E-5-[(4-methoxyphenoxy)methyl]-3-(3-methylbutylidene)-5-[(phenylmethoxy)methyl]-4,5-dihydrofuran-2-one

Base Information

• Chemical Name: E-5-[(4-methoxyphenoxy)methyl]-3-(3-methylbutylidene)-5-[(phenylmethoxy)methyl]-4,5-dihydrofuran-2-one
• CAS No.: 946570-26-9
• Molecular Formula: C₂₅H₃₀O₅
• Molecular Weight: 410.51
• Mol file: 946570-26-9.mol

Synonyms:E-5-[(4-methoxyphenoxy)methyl]-3-(3-methylbutylidene)-5-[(phenylmethoxy)methyl]-4,5-dihydrofuran-2-one

Chemical Property of E-5-[(4-methoxyphenoxy)methyl]-3-(3-methylbutylidene)-5-[(phenylmethoxy)methyl]-4,5-dihydrofuran-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of E-5-[(4-methoxyphenoxy)methyl]-3-(3-methylbutylidene)-5-[(phenylmethoxy)methyl]-4,5-dihydrofuran-2-one

There total 7 articles about E-5-[(4-methoxyphenoxy)methyl]-3-(3-methylbutylidene)-5-[(phenylmethoxy)methyl]-4,5-dihydrofuran-2-one 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:

isovaleraldehyde (590-86-3) + 5-[(4-methoxyphenoxy)methyl]-5-[(phenylmethoxy)methyl]-3,4,5-trihydrofuran-2-one (213828-30-9) → E-5-[(4-methoxyphenoxy)methyl]-3-(3-methylbutylidene)-5-[(phenylmethoxy)methyl]-4,5-dihydrofuran-2-one (946570-26-9) + Z-5-[(4-methoxyphenoxy)methyl]-3-(3-methylbutylidene)-5-[(phenylmethoxy)methyl]-4,5-dihydrofuran-2-one (946570-24-7)

Guidance literature:

5-[(4-methoxyphenoxy)methyl]-5-[(phenylmethoxy)methyl]-3,4,5-trihydrofuran-2-one; With lithium hexamethyldisilazane; In tetrahydrofuran; at -78 ℃; Inert atmosphere;

isovaleraldehyde; In tetrahydrofuran; at -78 - 20 ℃; Further stages; Inert atmosphere;

DOI:10.1016/j.ejmech.2014.11.025

Reference yield:

C25H32O6 → E-5-[(4-methoxyphenoxy)methyl]-3-(3-methylbutylidene)-5-[(phenylmethoxy)methyl]-4,5-dihydrofuran-2-one (946570-26-9) + Z-5-[(4-methoxyphenoxy)methyl]-3-(3-methylbutylidene)-5-[(phenylmethoxy)methyl]-4,5-dihydrofuran-2-one (946570-24-7)

Guidance literature:

C₂₅H₃₂O₆; With methanesulfonyl chloride; triethylamine; In dichloromethane; at 20 ℃; for 0.166667h;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; at 20 ℃; Further stages.;

DOI:10.1021/jm0702579

Reference yield:

2,3-epoxypropyl p-methoxyphenyl ether (2211-94-1,26744-15-0) → E-5-[(4-methoxyphenoxy)methyl]-3-(3-methylbutylidene)-5-[(phenylmethoxy)methyl]-4,5-dihydrofuran-2-one (946570-26-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: NaH / Heating

1.2: pyridinium chlorochromate; 4 Angstroem molecular sieves / CH₂Cl₂

2.1: tetrahydrofuran / -78 °C

3.1: BH₃-SMe₂ / tetrahydrofuran / -78 °C

3.2: pyridinium chlorochromate / CH₂Cl₂

4.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 0.17 h / -78 °C

4.2: tetrahydrofuran / 0.33 h / -78 °C

5.1: Et₃N; methanesulfonyl chloride / CH₂Cl₂ / 0.17 h / 20 °C

5.2: 512 mg / 1,8-diazabicyclo[5.4.0]undec-7-ene / CH₂Cl₂ / 20 °C

With dimethylsulfide borane complex; sodium hydride; methanesulfonyl chloride; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;

DOI:10.1021/jm0702579

upstream raw materials:

2,3-epoxypropyl p-methoxyphenyl ether

1-(benzyloxy)-3-(4-methoxyphenoxy)acetone

1-(benzyloxy)-2-[(4-methoxyphenoxy)methyl]-4-penten-2-ol

benzyl alcohol

Downstream raw materials:

E-5-(hydroxymethyl)-3-(3-methylbutylidene)-5-[(phenylmethoxy)methyl]-4,5-dihydrofuran-2-one

E-{4-(3-methylbutylidene)-5-oxo-2-[(phenylmethoxy)methyl]-2-(2,3-dihydrofuryl)}methyl 5-methyl-3-(2-methylpropyl)hexanoate