ethyl 2-(((tert-butoxycarbonyl)oxy)(p-tolyl)methyl)acrylate

Base Information

• Chemical Name: ethyl 2-(((tert-butoxycarbonyl)oxy)(p-tolyl)methyl)acrylate
• CAS No.: 1180844-91-0
• Molecular Formula: C₁₈H₂₄O₅
• Molecular Weight: 320.386
• Mol file: 1180844-91-0.mol

Synonyms:ethyl 2-(((tert-butoxycarbonyl)oxy)(p-tolyl)methyl)acrylate

Chemical Property of ethyl 2-(((tert-butoxycarbonyl)oxy)(p-tolyl)methyl)acrylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 2-(((tert-butoxycarbonyl)oxy)(p-tolyl)methyl)acrylate

There total 3 articles about ethyl 2-(((tert-butoxycarbonyl)oxy)(p-tolyl)methyl)acrylate 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: 71.0%

di-tert-butyl dicarbonate (24424-99-5) + ethyl 2-(hydroxy(p-tolyl)methyl)acrylate (145316-15-0) → ethyl 2-(((tert-butoxycarbonyl)oxy)(p-tolyl)methyl)acrylate (1180844-91-0)

Guidance literature:

With dmap; In dichloromethane; at 0 - 25 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.orglett.7b02421

Reference yield:

4-methyl-benzaldehyde (104-87-0) → ethyl 2-(((tert-butoxycarbonyl)oxy)(p-tolyl)methyl)acrylate (1180844-91-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,4-diaza-bicyclo[2.2.2]octane / neat (no solvent) / 240 h / 25 °C / Inert atmosphere

2: dmap / dichloromethane / 12 h / 0 - 25 °C / Inert atmosphere

With 1,4-diaza-bicyclo[2.2.2]octane; dmap; In dichloromethane;

DOI:10.1021/acs.orglett.7b02421

Reference yield:

ethyl acrylate (140-88-5,9003-32-1) → ethyl 2-(((tert-butoxycarbonyl)oxy)(p-tolyl)methyl)acrylate (1180844-91-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1,4-diaza-bicyclo[2.2.2]octane

2: dmap / dichloromethane / 0.75 h / 20 °C

With 1,4-diaza-bicyclo[2.2.2]octane; dmap; In dichloromethane;

DOI:10.1002/adsc.201900756

upstream raw materials:

di-tert-butyl dicarbonate

ethyl 2-(hydroxy(p-tolyl)methyl)acrylate

4-methyl-benzaldehyde

ethyl acrylate

Downstream raw materials:

(S,E)-ethyl 2-(4-methylbenzylidene)-4-nitropentanoate

(S)-tert-butyl 1-[(S)-2-(ethoxycarbonyl)-1-(p-tolyl)allyl]-3-oxo-1,3-dihydroisobenzofuran-1-carboxylate

(3aR,4S,6aS)-ethyl 2-methyl-1,3-dioxo-4-(p-tolyl)-1,2,3,3a,4,6a-hexahydrocyclopenta[c]pyrrole-5-carboxylate

diethyl 2-(4-methylbenzylidene)-4-methylenepentanedioate