2-Pentenoic acid, 5-(((dimethoxyphosphinyl)acetyl)oxy)-3-methyl-, 2,2,2-trichloroethyl ester, (E)-

Base Information

• Chemical Name: 2-Pentenoic acid, 5-(((dimethoxyphosphinyl)acetyl)oxy)-3-methyl-, 2,2,2-trichloroethyl ester, (E)-
• CAS No.: 88969-03-3
• Molecular Formula: C₁₂H₁₈Cl₃O₇P
• Molecular Weight: 411.603
• Mol file: 88969-03-3.mol

Synonyms:2-Pentenoic acid, 5-(((dimethoxyphosphinyl)acetyl)oxy)-3-methyl-, 2,2,2-trichloroethyl ester, (E)-;88969-03-3

Chemical Property of 2-Pentenoic acid, 5-(((dimethoxyphosphinyl)acetyl)oxy)-3-methyl-, 2,2,2-trichloroethyl ester, (E)-

Chemical Property:

• Vapor Pressure: 4.62E-10mmHg at 25°C
• Boiling Point: 498.2°Cat760mmHg
• Flash Point: 430.5°C
• Density: 1.38g/cm³
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 11
• Exact Mass: 409.985573
• Heavy Atom Count: 23
• Complexity: 480

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CC(=O)OCC(Cl)(Cl)Cl)CCOC(=O)CP(=O)(OC)OC
• Isomeric SMILES: C/C(=C\C(=O)OCC(Cl)(Cl)Cl)/CCOC(=O)CP(=O)(OC)OC

Technology Process of 2-Pentenoic acid, 5-(((dimethoxyphosphinyl)acetyl)oxy)-3-methyl-, 2,2,2-trichloroethyl ester, (E)-

There total 1 articles about 2-Pentenoic acid, 5-(((dimethoxyphosphinyl)acetyl)oxy)-3-methyl-, 2,2,2-trichloroethyl ester, (E)- 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: 94.0%

dimethylphosphonoacetic acid (34159-46-1) + 2,2,2-Trichloroethyl 5-Hydroxy-3-methyl-2(E)-pentenoate (88968-95-0) → (E)-5-[2-(Dimethoxy-phosphoryl)-acetoxy]-3-methyl-pent-2-enoic acid 2,2,2-trichloro-ethyl ester (88969-03-3)

Guidance literature:

With pyridine; trifluoroacetic anhydride; In dichloromethane;

DOI:10.1021/jo00153a035

Reference yield: 76.0%

(E)-5-[2-(Dimethoxy-phosphoryl)-acetoxy]-3-methyl-pent-2-enoic acid 2,2,2-trichloro-ethyl ester (88969-03-3) → (E)-5-[2-(Dimethoxy-phosphoryl)-acetoxy]-3-methyl-pent-2-enoic acid (88968-94-9)

Guidance literature:

With potassium dihydrogenphosphate; zinc; In tetrahydrofuran;

DOI:10.1021/jo00153a035

Reference yield:

(E)-5-[2-(Dimethoxy-phosphoryl)-acetoxy]-3-methyl-pent-2-enoic acid 2,2,2-trichloro-ethyl ester (88969-03-3) → Trichothecene monoester (84303-84-4,84303-85-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / Zn, KH₂PO₄ / tetrahydrofuran

2: 55 percent / DCC, DMAP / CH₂Cl₂

With dmap; potassium dihydrogenphosphate; dicyclohexyl-carbodiimide; zinc; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo00153a035

upstream raw materials:

dimethylphosphonoacetic acid

2,2,2-Trichloroethyl 5-Hydroxy-3-methyl-2(E)-pentenoate

Downstream raw materials:

(E)-5-[2-(Dimethoxy-phosphoryl)-acetoxy]-3-methyl-pent-2-enoic acid

C₂₁H₂₈O₅

Trichothecene monoester