(1S,3R,5S)-tert-butyl 3-((1-(4-(methoxycarbonyl)phenyl)cyclopropyl)carbamoyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate

Base Information

Chemical Name:(1S,3R,5S)-tert-butyl 3-((1-(4-(methoxycarbonyl)phenyl)cyclopropyl)carbamoyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate
CAS No.:1417743-72-6
Molecular Formula:C₂₂H₂₈N₂O₅
Molecular Weight:400.475
Hs Code.:

Synonyms:(1S,3R,5S)-tert-butyl 3-((1-(4-(methoxycarbonyl)phenyl)cyclopropyl)carbamoyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate

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Chemical Property of (1S,3R,5S)-tert-butyl 3-((1-(4-(methoxycarbonyl)phenyl)cyclopropyl)carbamoyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate

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Technology Process of (1S,3R,5S)-tert-butyl 3-((1-(4-(methoxycarbonyl)phenyl)cyclopropyl)carbamoyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate

There total 9 articles about (1S,3R,5S)-tert-butyl 3-((1-(4-(methoxycarbonyl)phenyl)cyclopropyl)carbamoyl)-2-azabicyclo[3.1.0]hexane-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:

: 1014645-87-4
methyl 4-(1-aminocyclopropyl)benzoate hydrochloride

: (3R)-2-(tert-butoxycarbonyl)-2-azabicyclo[3.1.0]hexane-3-carboxylic acid

: 1417743-71-5
(1R,3R,5R)-tert-butyl 3-((1-(4-(methoxycarbonyl)phenyl)cyclopropyl)carbamoyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate

: 1417743-72-6
(1S,3R,5S)-tert-butyl 3-((1-(4-(methoxycarbonyl)phenyl)cyclopropyl)carbamoyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate

Guidance literature:: With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Inert atmosphere;

Reference yield:

: 66673-40-3
(R)-5-hydroxymethylpyrrolidin-2-one

: 1417743-71-5
(1R,3R,5R)-tert-butyl 3-((1-(4-(methoxycarbonyl)phenyl)cyclopropyl)carbamoyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate

: 1417743-72-6
(1S,3R,5S)-tert-butyl 3-((1-(4-(methoxycarbonyl)phenyl)cyclopropyl)carbamoyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate

Guidance literature:: Multi-step reaction with 7 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 3 h / 20 °C

2.1: pyridine; dmap / dichloromethane / 3 h / 20 °C

2.2: 18 h

3.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 - -70 °C

3.2: 2 h / -35 °C

4.1: lithium triethylborohydride / tetrahydrofuran / 2 h / -78 °C

5.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 20 °C

6.1: sodium periodate / tetrachloromethane; water; acetonitrile / 0.08 h

6.2: 18 h / 20 °C

7.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

With pyridine; 1H-imidazole; dmap; sodium periodate; tetrabutyl ammonium fluoride; lithium triethylborohydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 138629-44-4
(R)-5-(tert-butyl-diphenyl-silanyloxymethyl)-pyrrolidin-2-one

: 1417743-71-5
(1R,3R,5R)-tert-butyl 3-((1-(4-(methoxycarbonyl)phenyl)cyclopropyl)carbamoyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate

: 1417743-72-6
(1S,3R,5S)-tert-butyl 3-((1-(4-(methoxycarbonyl)phenyl)cyclopropyl)carbamoyl)-2-azabicyclo[3.1.0]hexane-2-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: pyridine; dmap / dichloromethane / 3 h / 20 °C

1.2: 18 h

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 1 h / -78 - -70 °C

2.2: 2 h / -35 °C

3.1: lithium triethylborohydride / tetrahydrofuran / 2 h / -78 °C

4.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 18 h / 20 °C

5.1: sodium periodate / tetrachloromethane; water; acetonitrile / 0.08 h

5.2: 18 h / 20 °C

6.1: benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

With pyridine; dmap; sodium periodate; tetrabutyl ammonium fluoride; lithium triethylborohydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; tetrachloromethane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;