epi-Doxycycline

Base Information

• Chemical Name: epi-Doxycycline
• CAS No.: 3219-99-6
• Molecular Formula: C22H24 N2 O8
• Molecular Weight: 444.441
• Hs Code.: 2924296000
• Mol file: 3219-99-6.mol

Synonyms:2-Naphthacenecarboxamide,4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-,6-epimer (8CI); 2-Naphthacenecarboxamide,4-(dimethylamino)-1,4,4a,5,5a,6,11,12a-octahydro-3,5,10,12,12a-pentahydroxy-6-methyl-1,11-dioxo-,[4S-(4a,4aa,5a,5aa,6b,12aa)]-; 6-Epidoxycycline; 6-Epioxytetracycline, 6-deoxy-; 6-epi-Doxycycline;6-epi-Oxytetracycline, 6-deoxy-; epi-Doxycycline; b-6-Deoxy-5-hydroxytetracycline

Chemical Property of epi-Doxycycline

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: >200°C (dec.)
• Boiling Point: 762.575°C at 760 mmHg
• PKA: 4.50±1.00(Predicted)
• Flash Point: 414.99°C
• PSA: 181.62000
• Density: 1.639g/cm³
• LogP: 0.35270
• Storage Temp.: Hygroscopic, -20?C Freezer, Under Inert Atmosphere
• Solubility.: Methanol (Slightly)

Purity/Quality:

99%, ^*data from raw suppliers

6-EpiDoxycycline,>90% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: One of the Doxycycline decomposition products. One of the Doxycycline decomposition products

Technology Process of epi-Doxycycline

There total 3 articles about epi-Doxycycline 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: 41.0%

methacycline hydrochloride (3963-95-9) → doxycycline (564-25-0,10597-92-9,7164-70-7,7264-10-0) + 6-epidoxycycline (3219-99-6,10597-92-9,7164-70-7,7264-10-0)

Guidance literature:

With hydrogen; closo-3,3-(η²,η³-C7H7CH2)-3,1,2-RhC2B9H11; In methanol; at 43 ℃; for 4h; under 76000 Torr;

DOI:10.1016/S0040-4039(00)60321-0

Reference yield:

→ 4-epi-6-Desoxy-5-hydroxy-tetracyclin (564-25-0,3219-99-6,6543-77-7,22775-54-8,60080-38-8,97583-08-9,10597-92-9,7164-70-7,7264-10-0)

Guidance literature:

6-Desoxy-5-hydroxy-tetracyclin, wss.-methanol. NaH2PO4, N2-Atm., 24h, 25grad; als Gleichgew.-Gemisch;

DOI:10.1021/ja01498a037

Reference yield:

→ 6-Epi-6-desoxy-5-oxytetracyclin (564-25-0,3219-99-6,6543-77-7,22775-54-8,60080-38-8,97583-08-9,10597-92-9,7164-70-7,7264-10-0)

Guidance literature:

6-Desoxy-6-desmethyl-6-methylen-5-oxytetracyclin, 1.) H2, Rh/C, 2.) Trennung ueber Sulfosalicylsaeuresalze;

upstream raw materials:

methacycline hydrochloride

Refernces

• 1、 Pirotte, B.,Felekidis, A.,Fontaine, M.,Demonceau, A.,Noels, A. F.,et al.. "Stereoselective Hydrogenation of Methacycline to Doxycycline Catalysed by Rhodium-Carborane Complexes". . p. 1471 - 1474. Retrieved 2007/10/02.