4-[tris(N-tert-butyloxycarbonyl)cyclen]-2-N-tert-butyloxycarbonylaminobutanoic acid benzyl ester

Base Information

• Chemical Name: 4-[tris(N-tert-butyloxycarbonyl)cyclen]-2-N-tert-butyloxycarbonylaminobutanoic acid benzyl ester
• CAS No.: 853947-75-8
• Molecular Formula: C₃₉H₆₅N₅O₁₀
• Molecular Weight: 763.973
• Mol file: 853947-75-8.mol

Synonyms:

Chemical Property of 4-[tris(N-tert-butyloxycarbonyl)cyclen]-2-N-tert-butyloxycarbonylaminobutanoic acid benzyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[tris(N-tert-butyloxycarbonyl)cyclen]-2-N-tert-butyloxycarbonylaminobutanoic acid benzyl ester

There total 6 articles about 4-[tris(N-tert-butyloxycarbonyl)cyclen]-2-N-tert-butyloxycarbonylaminobutanoic acid benzyl 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:

2-tert-butoxycarbonylamino-4-(1,4,7,10tetraaza-cyclododec-1-yl)-butyric acid benzyl ester + di-tert-butyl dicarbonate (24424-99-5) → 4-[tris(N-tert-butyloxycarbonyl)cyclen]-2-N-tert-butyloxycarbonylaminobutanoic acid benzyl ester (853947-75-8)

Guidance literature:

With triethylamine; In acetonitrile; at 20 ℃; for 10h;

DOI:10.1055/s-2005-861854

Reference yield:

N-tert-butyloxycarbonyl-O-tosyl-L-homoserine benzyl ester (116393-76-1) → 4-[tris(N-tert-butyloxycarbonyl)cyclen]-2-N-tert-butyloxycarbonylaminobutanoic acid benzyl ester (853947-75-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 73 percent / NaBr / acetone / 10 h / Heating

2: acetonitrile / 3 h / Heating

3: 5.3 g / Et₃N / acetonitrile / 10 h / 20 °C

With triethylamine; sodium bromide; In acetone; acetonitrile;

DOI:10.1055/s-2005-861854

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 4-[tris(N-tert-butyloxycarbonyl)cyclen]-2-N-tert-butyloxycarbonylaminobutanoic acid benzyl ester (853947-75-8)

Guidance literature:

Multi-step reaction with 6 steps

1: aq. NaHCO₃ / dioxane / 20 h / 20 °C

2: 21.6 g / Et₃N / acetone / 5 h / Heating

3: 80 percent / pyridine / CH₂Cl₂ / 0 °C

4: 73 percent / NaBr / acetone / 10 h / Heating

5: acetonitrile / 3 h / Heating

6: 5.3 g / Et₃N / acetonitrile / 10 h / 20 °C

With pyridine; sodium hydrogencarbonate; triethylamine; sodium bromide; In 1,4-dioxane; dichloromethane; acetone; acetonitrile;

DOI:10.1055/s-2005-861854

upstream raw materials:

di-tert-butyl dicarbonate

N-tert-butyloxycarbonyl-O-tosyl-L-homoserine benzyl ester

L-2-(tert-butyloxycarbonylamino)-4-hydroxybutyric acid

(S)-benzyl 2-((tert-butoxycarbonyl)amino)-4-hydroxybutanoate

Refernces