{(S)-5-Benzylcarbamoyl-5-[(4R,5S)-1-(3,3-diphenyl-propionyl)-6-oxo-4-phenyl-1,7-diaza-spiro[4.4]non-7-yl]-pentyl}-carbamic acid benzyl ester

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Chemical Name:{(S)-5-Benzylcarbamoyl-5-[(4R,5S)-1-(3,3-diphenyl-propionyl)-6-oxo-4-phenyl-1,7-diaza-spiro[4.4]non-7-yl]-pentyl}-carbamic acid benzyl ester
CAS No.:214221-08-6
Molecular Formula:C₄₉H₅₂N₄O₅
Molecular Weight:776.976
Hs Code.:

Synonyms:{(S)-5-Benzylcarbamoyl-5-[(4R,5S)-1-(3,3-diphenyl-propionyl)-6-oxo-4-phenyl-1,7-diaza-spiro[4.4]non-7-yl]-pentyl}-carbamic acid benzyl ester

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Chemical Property of {(S)-5-Benzylcarbamoyl-5-[(4R,5S)-1-(3,3-diphenyl-propionyl)-6-oxo-4-phenyl-1,7-diaza-spiro[4.4]non-7-yl]-pentyl}-carbamic acid benzyl ester

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Technology Process of {(S)-5-Benzylcarbamoyl-5-[(4R,5S)-1-(3,3-diphenyl-propionyl)-6-oxo-4-phenyl-1,7-diaza-spiro[4.4]non-7-yl]-pentyl}-carbamic acid benzyl ester

There total 8 articles about {(S)-5-Benzylcarbamoyl-5-[(4R,5S)-1-(3,3-diphenyl-propionyl)-6-oxo-4-phenyl-1,7-diaza-spiro[4.4]non-7-yl]-pentyl}-carbamic 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:

: 37089-77-3
3,3-diphenylpropanoyl chloride

: 214221-08-6
{(S)-5-Benzylcarbamoyl-5-[(4R,5S)-1-(3,3-diphenyl-propionyl)-6-oxo-4-phenyl-1,7-diaza-spiro[4.4]non-7-yl]-pentyl}-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 64 percent / Et₃N / CH₂Cl₂ / 12 h / Ambient temperature

2: 12 percent / EDCI, HOBt, TEA / CH₂Cl₂ / 12 h / Ambient temperature

3: 1.) MeI; 2.) K₂CO₃ / 1.) r.t., 24 h; 2.) THF, r.t., 16 h

4: 81 percent / aq. NaOH / tetrahydrofuran / 12 h / Ambient temperature

5: 44 percent / EDCI, HOBt / CH₂Cl₂ / 24 h / Ambient temperature

With sodium hydroxide; TEA; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; methyl iodide; In tetrahydrofuran; dichloromethane;
DOI:10.1246/cl.1998.943

Reference yield:

: (2R,3S)-1-Acetyl-2-(2-methylsulfanyl-ethyl)-3-phenyl-pyrrolidine-2-carboxylic acid

: 214221-08-6
{(S)-5-Benzylcarbamoyl-5-[(4R,5S)-1-(3,3-diphenyl-propionyl)-6-oxo-4-phenyl-1,7-diaza-spiro[4.4]non-7-yl]-pentyl}-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 86 percent / HCl / acetic acid / 24 h / 100 °C

2: 64 percent / Et₃N / CH₂Cl₂ / 12 h / Ambient temperature

3: 12 percent / EDCI, HOBt, TEA / CH₂Cl₂ / 12 h / Ambient temperature

4: 1.) MeI; 2.) K₂CO₃ / 1.) r.t., 24 h; 2.) THF, r.t., 16 h

5: 81 percent / aq. NaOH / tetrahydrofuran / 12 h / Ambient temperature

6: 44 percent / EDCI, HOBt / CH₂Cl₂ / 24 h / Ambient temperature

With hydrogenchloride; sodium hydroxide; TEA; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; methyl iodide; In tetrahydrofuran; dichloromethane; acetic acid;
DOI:10.1246/cl.1998.943

Reference yield:

: 214220-96-9
1-Acetyl-5-hydroxy-2-(2-methylsulfanyl-ethyl)-3-phenyl-pyrrolidine-2-carboxylic acid ethyl ester

: 214221-08-6
{(S)-5-Benzylcarbamoyl-5-[(4R,5S)-1-(3,3-diphenyl-propionyl)-6-oxo-4-phenyl-1,7-diaza-spiro[4.4]non-7-yl]-pentyl}-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: 100 percent / Et₃SiH, CF₃CO₂H / 1 h / 10 °C

2: 57 percent / NaOH / ethanol / 72 h / Heating

3: 86 percent / HCl / acetic acid / 24 h / 100 °C

4: 64 percent / Et₃N / CH₂Cl₂ / 12 h / Ambient temperature

5: 12 percent / EDCI, HOBt, TEA / CH₂Cl₂ / 12 h / Ambient temperature

6: 1.) MeI; 2.) K₂CO₃ / 1.) r.t., 24 h; 2.) THF, r.t., 16 h

7: 81 percent / aq. NaOH / tetrahydrofuran / 12 h / Ambient temperature

8: 44 percent / EDCI, HOBt / CH₂Cl₂ / 24 h / Ambient temperature

With hydrogenchloride; triethylsilane; sodium hydroxide; TEA; potassium carbonate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; trifluoroacetic acid; methyl iodide; In tetrahydrofuran; ethanol; dichloromethane; acetic acid;
DOI:10.1246/cl.1998.943