Strobilurin B

Base Information

• Chemical Name: Strobilurin B
• CAS No.: 65105-52-4
• Molecular Formula: C17H19 Cl O4
• Molecular Weight: 322.78
• UNII: GM0W1U88IR
• DSSTox Substance ID: DTXSID001034040
• Nikkaji Number: J431.488C
• Wikidata: Q27157334
• Metabolomics Workbench ID: 98165
• Mol file: 65105-52-4.mol

Synonyms:strobilurin B

Chemical Property of Strobilurin B

Chemical Property:

• Vapor Pressure: 3.65E-09mmHg at 25°C
• Melting Point: 92-93℃
• Boiling Point: 474.3°C at 760 mmHg
• Flash Point: 179°C
• PSA: 44.76000
• Density: 1.158g/cm³
• LogP: 4.01140
• XLogP3: 4.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 322.0971868
• Heavy Atom Count: 22
• Complexity: 454

Purity/Quality:

98% ^*data from raw suppliers

StrobilurinB ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CC=CC1=CC(=C(C=C1)Cl)OC)C(=COC)C(=O)OC
• Isomeric SMILES: C/C(=C/C=C/C1=CC(=C(C=C1)Cl)OC)/C(=C\OC)/C(=O)OC
• Uses: Strobilurin B is an antifungal agent that acts by inhibiting mitochondrial respiration in fungi. It is also used as a mitochondrial activity inhibitors of cancer-initiating cells.

Technology Process of Strobilurin B

There total 35 articles about Strobilurin B 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: 60.0%

Methyl formate (107-31-3) + methyl (3Z,5E)-6-(4-chloro-3-methoxyphenyl)-3-methylhexa-3,5-dienoate (128862-54-4) → methyl (2E,3Z,5E)-6-(4-chloro-3-methoxyphenyl)-2-methoxymethylidene-3-methylhexa-3,5-dienoate (65105-52-4)

Guidance literature:

Methyl formate; methyl (3Z,5E)-6-(4-chloro-3-methoxyphenyl)-3-methylhexa-3,5-dienoate; With sodium hydride; In mineral oil; at 20 ℃; Inert atmosphere;

With potassium carbonate; dimethyl sulfate; In N,N-dimethyl-formamide; mineral oil; for 14h; Inert atmosphere;

DOI:10.1016/j.mencom.2013.07.003

Reference yield: 60.0%

Methyl formate (107-31-3) + methyl (3Z,5E)-6-(4-chloro-3-methoxyphenyl)-3-methylhexa-3,5-dienoate (128862-54-4) + dimethyl sulfate (77-78-1) → methyl (2E,3Z,5E)-6-(4-chloro-3-methoxyphenyl)-2-methoxymethylidene-3-methylhexa-3,5-dienoate (65105-52-4)

Guidance literature:

Methyl formate; methyl (3Z,5E)-6-(4-chloro-3-methoxyphenyl)-3-methylhexa-3,5-dienoate; With sodium hydride; In mineral oil; at 20 ℃; for 4h; Inert atmosphere;

dimethyl sulfate; In N,N-dimethyl-formamide; for 14h; Inert atmosphere;

DOI:10.1007/s11172-014-0458-1

Reference yield: 25.0%

(3Z,5E)-6-(4-Chloro-3-methoxy-phenyl)-2-[1-hydroxy-meth-(E)-ylidene]-3-methyl-hexa-3,5-dienoic acid methyl ester (128862-51-1,128862-55-5) + dimethyl sulfate (77-78-1) → (9E)-Strobilurin B (128862-28-2) + (3Z,5E)-6-(4-Chloro-3-methoxy-phenyl)-2-[1-methoxy-meth-(E)-ylidene]-3-methyl-hexa-3,5-dienoic acid methyl ester (65105-52-4,128862-28-2) + methyl (2E,3Z,5E)-6-(4-chloro-3-methoxyphenyl)-2-methoxymethylidene-3-methylhexa-3,5-dienoate (65105-52-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1016/S0040-4039(01)80582-7

upstream raw materials:

(3Z,5E)-6-(4-Chloro-3-methoxy-phenyl)-2-[1-hydroxy-meth-(E)-ylidene]-3-methyl-hexa-3,5-dienoic acid methyl ester

dimethyl sulfate

2-chloro-5-methylphenol

2-chloro-5-methylanisole