N-(4-(benzo[d]thiazol-2-yl)-3-hydroxybenzyl)-5-(2-(2-(3-hydroxyphenyl)-4,4-dimethyl-4,5-dihydrofuran-3-yl)-2-methylpropoxy)pentanamide

Base Information

• Chemical Name: N-(4-(benzo[d]thiazol-2-yl)-3-hydroxybenzyl)-5-(2-(2-(3-hydroxyphenyl)-4,4-dimethyl-4,5-dihydrofuran-3-yl)-2-methylpropoxy)pentanamide
• CAS No.: 949913-12-6
• Molecular Formula: C₃₅H₄₀N₂O₅S
• Molecular Weight: 600.779

Synonyms:N-(4-(benzo[d]thiazol-2-yl)-3-hydroxybenzyl)-5-(2-(2-(3-hydroxyphenyl)-4,4-dimethyl-4,5-dihydrofuran-3-yl)-2-methylpropoxy)pentanamide

Chemical Property of N-(4-(benzo[d]thiazol-2-yl)-3-hydroxybenzyl)-5-(2-(2-(3-hydroxyphenyl)-4,4-dimethyl-4,5-dihydrofuran-3-yl)-2-methylpropoxy)pentanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-(4-(benzo[d]thiazol-2-yl)-3-hydroxybenzyl)-5-(2-(2-(3-hydroxyphenyl)-4,4-dimethyl-4,5-dihydrofuran-3-yl)-2-methylpropoxy)pentanamide

There total 4 articles about N-(4-(benzo[d]thiazol-2-yl)-3-hydroxybenzyl)-5-(2-(2-(3-hydroxyphenyl)-4,4-dimethyl-4,5-dihydrofuran-3-yl)-2-methylpropoxy)pentanamide 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: 94.8%

N-(4-(benzo[d]thiazol-2-yl)-3-methoxybenzyl)-5-(2-(2-(3-(tert-butyldimethylsilyloxy)phenyl)-4,4-dimethyl-4,5-dihydrofuran-3-yl)-2-methylpropoxy)pentanamide (949913-11-5) → N-(4-(benzo[d]thiazol-2-yl)-3-hydroxybenzyl)-5-(2-(2-(3-hydroxyphenyl)-4,4-dimethyl-4,5-dihydrofuran-3-yl)-2-methylpropoxy)pentanamide (949913-12-6)

Guidance literature:

N-(4-(benzo[d]thiazol-2-yl)-3-methoxybenzyl)-5-(2-(2-(3-(tert-butyldimethylsilyloxy)phenyl)-4,4-dimethyl-4,5-dihydrofuran-3-yl)-2-methylpropoxy)pentanamide; With sodium thiomethoxide; In N,N-dimethyl-formamide; at 140 ℃; for 1h; Inert atmosphere;

With water; ammonium chloride; In N,N-dimethyl-formamide; Inert atmosphere;

DOI:10.1016/j.tet.2012.04.078

Reference yield:

3-(7-ethoxycarbonyl-1,1-dimethyl-3-oxaheptyl)-3-hydroxy-2-(3-methoxyphenyl)-4,4-dimethyl-2,3,4,5-tetrahydrofuran → N-(4-(benzo[d]thiazol-2-yl)-3-hydroxybenzyl)-5-(2-(2-(3-hydroxyphenyl)-4,4-dimethyl-4,5-dihydrofuran-3-yl)-2-methylpropoxy)pentanamide (949913-12-6)

Guidance literature:

Multi-step reaction with 6 steps

1.1: pyridine; thionyl chloride / dichloromethane / 3 h / 0 °C / Inert atmosphere

2.1: sodium thiomethoxide / N,N-dimethyl-formamide / 2 h / 140 °C / Inert atmosphere

2.2: Inert atmosphere

3.1: 1H-imidazole / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

3.2: 1 h / 20 °C / Inert atmosphere

3.3: Inert atmosphere

4.1: triethylamine / acetonitrile / 1 h / 20 °C / Inert atmosphere

5.1: triethylamine / acetonitrile / 5 h / 20 °C / Inert atmosphere

6.1: sodium thiomethoxide / N,N-dimethyl-formamide / 1 h / 140 °C / Inert atmosphere

6.2: Inert atmosphere

With pyridine; 1H-imidazole; thionyl chloride; triethylamine; sodium thiomethoxide; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.tet.2012.04.078

Reference yield:

4-(7-carboxy-1,1-dimethyl-3-oxaheptyl )-5-(3-hydroxyphenyl)-3,3-dimethyl-2,3-dihydrofuran (594859-80-0) → N-(4-(benzo[d]thiazol-2-yl)-3-hydroxybenzyl)-5-(2-(2-(3-hydroxyphenyl)-4,4-dimethyl-4,5-dihydrofuran-3-yl)-2-methylpropoxy)pentanamide (949913-12-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 1H-imidazole / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

1.2: 1 h / 20 °C / Inert atmosphere

1.3: Inert atmosphere

2.1: triethylamine / acetonitrile / 1 h / 20 °C / Inert atmosphere

3.1: triethylamine / acetonitrile / 5 h / 20 °C / Inert atmosphere

4.1: sodium thiomethoxide / N,N-dimethyl-formamide / 1 h / 140 °C / Inert atmosphere

4.2: Inert atmosphere

With 1H-imidazole; triethylamine; sodium thiomethoxide; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.tet.2012.04.078

upstream raw materials:

4-(7-carboxy-1,1-dimethyl-3-oxaheptyl )-5-(3-hydroxyphenyl)-3,3-dimethyl-2,3-dihydrofuran

5-(3-tert-butyldimethylsilyloxyphenyl)-4-(7-carboxy-1,1-dimethyl-3-oxaheptyl)-3,3-dimethyl-2,3-dihydrofuran

N-(4-(benzo[d]thiazol-2-yl)-3-methoxybenzyl)-5-(2-(2-(3-(tert-butyldimethylsilyloxy)phenyl)-4,4-dimethyl-4,5-dihydrofuran-3-yl)-2-methylpropoxy)pentanamide

Downstream raw materials:

N-(4-(benzo[d]thiazol-2-yl)-3-hydroxybenzyl)-5-(2-(1-(3-hydroxyphenyl)-4,4-dimethyl-2,6,7-trioxabicyclo[3.2.0]heptan-5-yl)-2-methylpropoxy)pentanamide

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