N-tert-butyloxylcarbonyl-O-allyl-3-trimethylsilylethynyl-L-tyrosine ethyl ester

Base Information

• Chemical Name: N-tert-butyloxylcarbonyl-O-allyl-3-trimethylsilylethynyl-L-tyrosine ethyl ester
• CAS No.: 1328942-22-8
• Molecular Formula: C₂₄H₃₅NO₅Si
• Molecular Weight: 445.631
• Mol file: 1328942-22-8.mol

Synonyms:N-tert-butyloxylcarbonyl-O-allyl-3-trimethylsilylethynyl-L-tyrosine ethyl ester

Chemical Property of N-tert-butyloxylcarbonyl-O-allyl-3-trimethylsilylethynyl-L-tyrosine ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-tert-butyloxylcarbonyl-O-allyl-3-trimethylsilylethynyl-L-tyrosine ethyl ester

There total 3 articles about N-tert-butyloxylcarbonyl-O-allyl-3-trimethylsilylethynyl-L-tyrosine ethyl 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: 96.0%

N-tert-butyloxylcarbonyl-3-trimethylsilylethynyl-L-tyrosine ethyl ester (1328942-21-7) + allyl bromide (106-95-6) → N-tert-butyloxylcarbonyl-O-allyl-3-trimethylsilylethynyl-L-tyrosine ethyl ester (1328942-22-8)

Guidance literature:

With potassium carbonate; In acetone; at 40 ℃; for 3h; Inert atmosphere;

DOI:10.1021/ja203483j

Reference yield:

trimethylsilylacetylene (1066-54-2) → N-tert-butyloxylcarbonyl-O-allyl-3-trimethylsilylethynyl-L-tyrosine ethyl ester (1328942-22-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; triethylamine / tetrahydrofuran / 0.17 h / Inert atmosphere

1.2: 5 h / 20 °C / Inert atmosphere

2.1: potassium carbonate / acetone / 3 h / 40 °C / Inert atmosphere

With copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; potassium carbonate; triethylamine; In tetrahydrofuran; acetone; 1.1: Sonogashira coupling / 1.2: Sonogashira coupling;

DOI:10.1021/ja203483j

Reference yield:

N-(tert-butyloxycarbonyl)-3-(4-hydroxy-3-iodophenyl)-L-alanine ethyl ester (699536-26-0) → N-tert-butyloxylcarbonyl-O-allyl-3-trimethylsilylethynyl-L-tyrosine ethyl ester (1328942-22-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; triethylamine / tetrahydrofuran / 0.17 h / Inert atmosphere

1.2: 5 h / 20 °C / Inert atmosphere

2.1: potassium carbonate / acetone / 3 h / 40 °C / Inert atmosphere

With copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; potassium carbonate; triethylamine; In tetrahydrofuran; acetone; 1.1: Sonogashira coupling / 1.2: Sonogashira coupling;

DOI:10.1021/ja203483j

upstream raw materials:

N-tert-butyloxylcarbonyl-3-trimethylsilylethynyl-L-tyrosine ethyl ester

allyl bromide

trimethylsilylacetylene

N-(tert-butyloxycarbonyl)-3-(4-hydroxy-3-iodophenyl)-L-alanine ethyl ester

Downstream raw materials:

4-methyl-2,2'-bipyridine-4'-CONH-3-(2-methlylenebenzoimidazole)-O-allyl-L-tyrosine ethyl ester

N-tert-butyloxylcarbonyl-O-allyl-3-(2-methlylenebenzoimidazole)-L-tyrosine ethyl ester

N-tert-butyloxylcarbonyl-O-allyl-3-bromoethynyl-L-tyrosine ethyl ester