Spirotetramat

Base Information

• Chemical Name: Spirotetramat
• CAS No.: 203313-25-1
• Molecular Formula: C21H27NO5
• Molecular Weight: 373.449
• Hs Code.: 2933790020
• European Community (EC) Number: 606-523-6
• UNII: 4G7KR034OX
• DSSTox Substance ID: DTXSID7044342,DTXSID40861495
• Nikkaji Number: J2.943.237F,J2.633.785B
• Wikipedia: Spirotetramat
• Wikidata: Q2685527
• ChEMBL ID: CHEMBL2229173
• Mol file: 203313-25-1.mol

Synonyms:cis-4-(ethoxycarbonyloxy)-8-methoxy-3-(2,5-xylyl)-1-azaspiro(4.5)dec-3-en-2-one;Movento;spirotetramat

Chemical Property of Spirotetramat

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.561
• Boiling Point: 560.962ºC at 760 mmHg
• PKA: 11.48±0.70(Predicted)
• Flash Point: 293.06ºC
• PSA: 73.86000
• Density: 1.2 g/cm³
• LogP: 3.97400
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 373.18892296
• Heavy Atom Count: 27
• Complexity: 606

Purity/Quality:

99.9% ^*data from raw suppliers

Spirotetramat ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)OC1=C(C(=O)NC12CCC(CC2)OC)C3=C(C=CC(=C3)C)C
• Uses: Spirotetramat is a synergistic insecticide.

Technology Process of Spirotetramat

There total 7 articles about Spirotetramat 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: 85.0%

cis-3-(2,5-dimethylphen yl)-4-hydroxy-8-methoxy-1-azaspiro[4.5]dec-3-en-2-one (203312-38-3) + chloroformic acid ethyl ester (541-41-3) → spirotetramat (203313-25-1)

Guidance literature:

With triethylamine; In dichloromethane; at 20 - 30 ℃;

DOI:10.1134/S1070428020100176

Reference yield:

C18H22NO3(1-)*Na(1+) + chloroacetic acid ethyl ester (105-39-5) → spirotetramat (203313-25-1)

Guidance literature:

C₁₈H₂₂NO₃^(1-)*Na⁽¹⁺⁾; With hydrogenchloride; In methanol; 5,5-dimethyl-1,3-cyclohexadiene; water; at 70 ℃; for 0.25h;

chloroacetic acid ethyl ester; With triethylamine; In 5,5-dimethyl-1,3-cyclohexadiene; at 50 ℃; for 2h; Solvent; Temperature;

Reference yield:

methyl cis-1-[2-(2,5-dimethylphenyl)acetamido]-4-methoxycyclohexane-1-carboxylate (203313-47-7) → spirotetramat (203313-25-1)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium tert-butylate / N,N-dimethyl-formamide / 0 - 90 °C

2: triethylamine / dichloromethane / 3.5 h / 20 °C

With potassium tert-butylate; triethylamine; In dichloromethane; N,N-dimethyl-formamide; 1: |Dieckmann Condensation / 1: |Dieckmann Condensation;

DOI:10.1039/c5ra05663b

upstream raw materials:

cis-3-(2,5-dimethylphen yl)-4-hydroxy-8-methoxy-1-azaspiro[4.5]dec-3-en-2-one

chloroformic acid ethyl ester

methyl cis-1-[2-(2,5-dimethylphenyl)acetamido]-4-methoxycyclohexane-1-carboxylate

chloroacetic acid ethyl ester

Downstream raw materials:

carbonic acid cis-3-(2,5-dimethyl-phenyl)-8-methoxy-2-oxo-1-phenyl-1-aza-spiro[4.5]dec-3-en-4-yl ester ethyl ester

cis-3-(2,5-dimethyl-phenyl)-8-methoxy-1-phenyl-1-aza-spiro[4.5]decane-2,4-dione

Refernces

• 1、 -. "Method for preparing cis-alkoxy-substituted spirocyclic 1-H-pyrrolidine-2,4-dione derivatives". Paragraph 0063-0065. . Retrieved 2019/05/24.