methyl 2-(tert-butoxycarbonylamino)-2-(3-cyanophenyl)acetate

Base Information

• Chemical Name: methyl 2-(tert-butoxycarbonylamino)-2-(3-cyanophenyl)acetate
• CAS No.: 1415303-85-3
• Molecular Formula: C₁₅H₁₈N₂O₄
• Molecular Weight: 290.319
• Mol file: 1415303-85-3.mol

Synonyms:methyl 2-(tert-butoxycarbonylamino)-2-(3-cyanophenyl)acetate

Chemical Property of methyl 2-(tert-butoxycarbonylamino)-2-(3-cyanophenyl)acetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-(tert-butoxycarbonylamino)-2-(3-cyanophenyl)acetate

There total 6 articles about methyl 2-(tert-butoxycarbonylamino)-2-(3-cyanophenyl)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: 69.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + carbon dioxide (124-38-9,18923-20-1) + N-(tert-butoxycarbonyl)-α-(phenylsulfonyl)-3-cyanobenzylamine (1291065-70-7) → methyl 2-(tert-butoxycarbonylamino)-2-(3-cyanophenyl)acetate (1415303-85-3)

Guidance literature:

carbon dioxide; N-(tert-butoxycarbonyl)-α-(phenylsulfonyl)-3-cyanobenzylamine; With toluene-4-sulfonic acid; cesium fluoride; dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane; In N,N-dimethyl-formamide; at 20 ℃; for 3h; under 3800.26 Torr; Autoclave;

diazomethane; With N-Methyl-N'-nitro-N-nitrosoguanidine; potassium hydroxide; In diethyl ether; water; at 0 ℃; for 0.166667h;

DOI:10.1021/ol302952r

Reference yield: 69.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + carbon dioxide (124-38-9,18923-20-1) + N-(tert-butoxycarbonyl)-α-(phenylsulfonyl)-3-cyanobenzylamine (1291065-70-7) → methyl 2-(tert-butoxycarbonylamino)-2-(3-cyanophenyl)acetate (1415303-85-3) + tert-butyl (3-cyanobenzyl)carbamate (916213-93-9)

Guidance literature:

carbon dioxide; N-(tert-butoxycarbonyl)-α-(phenylsulfonyl)-3-cyanobenzylamine; With toluene-4-sulfonic acid; cesium fluoride; dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane; In N,N-dimethyl-formamide; at 20 ℃; for 3h; under 3750.38 Torr;

diazomethane; In diethyl ether;

DOI:10.1021/ol302952r

Reference yield:

tert-butyl carbazate (4248-19-5) → methyl 2-(tert-butoxycarbonylamino)-2-(3-cyanophenyl)acetate (1415303-85-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: formic acid / methanol; water / 60 h / 20 °C

2.1: cesium fluoride; toluene-4-sulfonic acid; dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane / N,N-dimethyl-formamide / 3 h / 20 °C / 3800.26 Torr / Autoclave

2.2: 0.17 h / 0 °C

With formic acid; toluene-4-sulfonic acid; cesium fluoride; dimethylphenyl(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)silane; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1021/ol302952r

upstream raw materials:

diazomethane

carbon dioxide

N-(tert-butoxycarbonyl)-α-(phenylsulfonyl)-3-cyanobenzylamine

3-Cyanobenzaldehyde