methyl (E)-6-hydroxy-4-methylhex-4-enoate

Base Information

• Chemical Name: methyl (E)-6-hydroxy-4-methylhex-4-enoate
• CAS No.: 53585-95-8
• Molecular Formula: C8H14O3
• Molecular Weight: 158.19500
• Hs Code.: 2918199090
• Nikkaji Number: J144.194I
• Mol file: 53585-95-8.mol

Synonyms:53585-95-8;methyl (E)-6-hydroxy-4-methylhex-4-enoate;4-Hexenoic acid, 6-hydroxy-4-methyl-, methyl ester, (E)-;SCHEMBL13191188;PQOBTUTWNHKPOV-FNORWQNLSA-N;(E)-Methyl6-hydroxy-4-methylhex-4-enoate;(E)-Methyl 6-hydroxy-4-methylhex-4-enoate;Methyl (4E)-6-hydroxy-4-methyl-4-hexenoate #;(E)-6-Hydroxy-4-methyl-4-hexenoic acid methyl ester;METHYL (4E)-6-HYDROXY-4-METHYLHEX-4-ENOATE

Chemical Property of methyl (E)-6-hydroxy-4-methylhex-4-enoate

Chemical Property:

• Boiling Point: 212.5±28.0 °C(Predicted)
• PKA: 14.29±0.10(Predicted)
• PSA: 46.53000
• Density: 1.020±0.06 g/cm3(Predicted)
• LogP: 0.87820
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 158.094294304
• Heavy Atom Count: 11
• Complexity: 149

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=CCO)CCC(=O)OC
• Isomeric SMILES: C/C(=C\CO)/CCC(=O)OC

Technology Process of methyl (E)-6-hydroxy-4-methylhex-4-enoate

There total 20 articles about methyl (E)-6-hydroxy-4-methylhex-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:

(E)-1-acetoxy-5-carboxy-3-methylpent-2-ene (27872-60-2) → methyl (E)-6-hydroxy-4-methylhex-4-enoate (53585-95-8)

Guidance literature:

With sulfuric acid; In methanol; at 20 ℃; for 12h;

Reference yield:

methyl (E)-6-((tert-butyldimethylsilyl)oxy)-4-methylhex-4-enoate (1291070-10-4) → methyl (E)-6-hydroxy-4-methylhex-4-enoate (53585-95-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran;

Reference yield:

(E)-5-(3,3-dimethyloxiran-2-yl)-3-methylpent-2-enyl acetate (37715-31-4) → methyl (E)-6-hydroxy-4-methylhex-4-enoate (53585-95-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / NaIO₄ / dioxane; H₂O / 24 h / Ambient temperature

2: 87 percent / Jones reagent / acetone

3: conc. H₂SO₄ / Ambient temperature

With sodium periodate; jones reagent; sulfuric acid; In 1,4-dioxane; water; acetone;

DOI:10.1016/S0040-4020(97)00061-6

upstream raw materials:

diazomethane

(E)-6-hydroxy-4-methylhex-4-enoic acid

6-Trityloxy-4-methylhex-4-ensaeure

sodium methylate

Downstream raw materials:

(Z)-4-Methyl-6-(3-methyl-1,4-dioxo-1,4-dihydro-naphthalen-2-yl)-hex-4-enoic acid

3-(5-carboxy-3-methyl-(2E)-penten-1-yl)-2-methyl-1,4-naphthoquinone

Refernces

• 1、 -. "ANTICOAGULANT COMPOUNDS AND THEIR USE". . . Retrieved 2018/04/18.
• 2、 -. "PPAR AGONISTS, COMPOUNDS, PHARMACEUTICAL COMPOSITIONS, AND METHODS OF USE THEREOF". . . Retrieved 2016/05/02.