1-Desamino-6-desoxy-5-O-(methylsulfonyl)-2',3,6'-tris-N-(p-tolylsulfonyl)-1,6-<(p-tolylsulfonyl)epimino>sisamin

Base Information

• Chemical Name: 1-Desamino-6-desoxy-5-O-(methylsulfonyl)-2',3,6'-tris-N-(p-tolylsulfonyl)-1,6-<(p-tolylsulfonyl)epimino>sisamin
• CAS No.: 97119-37-4
• Molecular Formula: C₄₁H₄₈N₄O₁₃S₅
• Molecular Weight: 965.181

Synonyms:1-Desamino-6-desoxy-5-O-(methylsulfonyl)-2',3,6'-tris-N-(p-tolylsulfonyl)-1,6-<(p-tolylsulfonyl)epimino>sisamin

Chemical Property of 1-Desamino-6-desoxy-5-O-(methylsulfonyl)-2',3,6'-tris-N-(p-tolylsulfonyl)-1,6-<(p-tolylsulfonyl)epimino>sisamin

Chemical Property:

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Technology Process of 1-Desamino-6-desoxy-5-O-(methylsulfonyl)-2',3,6'-tris-N-(p-tolylsulfonyl)-1,6-<(p-tolylsulfonyl)epimino>sisamin

There total 4 articles about 1-Desamino-6-desoxy-5-O-(methylsulfonyl)-2',3,6'-tris-N-(p-tolylsulfonyl)-1,6-<(p-tolylsulfonyl)epimino>sisamin 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: 32.0%

5,6-Bis-O-(methylsulfonyl)-1,2',3,6'-tetrakis-N-(p-tolylsulfonyl)sisamin (97119-35-2) → 1-Desamino-6-desoxy-5-O-(methylsulfonyl)-2',3,6'-tris-N-(p-tolylsulfonyl)-1,6-<(p-tolylsulfonyl)epimino>sisamin (97119-37-4)

Guidance literature:

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

DOI:10.1002/jlac.198519850511

Reference yield:

Sisamin (47086-84-0,68297-05-2) → 1-Desamino-6-desoxy-5-O-(methylsulfonyl)-2',3,6'-tris-N-(p-tolylsulfonyl)-1,6-<(p-tolylsulfonyl)epimino>sisamin (97119-37-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / K₂CO₃ / H₂O; dioxane / 1) from 0 deg C to room temp., 2) 2 h, 20 deg C

2: 84 percent / pyridine; CH₂Cl₂ / 3 h / Ambient temperature

3: 32 percent / NaH / dimethylformamide / 0.5 h / 0 °C

With sodium hydride; potassium carbonate; In 1,4-dioxane; pyridine; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1002/jlac.198519850511

Reference yield:

1,2',3,6'-Tetrakis-N-(p-tolylsulfonyl)sisamin (97119-33-0) → 1-Desamino-6-desoxy-5-O-(methylsulfonyl)-2',3,6'-tris-N-(p-tolylsulfonyl)-1,6-<(p-tolylsulfonyl)epimino>sisamin (97119-37-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / pyridine; CH₂Cl₂ / 3 h / Ambient temperature

2: 32 percent / NaH / dimethylformamide / 0.5 h / 0 °C

With sodium hydride; In pyridine; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/jlac.198519850511

upstream raw materials:

5,6-Bis-O-(methylsulfonyl)-1,2',3,6'-tetrakis-N-(p-tolylsulfonyl)sisamin

Sisamin

1,2',3,6'-Tetrakis-N-(p-tolylsulfonyl)sisamin

p-toluenesulfonyl chloride

Downstream raw materials:

3-Amino-4-N-desmethyl-3-desoxyfortimicin KG₂

3-O,4-N-Didesmethylfortimicin KG₂

3-Amino-4-N-desmethyl-3-desoxy-5-O-(methylsulfonyl)-1,2',4,6'-tetrakis-N-(p-tolylsulfonyl)fortimicin KG₂

3-O,4-N-Didesmethyl-5-O-(methylsulfonyl)-1,2',4,6'-tetrakis-N-(p-tolylsulfonyl)fortimicin KG₂

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