(2Z,4R,4aS,12aS)-2-[amino(hydroxy)methylidene]-4-(dimethylamino)-10,11,12a-trihydroxy-6-methyl-4a,12a-dihydrotetracene-1,3,12(2H,4H,5H)-trione

Base Information

• Chemical Name: (2Z,4R,4aS,12aS)-2-[amino(hydroxy)methylidene]-4-(dimethylamino)-10,11,12a-trihydroxy-6-methyl-4a,12a-dihydrotetracene-1,3,12(2H,4H,5H)-trione
• CAS No.: 4907-76-0
• Molecular Formula: C₂₂H₂₂N₂O₇
• Molecular Weight: 426.426
• Mol file: 4907-76-0.mol

Synonyms:

Chemical Property of (2Z,4R,4aS,12aS)-2-[amino(hydroxy)methylidene]-4-(dimethylamino)-10,11,12a-trihydroxy-6-methyl-4a,12a-dihydrotetracene-1,3,12(2H,4H,5H)-trione

Chemical Property:

• Vapor Pressure: 4.83E-26mmHg at 25°C

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2Z,4R,4aS,12aS)-2-[amino(hydroxy)methylidene]-4-(dimethylamino)-10,11,12a-trihydroxy-6-methyl-4a,12a-dihydrotetracene-1,3,12(2H,4H,5H)-trione

There total 23 articles about (2Z,4R,4aS,12aS)-2-[amino(hydroxy)methylidene]-4-(dimethylamino)-10,11,12a-trihydroxy-6-methyl-4a,12a-dihydrotetracene-1,3,12(2H,4H,5H)-trione 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: 88.0%

(4S,4aS,12aS)-4-Dimethylamino-3,11,12a-trihydroxy-10-methoxy-6-methyl-1,12-dioxo-1,4,4a,5,12,12a-hexahydro-naphthacene-2-carboxylic acid amide (286961-75-9) → anhydrotetracycline (1665-56-1,7518-17-4,4907-76-0)

Guidance literature:

With boron tribromide; In dichloromethane; at 0 - 20 ℃; for 15h;

DOI:10.1246/cl.2000.646

Reference yield:

TETRACYCLINE (60-54-8) → Oxytetracycline (79-57-2) + anhydrotetracycline (1665-56-1,7518-17-4,4907-76-0)

Guidance literature:

With laccase from Trametes versicolor; In water; at 25 ℃; for 24h; pH=6; Reagent/catalyst; pH-value; Catalytic behavior; Kinetics; Enzymatic reaction;

DOI:10.1016/j.cattod.2014.02.051

Reference yield:

4-amino-anhydrotetracycline (3593-53-1) + S-adenosyl-L-methionine (485-80-3,15519-60-5,60018-85-1,60018-86-2,79845-28-6) → anhydrotetracycline (1665-56-1,7518-17-4,4907-76-0)

Guidance literature:

With OxyT from Escherichia coli; In phosphate buffer; at 25 ℃; for 10h; pH=7.4;

DOI:10.1021/ja800951e

upstream raw materials:

Chlortetracycline

(4S,4aS,12aS)-4-Dimethylamino-3,11,12a-trihydroxy-10-methoxy-6-methyl-1,12-dioxo-1,4,4a,5,12,12a-hexahydro-naphthacene-2-carboxylic acid amide

7-Methoxy-3-methylphthalide

(4S,4aS,12aS)-4-Amino-3,11,12a-trihydroxy-10-methoxy-6-methyl-1,12-dioxo-1,4,4a,5,12,12a-hexahydro-naphthacene-2-carboxylic acid amide