3,6',3''-tris-N-benzyloxycarbonyl-1-N-(2,2,2-trichloroethoxycarbonyl)gentamicin B

Base Information

• Chemical Name: 3,6',3''-tris-N-benzyloxycarbonyl-1-N-(2,2,2-trichloroethoxycarbonyl)gentamicin B
• CAS No.: 73352-57-5
• Molecular Formula: C₄₆H₅₇Cl₃N₄O₁₈
• Molecular Weight: 1060.33

Synonyms:3,6',3''-tris-N-benzyloxycarbonyl-1-N-(2,2,2-trichloroethoxycarbonyl)gentamicin B

Chemical Property of 3,6',3''-tris-N-benzyloxycarbonyl-1-N-(2,2,2-trichloroethoxycarbonyl)gentamicin B

Chemical Property:

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Technology Process of 3,6',3''-tris-N-benzyloxycarbonyl-1-N-(2,2,2-trichloroethoxycarbonyl)gentamicin B

There total 2 articles about 3,6',3''-tris-N-benzyloxycarbonyl-1-N-(2,2,2-trichloroethoxycarbonyl)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: 93.0%

benzyl chloroformate (501-53-1,94274-21-2) + 3,6'-bis-N-benzyloxycarbonyl-1-N-(2,2,2-trichloroethoxycarbonyl)gentamicin B (73352-56-4) → 3,6',3''-tris-N-benzyloxycarbonyl-1-N-(2,2,2-trichloroethoxycarbonyl)gentamicin B (73352-57-5)

Guidance literature:

With sodium carbonate; In water; acetone; at 25 ℃; for 18h;

DOI:10.1039/P19810002186

Reference yield:

3,6'-bis-N-benzyloxycarbonylgentamicin B (66567-23-5) → 3,6',3''-tris-N-benzyloxycarbonyl-1-N-(2,2,2-trichloroethoxycarbonyl)gentamicin B (73352-57-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 62 percent / dimethylformamide / 2 h / 25 °C

2: 93 percent / sodium carbonate / acetone; H₂O / 18 h / 25 °C

With sodium carbonate; In water; N,N-dimethyl-formamide; acetone;

DOI:10.1039/P19810002186

Reference yield: 57.0%

3,6',3''-tris-N-benzyloxycarbonyl-1-N-(2,2,2-trichloroethoxycarbonyl)gentamicin B (73352-57-5) → 3,6',3''-tris-N-benzyloxycarbonylgentamicin B (73352-58-6)

Guidance literature:

With acetic acid; zinc; In water; at 25 ℃; for 48h;

DOI:10.1039/P19810002186

upstream raw materials:

benzyl chloroformate

3,6'-bis-N-benzyloxycarbonyl-1-N-(2,2,2-trichloroethoxycarbonyl)gentamicin B

3,6'-bis-N-benzyloxycarbonylgentamicin B

Downstream raw materials:

3,6',3''-tris-N-benzyloxycarbonylgentamicin B

(+/-)-1⁽³⁾-N-(4-methoxybenzyloxycarbonyl)-2-deoxystreptamine

1-N-(2-aminoethylcarboxamido)gentamicin B

1-N-(2-aminoethoxycarbonyl)gentamicin B

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