6-[benzyl-(5-benzyloxycarbonylamino-5-tert-butoxycarbonyl-2-oxo-pentyl)-amino]-2-benzyloxycarbonylamino-5-oxo-hexanoic acid tert-butyl ester

Base Information

• Chemical Name: 6-[benzyl-(5-benzyloxycarbonylamino-5-tert-butoxycarbonyl-2-oxo-pentyl)-amino]-2-benzyloxycarbonylamino-5-oxo-hexanoic acid tert-butyl ester
• CAS No.: 410546-13-3
• Molecular Formula: C₄₃H₅₅N₃O₁₀
• Molecular Weight: 773.924
• Mol file: 410546-13-3.mol

Synonyms:

Chemical Property of 6-[benzyl-(5-benzyloxycarbonylamino-5-tert-butoxycarbonyl-2-oxo-pentyl)-amino]-2-benzyloxycarbonylamino-5-oxo-hexanoic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-[benzyl-(5-benzyloxycarbonylamino-5-tert-butoxycarbonyl-2-oxo-pentyl)-amino]-2-benzyloxycarbonylamino-5-oxo-hexanoic acid tert-butyl ester

There total 5 articles about 6-[benzyl-(5-benzyloxycarbonylamino-5-tert-butoxycarbonyl-2-oxo-pentyl)-amino]-2-benzyloxycarbonylamino-5-oxo-hexanoic acid tert-butyl 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:

benzylamine (100-46-9) + (S)-2-benzyloxycarbonylamino-6-bromo-5-oxohexanoic acid tert-butyl ester (224629-58-7) → 6-[benzyl-(5-benzyloxycarbonylamino-5-tert-butoxycarbonyl-2-oxo-pentyl)-amino]-2-benzyloxycarbonylamino-5-oxo-hexanoic acid tert-butyl ester (410546-13-3)

Guidance literature:

With potassium carbonate; In acetonitrile; at 25 ℃; for 8h;

DOI:10.1039/b105478n

Reference yield:

(S)-2-(benzyloxycarbonylamino)pentanedioic acid tert-butyl ester (5891-45-2) → 6-[benzyl-(5-benzyloxycarbonylamino-5-tert-butoxycarbonyl-2-oxo-pentyl)-amino]-2-benzyloxycarbonylamino-5-oxo-hexanoic acid tert-butyl ester (410546-13-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 4-methylmorpholine / tetrahydrofuran / 0.5 h / -20 °C

2: 9.44 g / tetrahydrofuran; diethyl ether / 12 h / 0 °C

3: 64 percent / thymol blue; HBr; AcOH / tetrahydrofuran / -5 °C

4: K₂CO₃ / acetonitrile / 8 h / 25 °C

With 4-methyl-morpholine; hydrogen bromide; thymol blue; potassium carbonate; acetic acid; In tetrahydrofuran; diethyl ether; acetonitrile;

DOI:10.1039/b105478n

Reference yield:

(S)-2-Benzyloxycarbonylamino-5-isobutoxycarbonyloxy-5-oxo-pentanoic acid tert-butyl ester → 6-[benzyl-(5-benzyloxycarbonylamino-5-tert-butoxycarbonyl-2-oxo-pentyl)-amino]-2-benzyloxycarbonylamino-5-oxo-hexanoic acid tert-butyl ester (410546-13-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 9.44 g / tetrahydrofuran; diethyl ether / 12 h / 0 °C

2: 64 percent / thymol blue; HBr; AcOH / tetrahydrofuran / -5 °C

3: K₂CO₃ / acetonitrile / 8 h / 25 °C

With hydrogen bromide; thymol blue; potassium carbonate; acetic acid; In tetrahydrofuran; diethyl ether; acetonitrile;

DOI:10.1039/b105478n

upstream raw materials:

benzylamine

(S)-2-benzyloxycarbonylamino-6-bromo-5-oxohexanoic acid tert-butyl ester

(S)-2-(benzyloxycarbonylamino)pentanedioic acid tert-butyl ester

(S)-2-benzyloxycarbonylamino-6-diazo-5-oxohexanoic acid tert-butyl ester