Methyl (4Z)-5-chloro-5-(4-fluorophenyl)-3-hydroxy-2-methylidenepent-4-enoate

Base Information

Chemical Name:Methyl (4Z)-5-chloro-5-(4-fluorophenyl)-3-hydroxy-2-methylidenepent-4-enoate
CAS No.:1219452-55-7
Molecular Formula:C₁₃H₁₂ClFO₃
Molecular Weight:270.688
Hs Code.:
DSSTox Substance ID:DTXSID50705013
Nikkaji Number:J2.885.364E

Synonyms:DTXSID50705013;1219452-55-7;(Z)-5-Chloro-5-(4-fluorophenyl)-3-hydroxy-2-methylene-4-pentenoic acid methyl ester;Methyl (4Z)-5-chloro-5-(4-fluorophenyl)-3-hydroxy-2-methylidenepent-4-enoate

Suppliers and Price of Methyl (4Z)-5-chloro-5-(4-fluorophenyl)-3-hydroxy-2-methylidenepent-4-enoate

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

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Total 0 raw suppliers

Chemical Property of Methyl (4Z)-5-chloro-5-(4-fluorophenyl)-3-hydroxy-2-methylidenepent-4-enoate

Chemical Property:

XLogP3:2.7
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:5
Exact Mass:270.0459001
Heavy Atom Count:18
Complexity:346

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Canonical SMILES:COC(=O)C(=C)C(C=C(C1=CC=C(C=C1)F)Cl)O
Isomeric SMILES:COC(=O)C(=C)C(/C=C(/C1=CC=C(C=C1)F)\Cl)O

Technology Process of Methyl (4Z)-5-chloro-5-(4-fluorophenyl)-3-hydroxy-2-methylidenepent-4-enoate

There total 3 articles about Methyl (4Z)-5-chloro-5-(4-fluorophenyl)-3-hydroxy-2-methylidenepent-4-enoate 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: 82.0%

: 292638-85-8,9003-21-8,96-33-3
acrylic acid methyl ester

: 161891-29-8
(Z)-3-chloro-3-(4-fluorophenyl)acrylaldehyde

: 1219452-55-7
(Z)-methyl 5-chloro-5-(4-fluorophenyl)-3-hydroxy-2-methylenepent-4-enoate

Guidance literature:: With 1,4-diaza-bicyclo[2.2.2]octane; at 50 ℃; for 4h; Neat (no solvent); Sonication;
DOI:10.1080/00397910903262187

Reference yield: 42.0%

: 70-55-3
toluene-4-sulfonamide

: 292638-85-8,9003-21-8,96-33-3
acrylic acid methyl ester

: 161891-29-8
(Z)-3-chloro-3-(4-fluorophenyl)acrylaldehyde

: 1219452-55-7
(Z)-methyl 5-chloro-5-(4-fluorophenyl)-3-hydroxy-2-methylenepent-4-enoate

: 1254255-19-0
(Z)-methyl 5-chloro-5-(4-fluorophenyl)-2-methylene-3-(4-tolylsulfonamido)pent-4-enoate

Guidance literature:: With 1,4-diaza-bicyclo[2.2.2]octane; aluminum (III) chloride; at 20 ℃; for 1h; Neat (no solvent);
DOI:10.3184/030823410X12627215361201

Reference yield:

: 403-42-9
1-(4-fluorophenyl)ethanone

: 1219452-55-7
(Z)-methyl 5-chloro-5-(4-fluorophenyl)-3-hydroxy-2-methylenepent-4-enoate

Guidance literature:: Multi-step reaction with 2 steps

1: bis(trichloromethyl) carbonate

2: 1,4-diaza-bicyclo[2.2.2]octane

With 1,4-diaza-bicyclo[2.2.2]octane; bis(trichloromethyl) carbonate; 1: Vilsmeier formylation / 2: Baylis-Hillman reaction;
DOI:10.3987/COM-11-12333