2,5-dioxopyrrolidin-1-yl 2-(4-(tert-butyldimethylsilyloxy)-3-methoxyphenyl)acetate

Base Information

• Chemical Name: 2,5-dioxopyrrolidin-1-yl 2-(4-(tert-butyldimethylsilyloxy)-3-methoxyphenyl)acetate
• CAS No.: 1394822-10-6
• Molecular Formula: C₁₉H₂₇NO₆Si
• Molecular Weight: 393.512
• Mol file: 1394822-10-6.mol

Synonyms:2,5-dioxopyrrolidin-1-yl 2-(4-(tert-butyldimethylsilyloxy)-3-methoxyphenyl)acetate

Chemical Property of 2,5-dioxopyrrolidin-1-yl 2-(4-(tert-butyldimethylsilyloxy)-3-methoxyphenyl)acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,5-dioxopyrrolidin-1-yl 2-(4-(tert-butyldimethylsilyloxy)-3-methoxyphenyl)acetate

There total 3 articles about 2,5-dioxopyrrolidin-1-yl 2-(4-(tert-butyldimethylsilyloxy)-3-methoxyphenyl)acetate 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: 84.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 2-(4-((tert-butyldimethylsilyl)oxy)-3-methoxyphenyl)acetic acid (1344662-01-6) → 2,5-dioxopyrrolidin-1-yl 2-(4-(tert-butyldimethylsilyloxy)-3-methoxyphenyl)acetate (1394822-10-6)

Guidance literature:

With dicyclohexyl-carbodiimide; In tetrahydrofuran; at 0 - 25 ℃; for 14h; Inert atmosphere;

DOI:10.1002/anie.201201451

Reference yield:

tert-butyldimethyl 2-(4-(tert-butyldimethylsilyloxy)-3-methoxyphenyl)acetate (78324-15-9) → 2,5-dioxopyrrolidin-1-yl 2-(4-(tert-butyldimethylsilyloxy)-3-methoxyphenyl)acetate (1394822-10-6)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / tetrahydrofuran / 14 h / 20 °C / Inert atmosphere

2: dicyclohexyl-carbodiimide / tetrahydrofuran / 14 h / 0 - 25 °C / Inert atmosphere

With potassium carbonate; dicyclohexyl-carbodiimide; In tetrahydrofuran;

DOI:10.1002/anie.201201451

Reference yield:

Homovanillic acid (306-08-1) → 2,5-dioxopyrrolidin-1-yl 2-(4-(tert-butyldimethylsilyloxy)-3-methoxyphenyl)acetate (1394822-10-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 1H-imidazole / tetrahydrofuran / 14 h / 20 °C / Inert atmosphere

2: potassium carbonate / tetrahydrofuran / 14 h / 20 °C / Inert atmosphere

3: dicyclohexyl-carbodiimide / tetrahydrofuran / 14 h / 0 - 25 °C / Inert atmosphere

With 1H-imidazole; potassium carbonate; dicyclohexyl-carbodiimide; In tetrahydrofuran;

DOI:10.1002/anie.201201451

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

2-(4-((tert-butyldimethylsilyl)oxy)-3-methoxyphenyl)acetic acid

tert-butyldimethyl 2-(4-(tert-butyldimethylsilyloxy)-3-methoxyphenyl)acetate

Homovanillic acid

Downstream raw materials:

N-(6-aminohexyl)-2-(4-((tert-butyldimethylsilyl)oxy)-3-methoxyphenyl)acetamide

N-(6-(2-(4-((tert-butyldimethylsilyl)oxy)-3-methoxyphenyl)acetamido)hexyl)-4-formylbenzamide

N-(6-(2-(4-(tert-butyldimethylsilyloxy)-3-methoxyphenyl)acetamido)hexyl)-3-oxobutanamide

2-(4-(tert-butyldimethylsilyloxy)-3-methoxyphenyl)-N-(6-(3-hydroxy-3-methylthioureido)hexyl)acetamide