N-(tert-butoxycarbonyl)-3,4-di(tert-butoxycarbonyloxy)-6-fluoro-L-phenylalanine ethyl ester

Base Information

Chemical Name:N-(tert-butoxycarbonyl)-3,4-di(tert-butoxycarbonyloxy)-6-fluoro-L-phenylalanine ethyl ester
CAS No.:1421282-51-0
Molecular Formula:C₂₆H₃₈FNO₁₀
Molecular Weight:543.587
Hs Code.:

Synonyms:N-(tert-butoxycarbonyl)-3,4-di(tert-butoxycarbonyloxy)-6-fluoro-L-phenylalanine ethyl ester

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Chemical Property of N-(tert-butoxycarbonyl)-3,4-di(tert-butoxycarbonyloxy)-6-fluoro-L-phenylalanine ethyl ester

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Technology Process of N-(tert-butoxycarbonyl)-3,4-di(tert-butoxycarbonyloxy)-6-fluoro-L-phenylalanine ethyl ester

There total 11 articles about N-(tert-butoxycarbonyl)-3,4-di(tert-butoxycarbonyloxy)-6-fluoro-L-phenylalanine 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: 22.0%

: ethyl (S)-3-{4,5-bis[(tertbutoxycarbonyl)oxy]-2-(trimethylstannyl)phenyl}-2-[(tert-butoxycarbonyl)amino]propanoate

: 1421282-51-0
N-(tert-butoxycarbonyl)-3,4-di(tert-butoxycarbonyloxy)-6-fluoro-L-phenylalanine ethyl ester

Guidance literature:: With potassium trifluoromethansulfonate; sodium hydrogencarbonate; Selectfluor; silver(l) oxide; In acetone; at 65 ℃; for 5h; Sealed tube;
DOI:10.1002/ejoc.201403378

Reference yield:

: ethyl (S)-3-{4,5-bis[(tertbutoxycarbonyl)oxy]-2-(trimethylstannyl)phenyl}-2-[(tert-butoxycarbonyl)amino]propanoate

: 1421282-51-0
N-(tert-butoxycarbonyl)-3,4-di(tert-butoxycarbonyloxy)-6-fluoro-L-phenylalanine ethyl ester

: 203398-44-1
N-(tert-butoxycarbonyl)-3,4-di(tert-butoxycarbonyloxy)-L-phenylalanine ethyl ester

Guidance literature:: With silver trifluoromethanesulfonate; Selectfluor; In acetone; at 20 ℃; for 0.5h; Overall yield = 67 %;
DOI:10.1039/c2cc38646a

Reference yield:

: [N-(tert-butoxycarbonyl)-3,4-di(tert-butoxycarbonyloxy)-L-phenylalanine ethyl ester]-6-(2-thienyl)iodonium tosylate

: 1421282-51-0
N-(tert-butoxycarbonyl)-3,4-di(tert-butoxycarbonyloxy)-6-fluoro-L-phenylalanine ethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: potassium bromide / dichloromethane; water

2: tetramethylammonium fluoride / [D₃]acetonitrile / Inert atmosphere; Glovebox

3: [D₃]acetonitrile / 0.5 h / 120 °C

With tetramethylammonium fluoride; potassium bromide; In dichloromethane; [D₃]acetonitrile; water;
DOI:10.1002/ejoc.201403378