5-{[(3,4-dihydro-6-methoxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)methoxy]methyl}-3-(4-hydroxyphenyl)isoxazole

Base Information

• Chemical Name: 5-{[(3,4-dihydro-6-methoxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)methoxy]methyl}-3-(4-hydroxyphenyl)isoxazole
• CAS No.: 1333118-63-0
• Molecular Formula: C₂₅H₂₉NO₅
• Molecular Weight: 423.509
• Mol file: 1333118-63-0.mol

Synonyms:5-{[(3,4-dihydro-6-methoxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)methoxy]methyl}-3-(4-hydroxyphenyl)isoxazole

Chemical Property of 5-{[(3,4-dihydro-6-methoxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)methoxy]methyl}-3-(4-hydroxyphenyl)isoxazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-{[(3,4-dihydro-6-methoxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)methoxy]methyl}-3-(4-hydroxyphenyl)isoxazole

There total 8 articles about 5-{[(3,4-dihydro-6-methoxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)methoxy]methyl}-3-(4-hydroxyphenyl)isoxazole 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: 29.0%

5-{[(3,4-dihydro-6-methoxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)methoxy]methyl}-3-(4-methoxyphenyl)-isoxazole (1333118-61-8) → 2-{[(3-(4-methoxyphenyl)isoxazol-5-yl)methoxy]methyl}-2,5,7,8-tetramethyl-2H-1-benzopyran-6-ol (1333118-64-1) + 5-{[(3,4-dihydro-6-methoxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)methoxy]methyl}-3-(4-hydroxyphenyl)isoxazole (1333118-63-0)

Guidance literature:

5-{[(3,4-dihydro-6-methoxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)methoxy]methyl}-3-(4-methoxyphenyl)-isoxazole; With boron dimethyl-trifluoro sulphide; In dichloromethane; at 0 - 20 ℃; for 2h;

With water; In dichloromethane;

DOI:10.1016/j.bmc.2011.06.074

Reference yield: 27.0%

5-{[(3,4-dihydro-6-methoxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)methoxy]methyl}-3-(4-methoxyphenyl)-isoxazole (1333118-61-8) → 5-{[(3,4-dihydro-6-methoxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)methoxy]methyl}-3-(4-hydroxyphenyl)isoxazole (1333118-63-0) + 2-{[(3-(4-hydroxyphenyl)isoxazol-5-yl)methoxy]methyl}-2,5,7,8-tetramethyl-2H-1-benzopyran-6-ol

Guidance literature:

With boron dimethyl-trifluoro sulphide; In dichloromethane; at 0 ℃; for 24h;

DOI:10.1016/j.ejmech.2014.06.046

Reference yield:

3,4-dihydro-6-methoxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-carboxylic acid methyl ester (174078-66-1) → 2-{[(3-(4-methoxyphenyl)isoxazol-5-yl)methoxy]methyl}-2,5,7,8-tetramethyl-2H-1-benzopyran-6-ol (1333118-64-1) + 5-{[(3,4-dihydro-6-methoxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)methoxy]methyl}-3-(4-hydroxyphenyl)isoxazole (1333118-63-0)

Guidance literature:

Multi-step reaction with 4 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 70 °C

2.1: potassium tert-butylate / N,N-dimethyl-formamide / 0 - 20 °C

2.2: 0 - 20 °C

3.1: copper(ll) sulfate pentahydrate; chloroamine-T; copper / water; tert-butyl alcohol

4.1: boron dimethyl-trifluoro sulphide / dichloromethane / 2 h / 0 - 20 °C

With lithium aluminium tetrahydride; copper(ll) sulfate pentahydrate; boron dimethyl-trifluoro sulphide; potassium tert-butylate; chloroamine-T; copper; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol;

DOI:10.1016/j.bmc.2011.06.074

upstream raw materials:

3,4-dihydro-6-methoxy-2,5,7,8-tetramethyl-2-(prop-2-ynyloxymethyl)-2Η-1-benzopyran

5-{[(3,4-dihydro-6-methoxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-yl)methoxy]methyl}-3-(4-methoxyphenyl)-isoxazole

3,4-dihydro-6-methoxy-2,5 ,7,8-tetramethyl-2H-benzopyran-2-methanol

3,4-dihydro-6-methoxy-2,5,7,8-tetramethyl-2H-1-benzopyran-2-carboxylic acid methyl ester