Wln: T D3 B556 BN EM JV mvttt&J GO1 H1ovz KO1 L1

Base Information

• Chemical Name: Wln: T D3 B556 BN EM JV mvttt&J GO1 H1ovz KO1 L1
• CAS No.: 4055-39-4
• Molecular Formula: C16H19 N3 O6
• Molecular Weight: 351.359
• NSC Number: 75986
• Wikidata: Q105035289
• Mol file: 4055-39-4.mol

Synonyms:NSC75986;SCHEMBL183169;AKOS030242076;WLN: T D3 B556 BN EM JV MVTTT&J GO1 H1OVZ KO1 L1;Azirino[2',4]pyrrolo[1,2-a]indole-4,7-dione, 1,1a,2,8,8a,8b-hexahydro-8-(hydroxymethyl)-6,8a-dimethoxy-5-methyl-, carbamate;Azirino[2',4]pyrrolo[1,2-a]indole-4,7-dione, 1,1a,2,8,8a,8b-hexahydro-8-(hydroxymethyl)-6,8a-dimethoxy-5-methyl-, carbamate (ester);Azirino[2',4]pyrrolo[1,2-a]indole-4,7-dione, 8-[[(aminocarbonyl)oxy]methyl]-1,1a,2,8,8a,8b-hexahydro-6,8a-dimethoxy-5-methyl-, [1aR-(1a.alpha.,8.beta.,8a.alpha.,8b.alpha.)]-

Chemical Property of Wln: T D3 B556 BN EM JV mvttt&J GO1 H1ovz KO1 L1

Chemical Property:

• Appearance/Colour: red-violet crystals
• Melting Point: 159-1610
• Refractive Index: 1.6500 (estimate)
• Boiling Point: 587.4 ºC at 760 mmHg
• PKA: 13.27±0.50(Predicted)
• Flash Point: 309.1 ºC
• PSA: 130.10000
• Density: 1.5
• LogP: 0.00350
• Storage Temp.: -20°C Freezer
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 349.12738533
• Heavy Atom Count: 25
• Complexity: 772

Purity/Quality:

99% ^*data from raw suppliers

MitomycinA ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C(=O)C2=C(C1=O)N3CC4C(C3(C2COC(=O)N)OC)N4)OC
• 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)OC
• Uses: The 6-methoxy analog of Mitomycin C. An antitumor antibiotic

Technology Process of Wln: T D3 B556 BN EM JV mvttt&J GO1 H1ovz KO1 L1

There total 13 articles about Wln: T D3 B556 BN EM JV mvttt&J GO1 H1ovz KO1 L1 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: 85.0%

(8aS)-8a-bromoalbomitomycin A (132732-87-7,132830-44-5) → mitomycin A (4055-39-4) + albomitomycin A (110934-24-2)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; at 60 ℃; for 0.166667h;

DOI:10.1021/jo00052a052

Reference yield: 84.0%

mitomycin C (50-07-7) → mitomycin A (4055-39-4)

Guidance literature:

With potassium hydroxide; In methanol;

DOI:10.1021/jo00295a051

Reference yield: 65.0%

methanol (67-56-1) + 1a-acetyl-7-demethoxy-6,7-dihydro-7,7-(ethylenedioxy)-6-(phenylselenyl)mitomycin A (122644-74-0,122675-60-9,134679-23-5) → mitomycin A (4055-39-4)

Guidance literature:

With potassium carbonate; dimedone; Ambient temperature;

DOI:10.1021/jo00067a063

upstream raw materials:

diazomethane

7-hydroxy-9a-methoxymitosane

methanol

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

Downstream raw materials:

C₂₃H₂₃N₅O₅

C₁₈H₂₀N₆O₅

C₂₃H₂₅N₃O₆S

phenylmethyl (1aS-(1aα,8β,8aα,8bα))-(8-{[(aminocarbonyl)oxy]methyl}-1,1a,2,8,8a,8b-hexahydro-4-hydroxy-8a-methoxy-5-methyl-7-oxoazirino[2',3':3,4]pyrrolo[1,2-a]indol-6(7H)-ylidene)hydrazinecarboxylate

Refernces

• 1、 Subramaniam,Kohn. "Comparative reactivities of mitomycin C, 7-(N-piperidino)mitomycin, and mitomycin A. The role of the C(7)substituent". . p. 10519 - 10526. Retrieved 1993.
• 2、 Kasai,Kono,Ikeda,Yoda,Hirayama. "An efficient chemical conversion of mitomycin A to isomitomycin A". . p. 7296 - 7299. Retrieved 2007/10/02.