1-methoxy-4-{[(E,5S)-5-(methoxymethoxy)-5-phenylpent-3-enyl]oxymethyl}benzene

Base Information

• Chemical Name: 1-methoxy-4-{[(E,5S)-5-(methoxymethoxy)-5-phenylpent-3-enyl]oxymethyl}benzene
• CAS No.: 1301607-78-2
• Molecular Formula: C₂₁H₂₆O₄
• Molecular Weight: 342.435
• Mol file: 1301607-78-2.mol

Synonyms:1-methoxy-4-{[(E,5S)-5-(methoxymethoxy)-5-phenylpent-3-enyl]oxymethyl}benzene

Chemical Property of 1-methoxy-4-{[(E,5S)-5-(methoxymethoxy)-5-phenylpent-3-enyl]oxymethyl}benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-methoxy-4-{[(E,5S)-5-(methoxymethoxy)-5-phenylpent-3-enyl]oxymethyl}benzene

There total 6 articles about 1-methoxy-4-{[(E,5S)-5-(methoxymethoxy)-5-phenylpent-3-enyl]oxymethyl}benzene 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: 96.0%

(1S,2E)-5-[(4-methoxybenzyl)oxy]-1-phenylpent-2-en-1-ol (1301607-74-8) + chloromethyl methyl ether (107-30-2) → 1-methoxy-4-{[(E,5S)-5-(methoxymethoxy)-5-phenylpent-3-enyl]oxymethyl}benzene (1301607-78-2)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 0 - 25 ℃; for 3h; Inert atmosphere;

DOI:10.1055/s-0030-1259431

Reference yield:

benzaldehyde (100-52-7) → 1-methoxy-4-{[(E,5S)-5-(methoxymethoxy)-5-phenylpent-3-enyl]oxymethyl}benzene (1301607-78-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran; n-heptane / 1 h / 0 °C / Inert atmosphere

1.2: 2 h / -78 - 25 °C / Inert atmosphere

2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dichloromethane; dimethyl sulfoxide / 3 h / 0 - 25 °C / Inert atmosphere

3.1: dimethylsulfide borane complex; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran; toluene / 1 h / -20 °C / Inert atmosphere

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 25 °C / Inert atmosphere

5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 0 - 25 °C / Inert atmosphere

With lithium aluminium tetrahydride; dimethylsulfide borane complex; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; n-heptane; dichloromethane; dimethyl sulfoxide; toluene;

DOI:10.1055/s-0030-1259431

Reference yield:

1-but-3-ynyloxymethyl-4-methoxy-benzene (218434-90-3) → 1-methoxy-4-{[(E,5S)-5-(methoxymethoxy)-5-phenylpent-3-enyl]oxymethyl}benzene (1301607-78-2)

Guidance literature:

Multi-step reaction with 5 steps

1.1: lithium hexamethyldisilazane / tetrahydrofuran; n-heptane / 1 h / 0 °C / Inert atmosphere

1.2: 2 h / -78 - 25 °C / Inert atmosphere

2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dichloromethane; dimethyl sulfoxide / 3 h / 0 - 25 °C / Inert atmosphere

3.1: dimethylsulfide borane complex; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole / tetrahydrofuran; toluene / 1 h / -20 °C / Inert atmosphere

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 0 - 25 °C / Inert atmosphere

5.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 3 h / 0 - 25 °C / Inert atmosphere

With lithium aluminium tetrahydride; dimethylsulfide borane complex; N-ethyl-N,N-diisopropylamine; lithium hexamethyldisilazane; (3aR)-1-methyl-3,3-diphenyl-tetrahydro-pyrrolo[1,2-c][1,3,2]oxazaborole; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; n-heptane; dichloromethane; dimethyl sulfoxide; toluene;

DOI:10.1055/s-0030-1259431

upstream raw materials:

5-[(4-methoxybenzyl)oxy]-1-phenylpent-2-yn-1-ol

(1S,2E)-5-[(4-methoxybenzyl)oxy]-1-phenylpent-2-en-1-ol

chloromethyl methyl ether

5-[(4-methoxybenzyl)oxy]-1-phenylpent-2-yn-1-one

Downstream raw materials:

(1R,2S,3R)-5-[(4-methoxybenzyl)oxy]-1-(methoxymethoxy)-1-phenylpentane-2,3-diol

(+)-goniodiol