bis-N-benzyloxycarbonyl-1-N-(4-benzyloxycarbonylaminobutyloxycarbonyl)gentamicin B

Base Information

• Chemical Name: bis-N-benzyloxycarbonyl-1-N-(4-benzyloxycarbonylaminobutyloxycarbonyl)gentamicin B
• CAS No.: 73352-66-6
• Molecular Formula: C₄₈H₆₅N₅O₁₈
• Molecular Weight: 1000.07
• Mol file: 73352-66-6.mol

Synonyms:bis-N-benzyloxycarbonyl-1-N-(4-benzyloxycarbonylaminobutyloxycarbonyl)gentamicin B

Chemical Property of bis-N-benzyloxycarbonyl-1-N-(4-benzyloxycarbonylaminobutyloxycarbonyl)gentamicin B

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of bis-N-benzyloxycarbonyl-1-N-(4-benzyloxycarbonylaminobutyloxycarbonyl)gentamicin B

There total 4 articles about bis-N-benzyloxycarbonyl-1-N-(4-benzyloxycarbonylaminobutyloxycarbonyl)gentamicin B 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: 79.0%

N-(4-benzyloxycarbonylaminobutyloxycarbonyloxy)sucinimide (73352-51-9) + 3,6'-bis-N-benzyloxycarbonylgentamicin B (66567-23-5) → bis-N-benzyloxycarbonyl-1-N-(4-benzyloxycarbonylaminobutyloxycarbonyl)gentamicin B (73352-66-6)

Guidance literature:

With triethylamine; In methanol; water; at 25 ℃; for 21h; pH = 9.0;

DOI:10.1039/P19810002186

Reference yield:

benzyl 4-hydroxybutylcarbamate (17996-13-3) → bis-N-benzyloxycarbonyl-1-N-(4-benzyloxycarbonylaminobutyloxycarbonyl)gentamicin B (73352-66-6)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / CH₂Cl₂ / 3 h / 25 °C

2: 93 percent / pyridine / ethyl acetate / 1 h / 25 °C

3: 79 percent / triethylamine / methanol; H₂O / 21 h / 25 °C / pH = 9.0

With pyridine; triethylamine; In methanol; dichloromethane; water; ethyl acetate;

DOI:10.1039/P19810002186

Reference yield:

C13H16ClNO4 → bis-N-benzyloxycarbonyl-1-N-(4-benzyloxycarbonylaminobutyloxycarbonyl)gentamicin B (73352-66-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / pyridine / ethyl acetate / 1 h / 25 °C

2: 79 percent / triethylamine / methanol; H₂O / 21 h / 25 °C / pH = 9.0

With pyridine; triethylamine; In methanol; water; ethyl acetate;

DOI:10.1039/P19810002186

upstream raw materials:

N-(4-benzyloxycarbonylaminobutyloxycarbonyloxy)sucinimide

3,6'-bis-N-benzyloxycarbonylgentamicin B

benzyl 4-hydroxybutylcarbamate

benzyl chloroformate

Downstream raw materials:

1-N-(4-aminobutyloxycarbonyl)gentamicin B