6',3''-di-N-acetyl-5,2''-di-O-acetyl-4'',6''-O-cyclohexylidene-3'-deoxy-3'-fluoro-1,3,6',3''-tetra-N-tosylkanamycin A

Base Information

Chemical Name:6',3''-di-N-acetyl-5,2''-di-O-acetyl-4'',6''-O-cyclohexylidene-3'-deoxy-3'-fluoro-1,3,6',3''-tetra-N-tosylkanamycin A
CAS No.:134160-33-1
Molecular Formula:C₆₀H₇₅FN₄O₂₂S₄
Molecular Weight:1351.53
Hs Code.:

Synonyms:6',3''-di-N-acetyl-5,2''-di-O-acetyl-4'',6''-O-cyclohexylidene-3'-deoxy-3'-fluoro-1,3,6',3''-tetra-N-tosylkanamycin A

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Chemical Property of 6',3''-di-N-acetyl-5,2''-di-O-acetyl-4'',6''-O-cyclohexylidene-3'-deoxy-3'-fluoro-1,3,6',3''-tetra-N-tosylkanamycin A

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Technology Process of 6',3''-di-N-acetyl-5,2''-di-O-acetyl-4'',6''-O-cyclohexylidene-3'-deoxy-3'-fluoro-1,3,6',3''-tetra-N-tosylkanamycin A

There total 1 articles about 6',3''-di-N-acetyl-5,2''-di-O-acetyl-4'',6''-O-cyclohexylidene-3'-deoxy-3'-fluoro-1,3,6',3''-tetra-N-tosylkanamycin A 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:

: 134160-32-0
6',3''-di-N-acetyl-5,2''-di-O-acetyl-2',4'-di-O-benzyl-4'',6''-O-cyclohexylidene-3'-deoxy-3'-fluoro-1,3,6',3''-tetra-N-tosylkanamycin A

: 134160-34-2
3''-N-acetyl-5,4',2''-tri-O-acetyl-4'',6''-O-cyclohexylidene-3'-deoxy-3'-fluoro-1,3,6',3''-tetra-N-tosylkanamycin A

: 134160-33-1
6',3''-di-N-acetyl-5,2''-di-O-acetyl-4'',6''-O-cyclohexylidene-3'-deoxy-3'-fluoro-1,3,6',3''-tetra-N-tosylkanamycin A

Guidance literature:: With hydrogen; palladium; In 1,4-dioxane; for 2h; under 760 Torr; Yields of byproduct given; Ambient temperature;
DOI:10.1016/0008-6215(91)80124-6

Reference yield: 92.0%

: 134160-33-1
6',3''-di-N-acetyl-5,2''-di-O-acetyl-4'',6''-O-cyclohexylidene-3'-deoxy-3'-fluoro-1,3,6',3''-tetra-N-tosylkanamycin A

: 134160-35-3
6',3''-di-N-acetyl-5,2''-di-O-acetyl-4'-chloro-4'',6''-O-cyclohexylidene-3',4'-dideoxy-4'-epi-3'-fluoro-1,3,6',3''-tetra-N-tosylkanamycin A

Guidance literature:: With pyridine; thionyl chloride; In dichloromethane; 1) dry ice-acetone cooling, 2) up to r. t., 5 h;
DOI:10.1016/0008-6215(91)80124-6

Reference yield:

: 134160-33-1
6',3''-di-N-acetyl-5,2''-di-O-acetyl-4'',6''-O-cyclohexylidene-3'-deoxy-3'-fluoro-1,3,6',3''-tetra-N-tosylkanamycin A

: C₂₄H₄₃FN₄O₉

Guidance literature:: Multi-step reaction with 4 steps

1: 92 percent / SOCl₂, pyridine / CH₂Cl₂ / 1) dry ice-acetone cooling, 2) up to r. t., 5 h

2: 75 percent / 1 M aq. NaOH / dioxane / Ambient temperature

3: 77 percent / Bu3SnH, α,α-azobis(isobutyronitrile) / dioxane / 2 h / 80 °C

4: liquid NH₃, Na / 0.08 h / -50 °C

With pyridine; sodium hydroxide; thionyl chloride; azobisisobutyronitrile; ammonia; tri-n-butyl-tin hydride; sodium; In 1,4-dioxane; dichloromethane;
DOI:10.1016/0008-6215(91)80124-6