4-tert-butoxycarbonylamino-3-hydroxy-azepane-1-carboxylic acid benzyl ester

Base Information

Chemical Name:4-tert-butoxycarbonylamino-3-hydroxy-azepane-1-carboxylic acid benzyl ester
CAS No.:281221-20-3
Molecular Formula:C₁₉H₂₈N₂O₅
Molecular Weight:364.442
Hs Code.:

Synonyms:4-tert-butoxycarbonylamino-3-hydroxy-azepane-1-carboxylic acid benzyl ester

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Chemical Property of 4-tert-butoxycarbonylamino-3-hydroxy-azepane-1-carboxylic acid benzyl ester

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Technology Process of 4-tert-butoxycarbonylamino-3-hydroxy-azepane-1-carboxylic acid benzyl ester

There total 2 articles about 4-tert-butoxycarbonylamino-3-hydroxy-azepane-1-carboxylic acid benzyl 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:

: 24424-99-5
di-tert-butyl dicarbonate

: 150989-59-6
8-oxo-3-azabicyclo[5.1.0]octane-3-carboxylic acid benzyl ester

: 281221-20-3
4-tert-butoxycarbonylamino-3-hydroxy-azepane-1-carboxylic acid benzyl ester

: benzyl 3-((tert-butoxycarbonyl)amino)-4-hydroxyazepane-1-carboxylate

Guidance literature:: 8-oxo-3-azabicyclo[5.1.0]octane-3-carboxylic acid benzyl ester; With ammonium hydroxide; In methanol; at 80 ℃; for 16h;

di-tert-butyl dicarbonate; With triethylamine; In dichloromethane; at 20 ℃; for 3h;

Reference yield:

: 150989-62-1
2,3,4,7-tetrahydro-azepine-1-carboxylic acid benzyl ester

: 281221-20-3
4-tert-butoxycarbonylamino-3-hydroxy-azepane-1-carboxylic acid benzyl ester

: benzyl 3-((tert-butoxycarbonyl)amino)-4-hydroxyazepane-1-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane

2.1: ammonium hydroxide / methanol / 16 h / 80 °C

2.2: 3 h / 20 °C

With ammonium hydroxide; 3-chloro-benzenecarboperoxoic acid; In methanol; dichloromethane;

Reference yield:

: 281221-20-3
4-tert-butoxycarbonylamino-3-hydroxy-azepane-1-carboxylic acid benzyl ester

: Benzofuran-2-carboxylic acid {(S)-1-[(S)-3-oxo-1-(pyridine-2-sulfonyl)-azepan-4-ylcarbamoyl]-2-phenyl-ethyl}-amide

Guidance literature:: Multi-step reaction with 7 steps

1: H₂ / Pd/C / methanol

2: NaHCO₃ / CH₂Cl₂

3: HCl / methanol; dioxane / 20 °C

4: 58 percent / TEA; EDC; HOBt / CH₂Cl₂ / 20 °C

5: HCl / methanol; dioxane / 20 °C

6: 0.17 g / EDC; HOBt; TEA / CH₂Cl₂ / 22 h / 20 °C

7: 0.074 g / Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

With hydrogenchloride; TEA; hydrogen; sodium hydrogencarbonate; benzotriazol-1-ol; Dess-Martin periodane; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane;
DOI:10.1021/jm0502079