(S)-2-[2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-phenylamino]-3-methyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester

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Chemical Name:(S)-2-[2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-phenylamino]-3-methyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester
CAS No.:174363-73-6
Molecular Formula:C₂₃H₃₃N₃O₇
Molecular Weight:463.531
Hs Code.:

Synonyms:(S)-2-[2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-phenylamino]-3-methyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester

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Chemical Property of (S)-2-[2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-phenylamino]-3-methyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester

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Technology Process of (S)-2-[2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-phenylamino]-3-methyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester

There total 7 articles about (S)-2-[2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-phenylamino]-3-methyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl 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:

: 3182-95-4
L-Phenylalaninol

: 174363-73-6
(S)-2-[2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-phenylamino]-3-methyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: Na₂CO₃ / H₂O / 4 h / Ambient temperature

2: Et₃N / Ambient temperature

3: 1.) HNO₃, Ac₂O, 2.) H₂ / 2.) Pd/C / 1.) RT, 24 h, 2.) EtOAc, 1 atm, RT, 24 h

4: 70 percent / 2,6-lutidine / CH₂Cl₂ / 10 h / 70 °C

5: aq. KOH / methanol / 72 h / 30 °C

6: NaHCO₃ / 24 h / Ambient temperature

7: 1.79 g / DCC, HOBt / acetonitrile / Ambient temperature

With 2,6-dimethylpyridine; potassium hydroxide; hydrogen; nitric acid; acetic anhydride; sodium hydrogencarbonate; sodium carbonate; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane; water; acetonitrile;
DOI:10.1021/jm960875h

Reference yield:

: 161646-29-3
(S)-ethyl (1-hydroxy-3-phenylpropan-2-yl)carbamate

: 174363-73-6
(S)-2-[2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-phenylamino]-3-methyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: Et₃N / Ambient temperature

2: 1.) HNO₃, Ac₂O, 2.) H₂ / 2.) Pd/C / 1.) RT, 24 h, 2.) EtOAc, 1 atm, RT, 24 h

3: 70 percent / 2,6-lutidine / CH₂Cl₂ / 10 h / 70 °C

4: aq. KOH / methanol / 72 h / 30 °C

5: NaHCO₃ / 24 h / Ambient temperature

6: 1.79 g / DCC, HOBt / acetonitrile / Ambient temperature

With 2,6-dimethylpyridine; potassium hydroxide; hydrogen; nitric acid; acetic anhydride; sodium hydrogencarbonate; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane; acetonitrile;
DOI:10.1021/jm960875h

Reference yield:

: 188935-00-4
Acetic acid (S)-2-ethoxycarbonylamino-3-phenyl-propyl ester

: 174363-73-6
(S)-2-[2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-phenylamino]-3-methyl-butyric acid 2,5-dioxo-pyrrolidin-1-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) HNO₃, Ac₂O, 2.) H₂ / 2.) Pd/C / 1.) RT, 24 h, 2.) EtOAc, 1 atm, RT, 24 h

2: 70 percent / 2,6-lutidine / CH₂Cl₂ / 10 h / 70 °C

3: aq. KOH / methanol / 72 h / 30 °C

4: NaHCO₃ / 24 h / Ambient temperature

5: 1.79 g / DCC, HOBt / acetonitrile / Ambient temperature

With 2,6-dimethylpyridine; potassium hydroxide; hydrogen; nitric acid; acetic anhydride; sodium hydrogencarbonate; benzotriazol-1-ol; dicyclohexyl-carbodiimide; palladium on activated charcoal; In methanol; dichloromethane; acetonitrile;
DOI:10.1021/jm960875h