[((S)-2-Benzyloxycarbonylamino-3-methyl-butyryl)-bicyclo[2.2.1]hept-2-yl-amino]-acetic acid ethyl ester

Base Information

• Chemical Name: [((S)-2-Benzyloxycarbonylamino-3-methyl-butyryl)-bicyclo[2.2.1]hept-2-yl-amino]-acetic acid ethyl ester
• CAS No.: 131506-08-6
• Molecular Formula: C₂₄H₃₄N₂O₅
• Molecular Weight: 430.544
• Mol file: 131506-08-6.mol

Synonyms:[((S)-2-Benzyloxycarbonylamino-3-methyl-butyryl)-bicyclo[2.2.1]hept-2-yl-amino]-acetic acid ethyl ester

Chemical Property of [((S)-2-Benzyloxycarbonylamino-3-methyl-butyryl)-bicyclo[2.2.1]hept-2-yl-amino]-acetic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [((S)-2-Benzyloxycarbonylamino-3-methyl-butyryl)-bicyclo[2.2.1]hept-2-yl-amino]-acetic acid ethyl ester

There total 1 articles about [((S)-2-Benzyloxycarbonylamino-3-methyl-butyryl)-bicyclo[2.2.1]hept-2-yl-amino]-acetic acid ethyl 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:

(S)-N-(benzyloxycarbonyl)valine (1149-26-4) + exo-N-bicyclo[2.2.1]hept-2-yl-glycine ethyl ester (84827-39-4) → [((S)-2-Benzyloxycarbonylamino-3-methyl-butyryl)-bicyclo[2.2.1]hept-2-yl-amino]-acetic acid ethyl ester (131506-08-6)

Guidance literature:

With 1,1'-carbonyldiimidazole; In dichloromethane; for 16h; Ambient temperature;

DOI:10.1021/jm00082a005

Reference yield:

[((S)-2-Benzyloxycarbonylamino-3-methyl-butyryl)-bicyclo[2.2.1]hept-2-yl-amino]-acetic acid ethyl ester (131506-08-6) → N-((S)-1-{Bicyclo[2.2.1]hept-2-yl-[(3,3,3-trifluoro-2-hydroxy-1-isopropyl-propylcarbamoyl)-methyl]-carbamoyl}-2-methyl-propyl)-4-(4-chloro-benzenesulfonylaminocarbonyl)-benzamide (131506-16-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 1 N aq. KOH / ethanol / 16 h / Ambient temperature

2: 1.) CDI, 2.) Et₃N / 1.) CH₂Cl₂, RT, 2 h, 2.) CH₂Cl₂, 16 h

3: H₂ / 10percent Pd/C / ethanol / 3 h / 2327.2 Torr

4: HOBT, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (WSCDI) / tetrahydrofuran / 4.5 h / 0 - 20 °C

With potassium hydroxide; hydrogen; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In tetrahydrofuran; ethanol;

DOI:10.1021/jm00082a005

Reference yield:

[((S)-2-Benzyloxycarbonylamino-3-methyl-butyryl)-bicyclo[2.2.1]hept-2-yl-amino]-acetic acid ethyl ester (131506-08-6) → N-((S)-1-{Bicyclo[2.2.1]hept-2-yl-[(3,3,3-trifluoro-1-isopropyl-2-oxo-propylcarbamoyl)-methyl]-carbamoyl}-2-methyl-propyl)-4-(4-chloro-benzenesulfonylaminocarbonyl)-benzamide (129601-49-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 1 N aq. KOH / ethanol / 16 h / Ambient temperature

2: 1.) CDI, 2.) Et₃N / 1.) CH₂Cl₂, RT, 2 h, 2.) CH₂Cl₂, 16 h

3: H₂ / 10percent Pd/C / ethanol / 3 h / 2327.2 Torr

4: HOBT, 1-<3-(dimethylamino)propyl>-3-ethylcarbodiimide hydrochloride (WSCDI) / tetrahydrofuran / 4.5 h / 0 - 20 °C

5: Dess-Martin periodinane reagent, CF₃COOH / tetrahydrofuran; CH₂Cl₂ / 16 h / Ambient temperature

With potassium hydroxide; hydrogen; benzotriazol-1-ol; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; 1,1'-carbonyldiimidazole; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1021/jm00082a005

upstream raw materials:

(S)-N-(benzyloxycarbonyl)valine

exo-N-bicyclo[2.2.1]hept-2-yl-glycine ethyl ester

Downstream raw materials:

[((S)-2-Benzyloxycarbonylamino-3-methyl-butyryl)-bicyclo[2.2.1]hept-2-yl-amino]-acetic acid

((S)-1-{Bicyclo[2.2.1]hept-2-yl-[(3,3,3-trifluoro-2-hydroxy-1-isopropyl-propylcarbamoyl)-methyl]-carbamoyl}-2-methyl-propyl)-carbamic acid benzyl ester

N-((S)-1-{Bicyclo[2.2.1]hept-2-yl-[(3,3,3-trifluoro-2-hydroxy-1-isopropyl-propylcarbamoyl)-methyl]-carbamoyl}-2-methyl-propyl)-4-(4-chloro-benzenesulfonylaminocarbonyl)-benzamide

N-((S)-1-{Bicyclo[2.2.1]hept-2-yl-[(3,3,3-trifluoro-1-isopropyl-2-oxo-propylcarbamoyl)-methyl]-carbamoyl}-2-methyl-propyl)-4-(4-chloro-benzenesulfonylaminocarbonyl)-benzamide