2-Oxa-3,6,9-triazadecan-10-oic acid, 3-methyl-8-(2-methylpropyl)-4,7-dioxo-5-(2-phenylethyl)-, phenylmethyl ester, (5S,8S)-

Base Information

• Chemical Name: 2-Oxa-3,6,9-triazadecan-10-oic acid, 3-methyl-8-(2-methylpropyl)-4,7-dioxo-5-(2-phenylethyl)-, phenylmethyl ester, (5S,8S)-
• CAS No.: 294885-34-0
• Molecular Formula: C26H35N3O5
• Molecular Weight: 469.581
• Mol file: 294885-34-0.mol

Synonyms:

Chemical Property of 2-Oxa-3,6,9-triazadecan-10-oic acid, 3-methyl-8-(2-methylpropyl)-4,7-dioxo-5-(2-phenylethyl)-, phenylmethyl ester, (5S,8S)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Oxa-3,6,9-triazadecan-10-oic acid, 3-methyl-8-(2-methylpropyl)-4,7-dioxo-5-(2-phenylethyl)-, phenylmethyl ester, (5S,8S)-

There total 2 articles about 2-Oxa-3,6,9-triazadecan-10-oic acid, 3-methyl-8-(2-methylpropyl)-4,7-dioxo-5-(2-phenylethyl)-, phenylmethyl ester, (5S,8S)- 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: 66.0%

2-(2-{[(benzyloxy)carbonyl]amino}-4-methylpentanoylamino)-4-phenylbutanoic acid (1256776-43-8) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → benzyl 1-(1-(methoxy(methyl)amino)-1-oxo-4-phenylbutan-2-ylamino)-4-methyl-1-oxopent-2-ylcarbamate (294885-34-0)

Guidance literature:

With dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1021/jm1009567

Reference yield:

2-(2-{[(benzyloxy)carbonyl]amino}-4-methylpentanoylamino)-4-phenylbutanoic acid methyl ester (1256776-36-9) → benzyl 1-(1-(methoxy(methyl)amino)-1-oxo-4-phenylbutan-2-ylamino)-4-methyl-1-oxopent-2-ylcarbamate (294885-34-0)

Guidance literature:

Multi-step reaction with 2 steps

1: water; sodium hydroxide / methanol / 20 °C

2: dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / dichloromethane / 0 - 20 °C / Inert atmosphere

With dmap; water; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In methanol; dichloromethane;

DOI:10.1021/jm1009567

Reference yield: 80.0%

benzyl 1-(1-(methoxy(methyl)amino)-1-oxo-4-phenylbutan-2-ylamino)-4-methyl-1-oxopent-2-ylcarbamate (294885-34-0) + ethyl chloromethyl ether (3188-13-4) → benzyl 1-(1-ethoxy-2-oxo-5-phenylpentan-3-ylamino)-4-methyl-1-oxopentan-2-ylcarbamate

Guidance literature:

ethyl chloromethyl ether; With magnesium; mercury dichloride; In tetrahydrofuran; Reflux; Inert atmosphere;

benzyl 1-(1-(methoxy(methyl)amino)-1-oxo-4-phenylbutan-2-ylamino)-4-methyl-1-oxopent-2-ylcarbamate; In tetrahydrofuran; at -78 - -25 ℃; for 0.75h; Inert atmosphere;

DOI:10.1021/jm1009567

upstream raw materials:

2-(2-{[(benzyloxy)carbonyl]amino}-4-methylpentanoylamino)-4-phenylbutanoic acid

N,O-dimethylhydroxylamine*hydrochloride

2-(2-{[(benzyloxy)carbonyl]amino}-4-methylpentanoylamino)-4-phenylbutanoic acid methyl ester

Downstream raw materials:

benzyl 1-(2-oxo-1-phenoxy-5-phenylpentan-3-ylcarbamoyl)-3-methylbutylcarbamate

C₃₆H₄₈N₂O₇

C₃₇H₅₀N₂O₇