(2S)-[(2S)-benzyloxycarbonylaminopropionylamino]-5-{[(3S)-((1S)-methylpropyl)-4-oxooxetane-(2R)-carbonyl]amino}pentanoic acid 4-carboxylphenylmethyl ester

Base Information

• Chemical Name: (2S)-[(2S)-benzyloxycarbonylaminopropionylamino]-5-{[(3S)-((1S)-methylpropyl)-4-oxooxetane-(2R)-carbonyl]amino}pentanoic acid 4-carboxylphenylmethyl ester
• CAS No.: 1350629-60-5
• Molecular Formula: C₃₂H₃₉N₃O₁₀
• Molecular Weight: 625.676
• Mol file: 1350629-60-5.mol

Synonyms:(2S)-[(2S)-benzyloxycarbonylaminopropionylamino]-5-{[(3S)-((1S)-methylpropyl)-4-oxooxetane-(2R)-carbonyl]amino}pentanoic acid 4-carboxylphenylmethyl ester

Chemical Property of (2S)-[(2S)-benzyloxycarbonylaminopropionylamino]-5-{[(3S)-((1S)-methylpropyl)-4-oxooxetane-(2R)-carbonyl]amino}pentanoic acid 4-carboxylphenylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S)-[(2S)-benzyloxycarbonylaminopropionylamino]-5-{[(3S)-((1S)-methylpropyl)-4-oxooxetane-(2R)-carbonyl]amino}pentanoic acid 4-carboxylphenylmethyl ester

There total 7 articles about (2S)-[(2S)-benzyloxycarbonylaminopropionylamino]-5-{[(3S)-((1S)-methylpropyl)-4-oxooxetane-(2R)-carbonyl]amino}pentanoic acid 4-carboxylphenylmethyl 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: 99.0%

(2S)-[(2S)-benzyloxycarbonylaminopropionylamino]-5-{[(3S)-((1S)-methylpropyl)-4-oxooxetane-(2R)-carbonyl]amino}pentanoic acid 4-(tert-butyloxycarbonyl)phenylmethyl ester (1350629-59-2) → (2S)-[(2S)-benzyloxycarbonylaminopropionylamino]-5-{[(3S)-((1S)-methylpropyl)-4-oxooxetane-(2R)-carbonyl]amino}pentanoic acid 4-carboxylphenylmethyl ester (1350629-60-5)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; Cooling; Inert atmosphere;

DOI:10.1039/c1ob05661a

Reference yield:

C22H34N2O6 → (2S)-[(2S)-benzyloxycarbonylaminopropionylamino]-5-{[(3S)-((1S)-methylpropyl)-4-oxooxetane-(2R)-carbonyl]amino}pentanoic acid 4-carboxylphenylmethyl ester (1350629-60-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

1.2: 16 h / 0 - 20 °C / Inert atmosphere

2.1: hydrogenchloride; triethylsilane / ethyl acetate / 3 h / Inert atmosphere

2.2: 20 °C / Cooling; Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane / Cooling; Inert atmosphere

With hydrogenchloride; triethylsilane; 1-hydroxy-7-aza-benzotriazole; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; trifluoroacetic acid; In dichloromethane; ethyl acetate;

DOI:10.1039/c1ob05661a

Reference yield:

(S)-benzyloxycarbonylalanyl-(S)-(Nδ-tert-butyloxycarbonyl)-ornithine 4-(tert-butoxycarbonyl)phenylmethyl ester (1350629-67-2) → (2S)-[(2S)-benzyloxycarbonylaminopropionylamino]-5-{[(3S)-((1S)-methylpropyl)-4-oxooxetane-(2R)-carbonyl]amino}pentanoic acid 4-carboxylphenylmethyl ester (1350629-60-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: hydrogenchloride; triethylsilane / ethyl acetate / 3 h / Inert atmosphere

1.2: 20 °C / Cooling; Inert atmosphere

2.1: trifluoroacetic acid / dichloromethane / Cooling; Inert atmosphere

With hydrogenchloride; triethylsilane; trifluoroacetic acid; In dichloromethane; ethyl acetate;

DOI:10.1039/c1ob05661a

upstream raw materials:

5-tert-butyloxycarbonylamino-(2S)-(9H-fluoren-9-ylmethoxycarbonylamino)pentanoic acid (4-tert-butyloxycarbonylphenyl)methyl ester

(S)-benzyloxycarbonylalanyl-(S)-(Nδ-tert-butyloxycarbonyl)-ornithine 4-(tert-butoxycarbonyl)phenylmethyl ester

(2S)-[(2S)-benzyloxycarbonylaminopropionylamino]-5-{[(3S)-((1S)-methylpropyl)-4-oxooxetane-(2R)-carbonyl]amino}pentanoic acid 4-(tert-butyloxycarbonyl)phenylmethyl ester

di-tert-butyl terephthalate