isofebrifugin

Base Information

• Chemical Name: isofebrifugin
• CAS No.: 32434-44-9
• Molecular Formula: C16H19N3O3
• Molecular Weight: 301.3404
• Mol file: 32434-44-9.mol

Synonyms:Phthoxazolin;(R-(Z,Z,E))-3-Hydroxy-2,2,4-trimethyl-10-(5-oxazolyl)-4,6,8-decatrienamide;Phthoxazolin A;(+)-inthomycin A;4,6,8-Decatrienamide,3-hydroxy-2,2,4-trimethyl-10-(5-oxazolyl)-,(R-(Z,Z,E));

Chemical Property of isofebrifugin

Chemical Property:

• Vapor Pressure: 1.24E-11mmHg at 25°C
• Melting Point: 129-130 °C
• Boiling Point: 519.8°C at 760 mmHg
• PKA: 12.01±0.20(Predicted)
• Flash Point: 268.2°C
• PSA: 76.38000
• Density: 1.48g/cm³
• LogP: 0.95480

Purity/Quality:

≥98% ^*data from raw suppliers

ISOFEBRIFUGINE ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of isofebrifugin

There total 40 articles about isofebrifugin 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: 89.0%

(2S,3S)-2-[2-oxo-3-(4-oxo-4H-quinazolin-3-yl)propyl]-3-methoxymethoxypiperidine-1-carboxylic acid tert-butyl ester (1050609-27-2) → (+)-isofebrifugine (32434-44-9)

Guidance literature:

With hydrogenchloride; water; for 2.5h; Reflux;

DOI:10.1021/ol8013864

Reference yield: 81.0%

(2S,3S)-benzyl 3-(benzyloxy)-2-(2-oxo-3-(4-oxoquinazolin-3(4H)-yl)propyl)piperidine-1-carboxylate (391242-46-9) → (+)-isofebrifugine (32434-44-9)

Guidance literature:

With hydrogenchloride; for 2h; Heating;

DOI:10.1021/ja0170448

Reference yield: 62.0%

benzyl (3aS,7aS)-2-hydroxy-2-[(4-oxo-3(4H)-quinazolinyl)methyl]hexahydrofuro[3,2-b]pyridine-4(2H)-carboxylate (304436-20-2) → (+)-isofebrifugine (32434-44-9)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol; at 20 ℃; for 4h;

DOI:10.1016/S0040-4020(00)01109-1

upstream raw materials:

febrifugine

3-benzyloxy-2-[2-oxo-3-(4-oxo-4H-quinazolin-3-yl)-propyl]-piperidine-1-carboxylic acid tert-butyl ester

(S)-2-(benzyloxy)-5-(tert-butyldimethylsiloxy)pentanal

4-quinazolinol

Downstream raw materials:

febrifugine