4'',6''-O-cyclohexylidene-3',4'-dideoxy-3'Δ-tetra-N-tert-butoxycarbonylkanamycin A

Base Information

Chemical Name:4'',6''-O-cyclohexylidene-3',4'-dideoxy-3'Δ-tetra-N-tert-butoxycarbonylkanamycin A
CAS No.:81267-48-3
Molecular Formula:C₄₄H₇₄N₄O₁₇
Molecular Weight:931.088
Hs Code.:

Synonyms:4'',6''-O-cyclohexylidene-3',4'-dideoxy-3'Δ-tetra-N-tert-butoxycarbonylkanamycin A

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Chemical Property of 4'',6''-O-cyclohexylidene-3',4'-dideoxy-3'Δ-tetra-N-tert-butoxycarbonylkanamycin A

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Technology Process of 4'',6''-O-cyclohexylidene-3',4'-dideoxy-3'Δ-tetra-N-tert-butoxycarbonylkanamycin A

There total 10 articles about 4'',6''-O-cyclohexylidene-3',4'-dideoxy-3'Δ-tetra-N-tert-butoxycarbonylkanamycin 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: 78.0%

: 80860-39-5
2',2''-di-O-benzoyl-4'',6''-O-cyclohexylidene-3',4'-dideoxy-3'Δ-tetra-N-tert-butoxycarbonylkanamycin A

: 81267-48-3
4'',6''-O-cyclohexylidene-3',4'-dideoxy-3'Δ-tetra-N-tert-butoxycarbonylkanamycin A

Guidance literature:: With sodium methylate; In methanol; for 0.5h; Ambient temperature;
DOI:10.1248/cpb.29.3464

Reference yield:

: 933-40-4
cycloxexanone dimethyl ketal

: 81267-48-3
4'',6''-O-cyclohexylidene-3',4'-dideoxy-3'Δ-tetra-N-tert-butoxycarbonylkanamycin A

Guidance literature:: Multi-step reaction with 8 steps

1: 83 percent / p-toluenesulfonic acid / dimethylformamide / Ambient temperature

2: 75 percent / pyridine / 5 °C

3: 89 percent / pyridine / 3 h / Ambient temperature

4: 88 percent / sodium methoxide / methanol; CHCl₃ / 0 °C

5: 1.56 g / pyridine / 2 h / Ambient temperature

6: 61 percent / sodium iodide, sodium acetate, acetic acid / acetone / 4 h / Heating

7: 1.) α-toluenesulfonyl chloride / 1.) pyridine, 5 deg C, 1 h, 2.) pyridine, 90 deg C, 1 h

8: 78 percent / sodium methoxide / methanol / 0.5 h / Ambient temperature

With pyridine; sodium methylate; sodium acetate; toluene-4-sulfonic acid; acetic acid; sodium iodide; benzenesulfonyl chloride; In methanol; chloroform; N,N-dimethyl-formamide; acetone;
DOI:10.1248/cpb.29.3464

Reference yield:

: 80860-37-3
2',3',2''-tri-O-benzoyl-4'',6''-O-cyclohexylidene-4'-methylsulfonyl-tetra-N-tert-butoxycarbonylkanamycin A

: 81267-48-3
4'',6''-O-cyclohexylidene-3',4'-dideoxy-3'Δ-tetra-N-tert-butoxycarbonylkanamycin A

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / sodium methoxide / methanol; CHCl₃ / 0 °C

2: 1.56 g / pyridine / 2 h / Ambient temperature

3: 61 percent / sodium iodide, sodium acetate, acetic acid / acetone / 4 h / Heating

4: 1.) α-toluenesulfonyl chloride / 1.) pyridine, 5 deg C, 1 h, 2.) pyridine, 90 deg C, 1 h

5: 78 percent / sodium methoxide / methanol / 0.5 h / Ambient temperature

With pyridine; sodium methylate; sodium acetate; acetic acid; sodium iodide; benzenesulfonyl chloride; In methanol; chloroform; acetone;
DOI:10.1248/cpb.29.3464