N-{[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethylcarbamoyl]-methyl}-2,2-diphenyl-acetamide

Base Information

• Chemical Name: N-{[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethylcarbamoyl]-methyl}-2,2-diphenyl-acetamide
• CAS No.: 753498-17-8
• Molecular Formula: C₂₅H₃₆N₂O₄Si
• Molecular Weight: 456.657
• Mol file: 753498-17-8.mol

Synonyms:N-{[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethylcarbamoyl]-methyl}-2,2-diphenyl-acetamide

Chemical Property of N-{[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethylcarbamoyl]-methyl}-2,2-diphenyl-acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-{[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethylcarbamoyl]-methyl}-2,2-diphenyl-acetamide

There total 4 articles about N-{[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethylcarbamoyl]-methyl}-2,2-diphenyl-acetamide 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: 99.0%

3-(tert-butyl-dimethyl-silanyloxy)-2-(2-diphenylacetylamino-acetylamino)-propionic acid methyl ester (753498-15-6) → N-{[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethylcarbamoyl]-methyl}-2,2-diphenyl-acetamide (753498-17-8)

Guidance literature:

With sodium tetrahydroborate; lithium chloride; In tetrahydrofuran; ethanol; at 20 ℃; for 16h;

DOI:10.1002/anie.200353606

Reference yield:

N-(diphenylacetyl)aminoacetic acid (65707-74-6) → N-{[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethylcarbamoyl]-methyl}-2,2-diphenyl-acetamide (753498-17-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / HOBt; Et₃N; EDCI / CH₂Cl₂ / 0 - 20 °C

2: 97 percent / imidazole / CH₂Cl₂ / 18 h / 20 °C

3: 99 percent / NaBH₄; LiCl / tetrahydrofuran; ethanol / 16 h / 20 °C

With 1H-imidazole; sodium tetrahydroborate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium chloride; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1002/anie.200353606

Reference yield:

methyl 2-[(2,2-diphenylacetyl)amino]acetate (753498-13-4) → N-{[2-(tert-butyl-dimethyl-silanyloxy)-1-hydroxymethyl-ethylcarbamoyl]-methyl}-2,2-diphenyl-acetamide (753498-17-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / aq. NaOH / tetrahydrofuran / 12 h / 20 °C

2: 90 percent / HOBt; Et₃N; EDCI / CH₂Cl₂ / 0 - 20 °C

3: 97 percent / imidazole / CH₂Cl₂ / 18 h / 20 °C

4: 99 percent / NaBH₄; LiCl / tetrahydrofuran; ethanol / 16 h / 20 °C

With 1H-imidazole; sodium hydroxide; sodium tetrahydroborate; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; lithium chloride; In tetrahydrofuran; ethanol; dichloromethane;

DOI:10.1002/anie.200353606

upstream raw materials:

3-(tert-butyl-dimethyl-silanyloxy)-2-(2-diphenylacetylamino-acetylamino)-propionic acid methyl ester

N-(diphenylacetyl)aminoacetic acid

methyl 2-[(2,2-diphenylacetyl)amino]acetate

2-(2-diphenylacetylamino-acetylamino)-3-hydroxy-propionic acid methyl ester

Downstream raw materials:

12-(3,5-di-tert-butyl-phenoxy)-dodecanoic acid 3-(tert-butyl-dimethyl-silanyloxy)-2-(2-diphenylacetylamino-acetylamino)-propyl ester