4-(tert-butyloxycarbonylamino)phenylacetaldehyde

Base Information

• Chemical Name: 4-(tert-butyloxycarbonylamino)phenylacetaldehyde
• CAS No.: 695171-91-6
• Molecular Formula: C13H17NO3
• Molecular Weight: 235.283
• Mol file: 695171-91-6.mol

Synonyms:tert-butyl 4-(2-oxoethyl)phenylcarbamate;tert-butyl N-[4-(2-oxoethyl)phenyl]carbamate;[4-(2-Oxo-ethyl)-phenyl]-carbamic acid tert-butyl ester;tert-butyl (4-(2-oxoethyl)phenyl)carbamate;

Chemical Property of 4-(tert-butyloxycarbonylamino)phenylacetaldehyde

Chemical Property:

• PSA: 55.40000
• LogP: 2.84800

Purity/Quality:

97% ^*data from raw suppliers

tert-Butyl(4-(2-oxoethyl)phenyl)carbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(tert-butyloxycarbonylamino)phenylacetaldehyde

There total 9 articles about 4-(tert-butyloxycarbonylamino)phenylacetaldehyde 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%

ethyl 2-(4-((tert-butoxycarbonyl)amino)phenyl)acetate (897648-31-6) → 4-(tert-butyloxycarbonylamino)phenylacetaldehyde (695171-91-6)

Guidance literature:

With diisobutylaluminium hydride; In toluene; at -78 ℃; Inert atmosphere;

DOI:10.1021/jm401318w

Reference yield: 94.0%

tert-butyl N-[4-(2-hydroxyethyl)phenyl]carbamate (104060-23-3) → 4-(tert-butyloxycarbonylamino)phenylacetaldehyde (695171-91-6)

Guidance literature:

With oxalyl dichloride; In dichloromethane; dimethyl sulfoxide; at -60 ℃; for 1.5h;

DOI:10.1021/jm4005972

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 4-(tert-butyloxycarbonylamino)phenylacetaldehyde (695171-91-6)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / dioxane / 20 °C

2: Dess-Martin periodinane / CH₂Cl₂ / 3 h / 20 °C

With Dess-Martin periodane; triethylamine; In 1,4-dioxane; dichloromethane; 2: Dess-Martin oxidation;

DOI:10.1021/jm060622g

upstream raw materials:

tert-butyl N-[4-(2-hydroxyethyl)phenyl]carbamate

di-tert-butyl dicarbonate

2-(4'-aminophenyl)ethyl alcohol

methyl 2-(4-((tert-butoxycarbonyl)amino)phenyl)acetate

Downstream raw materials:

benzyl 2-(4-aminophenyl)-1-(diphenoxyphosphoryl)ethylcarbamate

di-(4-acetamidophenyl) 1-[(N-benzyloxycarbonyl-O-tert-butyl-D-seryl)-L-alanyl]amino-2-{4-[N,N'-bis(tert-butyloxycarbonyl)guanidino]phenyl}ethanephosphonate