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

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-benzyloxy-8-(hydroxymethyl)-8a-methoxy-5-methyl-, carbamate
• CAS No.: 56981-68-1
• Molecular Formula: C₂₂H₂₃N₃O₆
• Molecular Weight: 425.441
• Nikkaji Number: J420.691F
• Wikidata: Q76506428
• Mol file: 56981-68-1.mol

Synonyms:7-Benzyloxy-7-demethoxymitomycin A;6-Phenylmethoxy-6-deaminomitomycin C;BRN 4771482;7-Benzyloxy-9-(hydroxymethyl)-9a-methoxy-6-methylmitosane carbamate;Azirino(2',3':3,4)pyrrolo(1,2-a)indole-4,7-dione, 1,1a,2,8,8a,8b-hexahydro-6-benzyloxy-8-(hydroxymethyl)-8a-methoxy-5-methyl-, carbamate

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

Chemical Property:

• Boiling Point: 673.7°Cat760mmHg
• Flash Point: 361.2°C
• Density: 1.46g/cm³
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 7
• Exact Mass: 425.15868546
• Heavy Atom Count: 31
• Complexity: 905

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1=C(C(=O)C2=C(C1=O)N3CC4C(C3(C2COC(=O)N)OC)N4)OCC5=CC=CC=C5
• Isomeric SMILES: CC1=C(C(=O)C2=C(C1=O)N3C[C@H]4[C@@H]([C@@]3([C@@H]2COC(=O)N)OC)N4)OCC5=CC=CC=C5

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

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-benzyloxy-8-(hydroxymethyl)-8a-methoxy-5-methyl-, carbamate 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: 68.0%

mitomycin A (4055-39-4) + benzyl alcohol (100-51-6,185532-71-2) → C22H23N3O6 (56981-68-1)

Guidance literature:

With potassium hydroxide; for 0.75h;

DOI:10.1021/jm00384a028

Reference yield: 10.0%

phenyldiazomethane (908094-04-2) + 7-hydroxy-9a-methoxymitosane (7041-61-4) → C22H23N3O6 (56981-68-1)

Guidance literature:

In diethyl ether; at -10 ℃; for 5h;

DOI:10.1021/jm00384a028

Reference yield:

7-hydroxy-9a-methoxymitosane (7041-61-4) → C22H23N3O6 (56981-68-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 50 percent / diethyl ether / 5 h / -10 °C

2: 68 percent / KOH / 0.75 h

With potassium hydroxide; In diethyl ether;

DOI:10.1021/jm00384a028

upstream raw materials:

phenyldiazomethane

7-hydroxy-9a-methoxymitosane

mitomycin A

benzyl alcohol