L,L-N,N-dimethylcycloisodityrosine methyl ester

Base Information

• Chemical Name: L,L-N,N-dimethylcycloisodityrosine methyl ester
• CAS No.: 109011-08-7
• Molecular Formula: C₂₂H₂₆N₂O₅
• Molecular Weight: 398.459
• Mol file: 109011-08-7.mol

Synonyms:L,L-N,N-dimethylcycloisodityrosine methyl ester

Chemical Property of L,L-N,N-dimethylcycloisodityrosine methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L,L-N,N-dimethylcycloisodityrosine methyl ester

There total 1 articles about L,L-N,N-dimethylcycloisodityrosine methyl ester 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:

N-Boc-4-I-Phe-OH (103882-09-3,62129-44-6) → L,L-N,N-dimethylcycloisodityrosine methyl ester (109011-08-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 85 percent / NaH / dimethylformamide / 6 h / 0 - 25 °C

2: EDCI, HOBt*H₂O / dimethylformamide / 16 h / 25 °C

3: 1.) NaH, CuBr, SMe₂ / 1.) collidine, 25 deg C, 0.5 h, 2.) collidine, 130 deg C, 9 h

4: 97 percent / 3.0 M aq. HCl / ethyl acetate / 1 h / 25 °C

With hydrogenchloride; dimethylsulfide; sodium hydride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; copper(I) bromide; In ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/ja00062a004

Reference yield: 81.0%

L,L-N,N-dimethylcycloisodityrosine methyl ester (109011-08-7) + BOC-D-Ala-L-Ala-L-Tyr(OMe)-L-Ala-OC6F5 (161635-05-8) → BOC-D-alanyl-L-alanyl-O-methyl-L-tyrosyl-L-alanyl-N-methyl-L-tyrosyl-N,O4-dimethyl-L-tyrosine cyclic 54<*>63 ether, methyl ester (167316-08-7)

Guidance literature:

In tetrahydrofuran; at 50 ℃; for 12h;

DOI:10.1021/ja00133a010

Reference yield: 63.0%

L,L-N,N-dimethylcycloisodityrosine methyl ester (109011-08-7) + N-Cbz-D-alanyl-L-alanyl-N,O-dimethyl-L-tyrosyl-L-alanine (108969-76-2) → C50H60N6O12 (108969-73-9)

Guidance literature:

With dicyclohexyl-carbodiimide; In 1,4-dioxane; for 4h; Ambient temperature;

DOI:10.1248/cpb.43.1325

upstream raw materials:

N-Boc-4-I-Phe-OH

Downstream raw materials:

BOC-D-alanyl-L-alanyl-N,O-dimethyl-L-tyrosyl-L-alanyl-N-methyl-L-tyrosyl-N,O-dimethyl-L-tyrosine cyclic 5⁴<*>6³ ether, methyl ester

C₅₀H₆₀N₆O₁₂

BOC-D-alanyl-L-alanyl-O-methyl-L-tyrosyl-L-alanyl-N-methyl-L-tyrosyl-N,O⁴-dimethyl-L-tyrosine cyclic 5⁴<*>6³ ether, methyl ester

RA-VII