Azirino(2',3':3,4)pyrrolo(1,2-a)indole-4,7-dione, 1,1a,2,8,8a,8b-hexahydro-6-amino-8-(hydroxymethyl)-8a-methoxy-5-methyl-1-(p-tolylsulfonyl)-, carbamate (beta)

Base Information

• Chemical Name: Azirino(2',3':3,4)pyrrolo(1,2-a)indole-4,7-dione, 1,1a,2,8,8a,8b-hexahydro-6-amino-8-(hydroxymethyl)-8a-methoxy-5-methyl-1-(p-tolylsulfonyl)-, carbamate (beta)
• CAS No.: 5091-32-7
• Molecular Formula: C22H24N4O7S
• Molecular Weight: 488.5136
• Nikkaji Number: J461.804A

Synonyms:5091-32-7;BRN 0905738;Azirino(2',3':3,4)pyrrolo(1,2-a)indole-4,7-dione, 1,1a,2,8,8a,8b-hexahydro-6-amino-8-(hydroxymethyl)-8a-methoxy-5-methyl-1-(p-tolylsulfonyl)-, carbamate (beta)

Chemical Property of Azirino(2',3':3,4)pyrrolo(1,2-a)indole-4,7-dione, 1,1a,2,8,8a,8b-hexahydro-6-amino-8-(hydroxymethyl)-8a-methoxy-5-methyl-1-(p-tolylsulfonyl)-, carbamate (beta)

Chemical Property:

• Boiling Point: 723.1°Cat760mmHg
• Flash Point: 391.1°C
• Density: 1.59g/cm³
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 10
• Rotatable Bond Count: 6
• Exact Mass: 488.13657029
• Heavy Atom Count: 34
• Complexity: 1150

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)S(=O)(=O)N2C3C2C4(C(C5=C(N4C3)C(=O)C(=C(C5=O)N)C)COC(=O)N)OC
• Isomeric SMILES: CC1=CC=C(C=C1)S(=O)(=O)N2[C@@H]3[C@H]2[C@@]4([C@@H](C5=C(N4C3)C(=O)C(=C(C5=O)N)C)COC(=O)N)OC

Technology Process of Azirino(2',3':3,4)pyrrolo(1,2-a)indole-4,7-dione, 1,1a,2,8,8a,8b-hexahydro-6-amino-8-(hydroxymethyl)-8a-methoxy-5-methyl-1-(p-tolylsulfonyl)-, carbamate (beta)

There total 3 articles about Azirino(2',3':3,4)pyrrolo(1,2-a)indole-4,7-dione, 1,1a,2,8,8a,8b-hexahydro-6-amino-8-(hydroxymethyl)-8a-methoxy-5-methyl-1-(p-tolylsulfonyl)-, carbamate (beta) 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: 70.0%

mitomycin C (50-07-7) + p-toluenesulfonyl chloride (98-59-9) → N(1a)-(toluenesulfonyl)mitomycin C (5091-32-7)

Guidance literature:

With pyridine; triethylamine; at 0 ℃; for 0.333333h;

DOI:10.1021/jo00032a037

Reference yield:

→ 6-amino-8-carbamoyloxymethyl-8a-methoxy-5-methyl-1-(toluene-4-sulfonyl)-1,1a,2,8,8a,8b-hexahydro-azirino[2',3':3,4]pyrrolo[1,2-a]indole-4,7-dione (5091-32-7)

Guidance literature:

ohne Angabe;

Reference yield:

→ 6-amino-8-carbamoyloxymethyl-8a-methoxy-5-methyl-1-(toluene-4-sulfonyl)-1,1a,2,8,8a,8b-hexahydro-azirino[2',3':3,4]pyrrolo[1,2-a]indole-4,7-dione (5091-32-7)

Guidance literature:

Mitomycin C (I) mit Tosylchlorid;

upstream raw materials:

mitomycin C

p-toluenesulfonyl chloride

Downstream raw materials:

1-deuterio-2-<(toluenesulfonyl)amino>-7-aminomitosene

2-<(toluenesulfonyl)amino>-7-aminomitosene

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