimidazol-1-yl)benzoyl]amino}-(R)-pyrrolidine-1-carboxylic acid tert-butyl ester
CAS No.:1087327-90-9
Molecular Formula:C₂₅H₃₀N₄O₃
Molecular Weight:434.538
Hs Code.:

Synonyms:3-{methyl-[4-(2-methylbenzimidazol-1-yl)benzoyl]amino}-(R)-pyrrolidine-1-carboxylic acid tert-butyl ester

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Chemical Property of 3-{methyl-[4-(2-methylbenzimidazol-1-yl)benzoyl]amino}-(R)-pyrrolidine-1-carboxylic acid tert-butyl ester

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Technology Process of 3-{methyl-[4-(2-methylbenzimidazol-1-yl)benzoyl]amino}-(R)-pyrrolidine-1-carboxylic acid tert-butyl ester

There total 5 articles about 3-{methyl-[4-(2-methylbenzimidazol-1-yl)benzoyl]amino}-(R)-pyrrolidine-1-carboxylic acid tert-butyl ester 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: 58.0%

: 1087327-87-4
3-[4-(2-methylbenzoimidazol-1-yl)benzoylamino]-(R)-pyrrolidine-1-carboxylic acid tert-butyl ester

: 74-88-4
methyl iodide

: 1087327-90-9
3-{methyl-[4-(2-methylbenzimidazol-1-yl)benzoyl]amino}-(R)-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: 3-[4-(2-methylbenzoimidazol-1-yl)benzoylamino]-(R)-pyrrolidine-1-carboxylic acid tert-butyl ester; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h;

methyl iodide; In tetrahydrofuran; at 20 ℃; for 18h;

Reference yield:

: 615-15-6
2-Methyl-1H-benzimidazole

: 1087327-90-9
3-{methyl-[4-(2-methylbenzimidazol-1-yl)benzoyl]amino}-(R)-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: potassium carbonate / dimethyl sulfoxide / 72 h / 80 °C

2: lithium hydroxide / 18 h / 20 °C

3: 4-methyl-morpholine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / 2 h / 20 °C

4: sodium hydride / N,N-dimethyl-formamide / 18 h / 20 °C

With 4-methyl-morpholine; sodium hydride; potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; lithium hydroxide; In dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.07.061

Reference yield:

: 884069-09-4
methyl 4-(2-methylbenzimidazol-1-yl)benzoate

: 1087327-90-9
3-{methyl-[4-(2-methylbenzimidazol-1-yl)benzoyl]amino}-(R)-pyrrolidine-1-carboxylic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: lithium hydroxide / 18 h / 20 °C

2: 4-methyl-morpholine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / 2 h / 20 °C

3: sodium hydride / N,N-dimethyl-formamide / 18 h / 20 °C

With 4-methyl-morpholine; sodium hydride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; lithium hydroxide; In N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2011.07.061