(+/-)-(1-allyl-1H-tetrazol-5-yl)(4-methoxy-3-(2-methoxyethoxymethoxy)phenyl)(3,4,5-trimethoxyphenyl)methanol

Base Information

• Chemical Name: (+/-)-(1-allyl-1H-tetrazol-5-yl)(4-methoxy-3-(2-methoxyethoxymethoxy)phenyl)(3,4,5-trimethoxyphenyl)methanol
• CAS No.: 1362101-24-3
• Molecular Formula: C₂₅H₃₂N₄O₈
• Molecular Weight: 516.551
• Mol file: 1362101-24-3.mol

Synonyms:(+/-)-(1-allyl-1H-tetrazol-5-yl)(4-methoxy-3-(2-methoxyethoxymethoxy)phenyl)(3,4,5-trimethoxyphenyl)methanol

Chemical Property of (+/-)-(1-allyl-1H-tetrazol-5-yl)(4-methoxy-3-(2-methoxyethoxymethoxy)phenyl)(3,4,5-trimethoxyphenyl)methanol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-(1-allyl-1H-tetrazol-5-yl)(4-methoxy-3-(2-methoxyethoxymethoxy)phenyl)(3,4,5-trimethoxyphenyl)methanol

There total 4 articles about (+/-)-(1-allyl-1H-tetrazol-5-yl)(4-methoxy-3-(2-methoxyethoxymethoxy)phenyl)(3,4,5-trimethoxyphenyl)methanol 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: 88.0%

1-N-allyltetrazole (76457-32-4) + (4-methoxy-3-(2-methoxyethoxymethoxy)phenyl)(3,4,5-trimethoxyphenyl)methanone (1362101-22-1) → (+/-)-(1-allyl-1H-tetrazol-5-yl)(4-methoxy-3-(2-methoxyethoxymethoxy)phenyl)(3,4,5-trimethoxyphenyl)methanol (1362101-24-3)

Guidance literature:

1-N-allyltetrazole; With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; In tetrahydrofuran; hexane; at -98 ℃; for 0.05h; Inert atmosphere;

(4-methoxy-3-(2-methoxyethoxymethoxy)phenyl)(3,4,5-trimethoxyphenyl)methanone; In tetrahydrofuran; hexane; at -98 - -60 ℃; for 2h; Inert atmosphere;

With water; ammonium chloride; In tetrahydrofuran; hexane; Inert atmosphere;

DOI:10.1021/ol300276p

Reference yield:

isovanillin (621-59-0) → (+/-)-(1-allyl-1H-tetrazol-5-yl)(4-methoxy-3-(2-methoxyethoxymethoxy)phenyl)(3,4,5-trimethoxyphenyl)methanol (1362101-24-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 5 h / 20 °C / Inert atmosphere

2.1: tert.-butyl lithium / tetrahydrofuran; pentane / 0.08 h / -78 °C / Inert atmosphere

2.2: 0.17 h / -78 °C / Inert atmosphere

2.3: -78 °C / Inert atmosphere

3.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 23 h / 20 °C / Inert atmosphere

4.1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine / tetrahydrofuran; hexane / 0.05 h / -98 °C / Inert atmosphere

4.2: 2 h / -98 - -60 °C / Inert atmosphere

4.3: Inert atmosphere

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; tert.-butyl lithium; N-ethyl-N,N-diisopropylamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; hexane; dichloromethane; dimethyl sulfoxide; pentane;

DOI:10.1021/ol300276p

Reference yield:

(+/-)-[4-methoxy-3-(2-methoxyethoxymethoxy)phenyl]-(3,4,5-trimethoxyphenyl)methanol (1362101-20-9) → (+/-)-(1-allyl-1H-tetrazol-5-yl)(4-methoxy-3-(2-methoxyethoxymethoxy)phenyl)(3,4,5-trimethoxyphenyl)methanol (1362101-24-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 23 h / 20 °C / Inert atmosphere

2.1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine / tetrahydrofuran; hexane / 0.05 h / -98 °C / Inert atmosphere

2.2: 2 h / -98 - -60 °C / Inert atmosphere

2.3: Inert atmosphere

With n-butyllithium; N,N,N,N,-tetramethylethylenediamine; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In tetrahydrofuran; hexane; dimethyl sulfoxide;

DOI:10.1021/ol300276p

upstream raw materials:

isovanillin

1-N-allyltetrazole

(4-methoxy-3-(2-methoxyethoxymethoxy)phenyl)(3,4,5-trimethoxyphenyl)methanone

(+/-)-[4-methoxy-3-(2-methoxyethoxymethoxy)phenyl]-(3,4,5-trimethoxyphenyl)methanol

Downstream raw materials:

(+/-)-[4-methoxy-3-(2-methoxyethoxymethoxy)phenyl]-(1H-tetrazol-5-yl)(3,4,5-trimethoxyphenyl)methanol

5-(2-(3-((2-methoxyethoxy)methoxy)-4-methoxyphenyl)ethynyl)-1,2,3-trimethoxybenzene

(Z)-5-(3-((2-methoxyethoxy)methoxy)-4-methoxystyryl)-1,2,3-trimethoxybenzene

combrestatin A₄