2(R)-N-((2S)-3(RS)-hydroxy-4-oxo-4-(phenethylamino)-1-phenylbutan-2-yl)-1-tosyl-pyrrolidine-2-carboxamide

Base Information

• Chemical Name: 2(R)-N-((2S)-3(RS)-hydroxy-4-oxo-4-(phenethylamino)-1-phenylbutan-2-yl)-1-tosyl-pyrrolidine-2-carboxamide
• CAS No.: 910482-12-1
• Molecular Formula: C₃₀H₃₅N₃O₅S
• Molecular Weight: 549.691
• Mol file: 910482-12-1.mol

Synonyms:2(R)-N-((2S)-3(RS)-hydroxy-4-oxo-4-(phenethylamino)-1-phenylbutan-2-yl)-1-tosyl-pyrrolidine-2-carboxamide

Chemical Property of 2(R)-N-((2S)-3(RS)-hydroxy-4-oxo-4-(phenethylamino)-1-phenylbutan-2-yl)-1-tosyl-pyrrolidine-2-carboxamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2(R)-N-((2S)-3(RS)-hydroxy-4-oxo-4-(phenethylamino)-1-phenylbutan-2-yl)-1-tosyl-pyrrolidine-2-carboxamide

There total 4 articles about 2(R)-N-((2S)-3(RS)-hydroxy-4-oxo-4-(phenethylamino)-1-phenylbutan-2-yl)-1-tosyl-pyrrolidine-2-carboxamide 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: 93.1%

(R)-N-tosylproline (110771-95-4) + 3(S)-3-amino-2(RS)-hydroxy-N-phenethyl-4-phenylbutanamide (316830-81-6) → 2(R)-N-((2S)-3(RS)-hydroxy-4-oxo-4-(phenethylamino)-1-phenylbutan-2-yl)-1-tosyl-pyrrolidine-2-carboxamide (910482-12-1)

Guidance literature:

With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 20 ℃;

DOI:10.1021/jm050849w

Reference yield:

2(RS)-hydroxy-3(S)-amino-4-phenylbutanoic acid (209173-80-8) → 2(R)-N-((2S)-3(RS)-hydroxy-4-oxo-4-(phenethylamino)-1-phenylbutan-2-yl)-1-tosyl-pyrrolidine-2-carboxamide (910482-12-1)

Guidance literature:

Multi-step reaction with 4 steps

1: aq. NaOH / 2-methyl-propan-2-ol / 20 °C

2: EDC; HOBT; NMM / CH₂Cl₂ / 20 °C

3: 53 percent / TFA / CH₂Cl₂ / 4 h / 20 °C

4: 93.1 percent / EDC; HOBT; NMM / CH₂Cl₂ / 20 °C

With 4-methyl-morpholine; sodium hydroxide; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In dichloromethane; tert-butyl alcohol;

DOI:10.1021/jm050849w

Reference yield:

3(S)-(N-tert-butoxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyric acid (191849-93-1) → 2(R)-N-((2S)-3(RS)-hydroxy-4-oxo-4-(phenethylamino)-1-phenylbutan-2-yl)-1-tosyl-pyrrolidine-2-carboxamide (910482-12-1)

Guidance literature:

Multi-step reaction with 3 steps

1: EDC; HOBT; NMM / CH₂Cl₂ / 20 °C

2: 53 percent / TFA / CH₂Cl₂ / 4 h / 20 °C

3: 93.1 percent / EDC; HOBT; NMM / CH₂Cl₂ / 20 °C

With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/jm050849w

upstream raw materials:

(R)-N-tosylproline

3(S)-3-amino-2(RS)-hydroxy-N-phenethyl-4-phenylbutanamide

2(RS)-hydroxy-3(S)-amino-4-phenylbutanoic acid

3(S)-(N-tert-butoxycarbonylamino)-2(R,S)-hydroxy-4-phenylbutyric acid