1a-acetyl-7-demethoxy-6,7-dihydro-7,7-(ethylenedioxy)-6-(phenylselenyl)mitomycin A

Base Information

• Chemical Name: 1a-acetyl-7-demethoxy-6,7-dihydro-7,7-(ethylenedioxy)-6-(phenylselenyl)mitomycin A
• CAS No.: 122644-74-0
• Molecular Formula: C₂₅H₂₇N₃O₈Se
• Molecular Weight: 576.465
• Mol file: 122644-74-0.mol

Synonyms:

Chemical Property of 1a-acetyl-7-demethoxy-6,7-dihydro-7,7-(ethylenedioxy)-6-(phenylselenyl)mitomycin A

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1a-acetyl-7-demethoxy-6,7-dihydro-7,7-(ethylenedioxy)-6-(phenylselenyl)mitomycin A

There total 3 articles about 1a-acetyl-7-demethoxy-6,7-dihydro-7,7-(ethylenedioxy)-6-(phenylselenyl)mitomycin 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: 91.0%

Phenylselenyl bromide (34837-55-3) + 1a-acetyl-7-demethoxy-6,7-dihydro-7,7-(ethylenedioxy)mitomycin A (119411-13-1) → 1a-acetyl-7-demethoxy-6,7-dihydro-7,7-(ethylenedioxy)-6-(phenylselenyl)mitomycin A (122644-74-0,122675-60-9,134679-23-5)

Guidance literature:

With triethylamine; In tetrahydrofuran; at 25 ℃; for 0.833333h;

DOI:10.1021/jo00295a051

Reference yield:

mitomycin C (50-07-7) → 1a-acetyl-7-demethoxy-6,7-dihydro-7,7-(ethylenedioxy)-6-(phenylselenyl)mitomycin A (122644-74-0,122675-60-9,134679-23-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / NH₃

2: 91 percent / NEt₃ / tetrahydrofuran / 0.83 h / 25 °C

With ammonia; triethylamine; In tetrahydrofuran;

DOI:10.1021/jo00295a051

Reference yield:

1a-acetylmitomycin A (4901-84-2) → 1a-acetyl-7-demethoxy-6,7-dihydro-7,7-(ethylenedioxy)-6-(phenylselenyl)mitomycin A (122644-74-0,122675-60-9,134679-23-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / 1,6percent aq KOH / tetrahydrofuran / 5 h / 25 °C

2: 91 percent / NEt₃ / tetrahydrofuran / 0.83 h / 25 °C

With potassium hydroxide; triethylamine; In tetrahydrofuran;

DOI:10.1021/jo00295a051

upstream raw materials:

Phenylselenyl bromide

1a-acetyl-7-demethoxy-6,7-dihydro-7,7-(ethylenedioxy)mitomycin A

mitomycin C

1a-acetylmitomycin A

Downstream raw materials:

1a-acetyl-7-demethoxy-6,7-dihydro-7,7-(ethylenedioxy)mitomycin A

-1a-Acetyl-7-demethoxy-7,7-(ethylenedioxy)-6,7-dihydro-6-(phenylseleno)mitomycin A

1a-Acetyl-7-demethoxy-6-demethyl-7,7-(ethylenedioxy)-6,7-dihydro-6-(phenylseleno)mitomycin A

C₃₁H₄₀ClN₃O₈SSi

Refernces