monensin methyl ester

Base Information

• Chemical Name: monensin methyl ester
• CAS No.: 28636-21-7
• Molecular Formula: C37H64 O11
• Molecular Weight: 684.909
• European Community (EC) Number: 634-521-5
• Nikkaji Number: J125.651C
• Mol file: 28636-21-7.mol

Synonyms:1,6-Dioxaspiro[4.5]decane-7-butyricacid,2-[5-ethyltetrahydro-5-[tetrahydro-3-methyl-5-[tetrahydro-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyl-2H-pyran-2-yl]-2-furyl]-2-furyl]-9-hydroxy-b-methoxy-a,g,2,8-tetramethyl-, methyl ester (8CI);1,6-Dioxaspiro[4.5]decane, monensin deriv.; Methyl monensin; Monensin A methylester

Chemical Property of monensin methyl ester

Chemical Property:

• Boiling Point: 752.1±60.0 °C(Predicted)
• PKA: 12.49±0.70(Predicted)
• PSA: 142.37000
• Density: 1.18±0.1 g/cm3(Predicted)
• LogP: 4.36130
• Storage Temp.: 2-8°C
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 11
• Exact Mass: 684.44486285
• Heavy Atom Count: 48
• Complexity: 1120

Purity/Quality:

98%Min ^*data from raw suppliers

Monensin methyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 24/25
• Safety Statements: 36/37-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC1(CCC(O1)C2(CCC3(O2)CC(C(C(O3)C(C)C(C(C)C(=O)OC)OC)C)O)C)C4C(CC(O4)C5C(CC(C(O5)(CO)O)C)C)C
• Isomeric SMILES: CC[C@]1(CC[C@@H](O1)[C@@]2(CC[C@@]3(O2)C[C@@H]([C@H]([C@H](O3)[C@@H](C)[C@H]([C@H](C)C(=O)OC)OC)C)O)C)[C@H]4[C@H](C[C@@H](O4)[C@@H]5[C@H](C[C@H]([C@@](O5)(CO)O)C)C)C
• Uses: Monensin Methyl Ester is a neutral analog of monensin. An Ionophore. Also, it has the ability to complex formation with divalent cations which was studied by the ESI mass spectrometry and PM5 semiempirical calculation.

Technology Process of monensin methyl ester

There total 2 articles about monensin methyl ester 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: 75.0%

monensin (17090-79-8) + methyl iodide (74-88-4) → monensin methyl ester (28636-21-7)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In benzene; for 96h; Ambient temperature;

DOI:10.1021/ac00208a009

Reference yield:

→ Monensinmethylester (28636-21-7)

Guidance literature:

aus Ia, CH2N2;

DOI:10.1002/oms.1210030304

Reference yield:

monensin methyl ester (28636-21-7) → monensin sodium salt (22373-78-0)

Guidance literature:

Multi-step reaction with 5 steps

1: ZnCl₂

2: PCC / CH₂Cl₂

3: 1.) H₂ / 1.) Pd/C

4: 91 percent / K-Selectride / tetrahydrofuran

With hydrogen; potassium tri-sec-butyl-borohydride; pyridinium chlorochromate; zinc(II) chloride; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00254a059

upstream raw materials:

monensin

methyl iodide

Downstream raw materials:

C₄₄H₆₈O₁₁

monensin sodium salt

C₄₄H₆₆O₁₁

Refernces

• 1、 Dosio, Franco,Franceschi, Antonia,Ceruti, Maurizio,Brusa, Paola,Cattel, Luigi,Colombatti, Marco. "Enhancement of ricin toxin A chain immunotoxin activity: Synthesis, ionophoretic ability, and in vitro activity of monensin derivatives". . p. 157 - 166. Retrieved 1996.
• 2、 Tohda, Koji,Suzuki, Koji,Kosuge, Nobutaka,Watanabe, Kazuhiko,Nagashima, Hitoshi,Inoue, Hidenari,Shirai, Tsuneo. "Design and synthesis of lithium ionophores for an ion-selective electrode by chemical modification of natural carboxylic polyether antibiotic monensin". . p. 936 - 942. Retrieved 2007/10/02.