N-[N-benzoyl-O-(2-dimethylaminoethyl)-L-tyrosyl]-L-phenylalaninol hydrochloride

Base Information

• Chemical Name: N-[N-benzoyl-O-(2-dimethylaminoethyl)-L-tyrosyl]-L-phenylalaninol hydrochloride
• CAS No.: 934264-38-7
• Molecular Formula: C₂₉H₃₅N₃O₄
• Molecular Weight: 489.615
• Mol file: 934264-38-7.mol

Synonyms:N-[N-benzoyl-O-(2-dimethylaminoethyl)-L-tyrosyl]-L-phenylalaninol hydrochloride

Chemical Property of N-[N-benzoyl-O-(2-dimethylaminoethyl)-L-tyrosyl]-L-phenylalaninol hydrochloride

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-[N-benzoyl-O-(2-dimethylaminoethyl)-L-tyrosyl]-L-phenylalaninol hydrochloride

There total 8 articles about N-[N-benzoyl-O-(2-dimethylaminoethyl)-L-tyrosyl]-L-phenylalaninol hydrochloride 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: 89.0%

N-(N-benzoyl-L-tyrosyl)-L-phenylalaninol (934221-09-7) + (2-chloroethyl)dimethylamine hydrochloride (4584-46-7) → N-[N-benzoyl-O-(2-dimethylaminoethyl)-L-tyrosyl]-L-phenylalaninol hydrochloride (934264-38-7)

Guidance literature:

With potassium carbonate; In 1,4-dioxane; at 90 ℃; for 2h; Temperature; Time; Inert atmosphere;

DOI:10.1021/op400119b

Reference yield:

N-(N-benzoyl-L-tyrosyl)-L-phenylalaninol (934221-09-7) + (2-chloroethyl)dimethylamine hydrochloride (4584-46-7) → N-[N-benzoyl-O-(2-dimethylaminoethyl)-L-tyrosyl]-L-phenylalaninol hydrochloride (934264-38-7) + (2R,2'S)N-[N-benzoyl-O-(2-dimethylaminoethyl)-L-tyrosyl]-L-phenylalaninol

Guidance literature:

With potassium carbonate; In 1,4-dioxane; at 95 ℃; for 2h; Temperature; Time; Overall yield = 56 %; Inert atmosphere;

DOI:10.1021/op400119b

Reference yield:

N-benzoyl-O-benzoyl-L-tyrosine (14325-35-0) → N-[N-benzoyl-O-(2-dimethylaminoethyl)-L-tyrosyl]-L-phenylalaninol hydrochloride (934264-38-7)

Guidance literature:

Multi-step reaction with 3 steps

1: isobutyl chloroformate; 4-methyl-morpholine / N,N-dimethyl-formamide; dichloromethane / 1 h / -5 °C

2: sodium hydroxide / N,N-dimethyl-formamide / 4 h / 30 °C

3: potassium carbonate / 1,4-dioxane / 2 h / 90 °C / Inert atmosphere

With 4-methyl-morpholine; potassium carbonate; sodium hydroxide; isobutyl chloroformate; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/op400119b

upstream raw materials:

L-tyrosine

N-benzoyl-O-benzoyl-L-tyrosine

N-(N-benzoyl-L-tyrosyl)-L-phenylalaninol

(2-chloroethyl)dimethylamine hydrochloride