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

Base Information

• Chemical Name: 4',2'',4'',6''-tetra-O-acetyl-1,3,2',6',3''-pentakis(N-benzyloxycarbonyl)-3'-deoxykanamycin B
• CAS No.: 142859-93-6
• Molecular Formula: C₆₆H₇₅N₅O₂₃
• Molecular Weight: 1306.34

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

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

Chemical Property:

Purity/Quality:

Safty Information:

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

There total 1 articles about 4',2'',4'',6''-tetra-O-acetyl-1,3,2',6',3''-pentakis(N-benzyloxycarbonyl)-3'-deoxykanamycin 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:

acetic anhydride (108-24-7) + 1,3,2',6',3''-pentakis(N-benzyloxycarbonyl)-3'-deoxykanamycin B (61093-69-4) → 4',2'',4'',6''-tetra-O-acetyl-1,3,2',6',3''-pentakis(N-benzyloxycarbonyl)-3'-deoxykanamycin B (142859-93-6)

Guidance literature:

With pyridine; Yield given; Ambient temperature;

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

Reference yield: 75.0%

4',2'',4'',6''-tetra-O-acetyl-1,3,2',6',3''-pentakis(N-benzyloxycarbonyl)-3'-deoxykanamycin B (142859-93-6) → 4',2'',4'',6''-tetra-O-acetyl-1,3,2',6',3''-pentakis(N-benzyloxycarbonyl)-5,3'-dideoxy-5-oxokanamycin B (142906-20-5)

Guidance literature:

With 3 A molecular sieve; pyridinium chlorochromate; for 72h; Ambient temperature;

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

Reference yield: 50.0%

allyl iodid (556-56-9) + 4',2'',4'',6''-tetra-O-acetyl-1,3,2',6',3''-pentakis(N-benzyloxycarbonyl)-3'-deoxykanamycin B (142859-93-6) → acetic acid 5-acetoxy-2-{3-[5-acetoxy-3-benzyloxycarbonylamino-6-(benzyloxycarbonylamino-methyl)-tetrahydro-pyran-2-yloxy]-2-allyloxy-4,6-bis-benzyloxycarbonylamino-cyclohexyloxy}-6-acetoxymethyl-4-benzyloxycarbonylamino-tetrahydro-pyran-3-yl ester (533903-17-2)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

DOI:10.1016/S0040-4020(02)01624-1

upstream raw materials:

acetic anhydride

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

Downstream raw materials:

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

acetic acid 5-acetoxy-2-{3-[5-acetoxy-3-benzyloxycarbonylamino-6-(benzyloxycarbonylamino-methyl)-tetrahydro-pyran-2-yloxy]-2-allyloxy-4,6-bis-benzyloxycarbonylamino-cyclohexyloxy}-6-acetoxymethyl-4-benzyloxycarbonylamino-tetrahydro-pyran-3-yl ester

C₆₈H₇₇N₅O₂₄

C₆₈H₇₉N₅O₂₄

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