14-O-[(1-AMino-2-Methylpropan-2-yl)thioacetyl]Mutilin

Base Information

• Chemical Name: 14-O-[(1-AMino-2-Methylpropan-2-yl)thioacetyl]Mutilin
• CAS No.: 133787-61-8
• Molecular Formula: C₂₆H₄₃NO₄S
• Molecular Weight: 465.698
• Mol file: 133787-61-8.mol

Synonyms:14-O-[(1-amino-2-methylpropane-2-yl)thioacetyl]mutilin

Chemical Property of 14-O-[(1-AMino-2-Methylpropan-2-yl)thioacetyl]Mutilin

Chemical Property:

• Melting Point: 113 - 115°C
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

>95% ^*data from raw suppliers

14-O-[(1-Amino-2-methylpropan-2-yl)thioacetyl]mutilin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: 14-O-[(1-Amino-2-methylpropan-2-yl)thioacetyl]mutilin is an intermediate in the synthesis of antibacterial novel pleuromutillin derivatives.

Technology Process of 14-O-[(1-AMino-2-Methylpropan-2-yl)thioacetyl]Mutilin

There total 3 articles about 14-O-[(1-AMino-2-Methylpropan-2-yl)thioacetyl]Mutilin 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: 95.0%

1-amino-2-methylpropane-2-thiol hydrochloride (32047-53-3) + pleuromutilin → 14-O-[(1-amino-2-methylpropane-2-yl)thioacetyl]mutilin (133787-61-8)

Guidance literature:

With 2,2,4,4,6,6-hexachloro-1,3,5-triaza-2,4,6-triphosphorine; benzyltri(n-butyl)ammonium chloride; In tert-butyl methyl ether; at 50 ℃; for 1h; Solvent; Reagent/catalyst; Temperature; Inert atmosphere;

Reference yield: 90.0%

pleuromutilin tosylate (31716-01-5) + 1-amino-2-methylpropane-2-thiol hydrochloride (32047-53-3) → 14-O-[(1-amino-2-methylpropane-2-yl)thioacetyl]mutilin (133787-61-8)

Guidance literature:

With sodium ethanolate; In ethanol; at 20 ℃; for 1h;

DOI:10.3184/030823410X12744531851242

Reference yield:

pleuromutilin → 14-O-[(1-amino-2-methylpropane-2-yl)thioacetyl]mutilin (133787-61-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triethylamine; pyridine / 1,2-dichloro-ethane / 20 h / 10 - 15 °C

2.1: ethanol; sodium / 0.5 h / -5 °C

2.2: 2 h / 0 - 5 °C

With pyridine; ethanol; sodium; triethylamine; In 1,2-dichloro-ethane;

DOI:10.2174/1570180811310030005

upstream raw materials:

pleuromutilin tosylate

1-amino-2-methylpropane-2-thiol hydrochloride

Downstream raw materials:

mutilin 14-O-[1-(5-nitro-2-chloro)benzamide-2-methylpropane-2-yl]thioacetate

14-O-[1-(phenylureido)-2-methylpropan-2-yl thioacetyl]mutilin

14-O-{1-[(2-chlorophenyl)ureido]-2-methylpropan-2-ylthioacetyl}mutilin

14-O-{1-[(3-chlorophenyl)ureido]-2-methylpropan-2-ylthioacetyl}mutilin

Refernces

• 1、 -. "Preparation method of valnemulin hydrochloride intermediate as veterinary drug bulk drug". Paragraph 0012-0015. . Retrieved 2020/09/12.
• 2、 Zhang, Yuanyuan,Yang, Weiqing,Xu, Keping,Ma, Menglin,Wang, Yuliang. "Synthesis and antibacterial activities of pleuromutilin derivatives containing aryl urea groups". . p. 219 - 225. Retrieved 2013/05/22.