N-fluorenylmethoxycarbonyl-O-tertbutyl N-methyltyrosine

Base Information

• Chemical Name: N-fluorenylmethoxycarbonyl-O-tertbutyl N-methyltyrosine
• CAS No.: 1799443-50-7
• Molecular Formula: C₂₉H₃₁NO₅
• Molecular Weight: 473.569
• Mol file: 1799443-50-7.mol

Synonyms:

Chemical Property of N-fluorenylmethoxycarbonyl-O-tertbutyl N-methyltyrosine

Chemical Property:

• Boiling Point: 638.9±55.0 °C(Predicted)
• Density: 1.208±0.06 g/cm3(Predicted)

Purity/Quality:

97% ^*data from raw suppliers

Fmoc-N-Me-D-Tyr(tBu)-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-fluorenylmethoxycarbonyl-O-tertbutyl N-methyltyrosine

There total 5 articles about N-fluorenylmethoxycarbonyl-O-tertbutyl N-methyltyrosine 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: 78.0%

N-methyl-N-nosyl-O-tert-butyl-L-tyrosine phenacyl ester (1208119-58-7) + (fluorenylmethoxy)carbonyl chloride (28920-43-6) → N-Fmoc-N-methyl-O-tert-butyl-L-tyrosine (133373-24-7,1799443-50-7)

Guidance literature:

N-methyl-N-nosyl-O-tert-butyl-L-tyrosine phenacyl ester; With sodium thiophenolate; In N,N-dimethyl-formamide; at 20 ℃; for 3h; Inert atmosphere;

With sodium carbonate; In water; pH=9;

(fluorenylmethoxy)carbonyl chloride; In 1,4-dioxane; at 0 ℃;

DOI:10.1021/jo901643f

Reference yield: 73.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + Nα-nosyl-O-tert-butyl-L-tyrosine (941296-83-9) + (fluorenylmethoxy)carbonyl chloride (28920-43-6) → N-Fmoc-N-methyl-O-tert-butyl-L-tyrosine (133373-24-7,1799443-50-7)

Guidance literature:

Multistep reaction.;

DOI:10.1021/jo070075m

Reference yield:

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + (S)-3-(4-tert-Butoxy-phenyl)-2-methylamino-propionic acid (343631-38-9) → N-Fmoc-N-methyl-O-tert-butyl-L-tyrosine (133373-24-7,1799443-50-7)

Guidance literature:

With aq. NaCO₃; In 1,4-dioxane; at 0 ℃; Yield given;

DOI:10.1021/jm00110a005

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

(S)-3-(4-tert-Butoxy-phenyl)-2-methylamino-propionic acid

diazomethane

N^α-nosyl-O-tert-butyl-L-tyrosine