1,3,2',6',3''-pentakis(N-benzyloxycarbonyl)-5,3'-dideoxy-5,5-difluorokanamycin B

Base Information

• Chemical Name: 1,3,2',6',3''-pentakis(N-benzyloxycarbonyl)-5,3'-dideoxy-5,5-difluorokanamycin B
• CAS No.: 142859-95-8
• Molecular Formula: C₅₈H₆₅F₂N₅O₁₈
• Molecular Weight: 1158.17
• Mol file: 142859-95-8.mol

Synonyms:1,3,2',6',3''-pentakis(N-benzyloxycarbonyl)-5,3'-dideoxy-5,5-difluorokanamycin B

Chemical Property of 1,3,2',6',3''-pentakis(N-benzyloxycarbonyl)-5,3'-dideoxy-5,5-difluorokanamycin B

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,3,2',6',3''-pentakis(N-benzyloxycarbonyl)-5,3'-dideoxy-5,5-difluorokanamycin B

There total 4 articles about 1,3,2',6',3''-pentakis(N-benzyloxycarbonyl)-5,3'-dideoxy-5,5-difluorokanamycin 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: 99.0%

4',2'',4'',6''-tetra-O-acetyl-1,3,2',6',3''-pentakis(N-benzyloxycarbonyl)-5,3'-dideoxy-5,5-difluorokanamycin B (142859-94-7) → 1,3,2',6',3''-pentakis(N-benzyloxycarbonyl)-5,3'-dideoxy-5,5-difluorokanamycin B (142859-95-8)

Guidance literature:

With sodium methylate; In methanol; for 0.666667h; Ambient temperature;

DOI:10.1016/0008-6215(92)80060-E

Reference yield:

4',2'',4'',6''-tetra-O-acetyl-1,3,2',6',3''-pentakis(N-benzyloxycarbonyl)-5,3'-dideoxy-5-oxokanamycin B (142906-20-5) → 1,3,2',6',3''-pentakis(N-benzyloxycarbonyl)-5,3'-dideoxy-5,5-difluorokanamycin B (142859-95-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 67 percent / DAST / CH₂Cl₂ / 8 h / Ambient temperature

2: 99 percent / M NaOMe / various solvent(s); methanol / 0.67 h / Ambient temperature

With sodium methylate; 4,4'-diaminostilbene-2,2'-disulfonic acid; In methanol; dichloromethane;

DOI:10.1016/0008-6215(92)80060-E

Reference yield:

4',2'',4'',6''-tetra-O-acetyl-1,3,2',6',3''-pentakis(N-benzyloxycarbonyl)-3'-deoxykanamycin B (142859-93-6) → 1,3,2',6',3''-pentakis(N-benzyloxycarbonyl)-5,3'-dideoxy-5,5-difluorokanamycin B (142859-95-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / pyridinium chlorochromate, molecular sieves 3A / 72 h / Ambient temperature

2: 67 percent / DAST / CH₂Cl₂ / 8 h / Ambient temperature

3: 99 percent / M NaOMe / various solvent(s); methanol / 0.67 h / Ambient temperature

With 3 A molecular sieve; sodium methylate; 4,4'-diaminostilbene-2,2'-disulfonic acid; pyridinium chlorochromate; In methanol; dichloromethane;

DOI:10.1016/0008-6215(92)80060-E

upstream raw materials:

4',2'',4'',6''-tetra-O-acetyl-1,3,2',6',3''-pentakis(N-benzyloxycarbonyl)-5,3'-dideoxy-5,5-difluorokanamycin B

4',2'',4'',6''-tetra-O-acetyl-1,3,2',6',3''-pentakis(N-benzyloxycarbonyl)-5,3'-dideoxy-5-oxokanamycin B

4',2'',4'',6''-tetra-O-acetyl-1,3,2',6',3''-pentakis(N-benzyloxycarbonyl)-3'-deoxykanamycin B

1,3,2',6',3''-pentakis(N-benzyloxycarbonyl)-3'-deoxykanamycin B

Downstream raw materials:

5,3'-dideoxy-5,5-difluorokanamycin B