ethyl N-benzyloxycarbonyl-D-alanyl-L-tyrosinate

Base Information

• Chemical Name: ethyl N-benzyloxycarbonyl-D-alanyl-L-tyrosinate
• CAS No.: 150571-00-9
• Molecular Formula: C₂₂H₂₆N₂O₆
• Molecular Weight: 414.458
• Mol file: 150571-00-9.mol

Synonyms:ethyl N-benzyloxycarbonyl-D-alanyl-L-tyrosinate

Chemical Property of ethyl N-benzyloxycarbonyl-D-alanyl-L-tyrosinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl N-benzyloxycarbonyl-D-alanyl-L-tyrosinate

There total 4 articles about ethyl N-benzyloxycarbonyl-D-alanyl-L-tyrosinate 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: 93.0%

N-benzyloxycarbonyl-D-alanine (26607-51-2) + L-tyrosine ethyl ester (949-67-7) → ethyl N-benzyloxycarbonyl-D-alanyl-L-tyrosinate (150571-00-9)

Guidance literature:

With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; In dichloromethane; for 24h; Ambient temperature;

Reference yield: 89.0%

N-benzyloxycarbonylalanine (4132-86-9,26607-51-2,1142-20-7) + L-tyrosine ethyl ester monohydrochloride (4089-07-0) → ethyl N-benzyloxycarbonyl-D-alanyl-L-tyrosinate (150571-00-9)

Guidance literature:

With 4-methyl-morpholine; DMT*brucine tetrafluoroborate; brucine; In acetonitrile; at 0 - 20 ℃; optical yield given as %ee; enantioselective reaction;

DOI:10.1021/ol802691x

Reference yield:

L-tyrosine ethyl ester (949-67-7) → N-(N-benzyloxycarbonyl-Ξ-alanyl)-L-tyrosine ethyl ester (70935-37-4,150571-00-9)

Guidance literature:

With diethyl ether; ethyl acetate;

DOI:10.1021/ja01145a601

upstream raw materials:

L-tyrosine ethyl ester

N-benzyloxycarbonyl-D-alanine

L-tyrosine ethyl ester monohydrochloride

N-benzyloxycarbonylalanine

Downstream raw materials:

N-D-alanyl-L-tyrosine amide; hydrochloride

N-D-alanyl-L-tyrosine ethyl ester

N-(N-benzyloxycarbonyl-D-alanyl)-L-tyrosine amide

N-(N-benzyloxycarbonyl-Ξ-alanyl)-L-tyrosine hydrazide

Refernces

• 1、 Ricca, Jean-Marc,Crout, David H. G.. "Selectivity and Specificity in Substrate Binding to Proteases: Novel Hydrolytic Reactions Catalysed by α-Chymotrypsin Suspended in Organic Solvents with Low Water Content and Mediated by Ammonium Hydrogen Carbonate". . p. 1225 - 1234. Retrieved 2007/10/02.