ethyl 3-(3,4-(dibenzyloxy)phenyl)-2-(tert-butoxycarbonylamino)propanoate

Base Information

• Chemical Name: ethyl 3-(3,4-(dibenzyloxy)phenyl)-2-(tert-butoxycarbonylamino)propanoate
• CAS No.: 69344-36-1
• Molecular Formula: C₃₀H₃₅NO₆
• Molecular Weight: 505.611
• Mol file: 69344-36-1.mol

Synonyms:ethyl 3-(3,4-(dibenzyloxy)phenyl)-2-(tert-butoxycarbonylamino)propanoate

Chemical Property of ethyl 3-(3,4-(dibenzyloxy)phenyl)-2-(tert-butoxycarbonylamino)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 3-(3,4-(dibenzyloxy)phenyl)-2-(tert-butoxycarbonylamino)propanoate

There total 8 articles about ethyl 3-(3,4-(dibenzyloxy)phenyl)-2-(tert-butoxycarbonylamino)propanoate 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: 94.0%

N-(tert-butoxycarbonyl)-3,4-(dihydroxy)-L-phenylalanine ethyl ester (1313214-06-0) + benzyl bromide (100-39-0) → ethyl 3-(3,4-(dibenzyloxy)phenyl)-2-(tert-butoxycarbonylamino)propanoate (69344-36-1)

Guidance literature:

With potassium carbonate; In acetone; at 20 ℃;

Reference yield:

levodopa (59-92-7,90638-38-3) → ethyl 3-(3,4-(dibenzyloxy)phenyl)-2-(tert-butoxycarbonylamino)propanoate (69344-36-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: thionyl chloride / -5 °C

1.2: -5 °C / Reflux

2.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 2 h / 20 °C

3.1: potassium carbonate / acetone / 20 °C

With thionyl chloride; potassium carbonate; N-ethyl-N,N-diisopropylamine; In dichloromethane; acetone;

Reference yield:

2-tert-Butoxycarbonylamino-3-(3,4-dihydroxy-phenyl)-propionic acid ethyl ester → 3-(3,4-Bis-benzyloxy-phenyl)-2-tert-butoxycarbonylamino-propionic acid ethyl ester (69344-36-1,128217-60-7)

Guidance literature:

With potassium carbonate; sodium iodide; In ethanol; for 4h; Yield given; Heating;

DOI:10.1021/jo00301a008

upstream raw materials:

di-tert-butyl dicarbonate

3,4-dihydroxy-L-phenylalanine

2-Amino-3-(3,4-dihydroxy-phenyl)-propionic acid ethyl ester; hydrochloride

N-(tert-butoxycarbonyl)-3,4-(dihydroxy)-L-phenylalanine ethyl ester

Downstream raw materials:

2-Amino-3-(3,4-bis-benzyloxy-phenyl)-propionic acid ethyl ester

5--2,3-dihydro-8,9-bis(benzyloxy)-1H-pyrimido<1,2-a>quinoline-1-carboxylic acid tert-butyl ester

4-Amino-2-(6,7-bis-benzyloxy-3-tert-butoxycarbonylamino-2-oxo-3,4-dihydro-2H-quinolin-1-yl)-butyric acid tert-butyl ester

1-<1-(tert-Butoxycarbonyl)-3-<(tert-butoxycarbonyl)amino>propyl>-3-<(allyloxycarbonyl)amino>-6,7-bis(benzyloxy)tetrahydroquinolin-2-one