L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-3,5-difluoro-, methyl ester

Base Information

• Chemical Name: L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-3,5-difluoro-, methyl ester
• CAS No.: 473567-47-4
• Molecular Formula: C15H19F2NO4
• Molecular Weight: 315.317
• Mol file: 473567-47-4.mol

Synonyms:(2S)-2-[(tert-butoxycarbonyl)amino]-3-(3,5-difluorophenyl)propanoic acid methyl ester;(S)-methyl 2-(tert-butoxycarbonylamino)-3-(3,5-difluorophenyl)propanoate;(S)-2-t-butoxycarbonylamino-3-(3,5-difluorophenyl)propionic acid methyl ester;(2S)-2-[(tert-butoxycarbonyl)amino]-3-(3,5-difluorophenyl)propionic acid methyl ester;

Chemical Property of L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-3,5-difluoro-, methyl ester

Chemical Property:

• Melting Point: 78 - 80 °C
• Boiling Point: 398.5±42.0 °C(Predicted)
• PSA: 64.63000
• Density: 1.201±0.06 g/cm3(Predicted)
• LogP: 2.96450

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-3,5-difluoro-, methyl ester

There total 7 articles about L-Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-3,5-difluoro-, 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: 97.0%

dimethyl sulfate (77-78-1) + (2S)-2-[(tert-butoxycarbonyl)amino]-3-(3,5-difluorophenyl)propanoic acid (205445-52-9,669057-06-1) → methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(3,5-difluorophenyl)propanoate (473567-47-4)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; at 0 - 20 ℃;

Reference yield: 92.0%

di-tert-butyl dicarbonate (24424-99-5) + methyl (S)-2-amino-3-(3,5-difluorophenyl)propanoate (473567-59-8) → methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(3,5-difluorophenyl)propanoate (473567-47-4)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 6h;

DOI:10.1016/j.bmcl.2008.03.081

Reference yield: 54.0%

1,3-difluoro-5-iodobenzene (2265-91-0) + N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester (93267-04-0,170848-34-7,889670-02-4) → methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(3,5-difluorophenyl)propanoate (473567-47-4) + (2S,5S)-2,5-bis-tert-butoxycarbonylaminohexane-1,6-dioic acid dimethyl ester (915040-50-5)

Guidance literature:

With N,N,N,N,-tetramethylethylenediamine; dichloro bis((p-dimethylaminophenyl)-?-di-tert-butylphosphine)palladium(II); zinc; In water; at 65 ℃; for 4h; Inert atmosphere;

DOI:10.1021/jo102334c

upstream raw materials:

(2S)-2-[(tert-butoxycarbonyl)amino]-3-(3,5-difluorophenyl)propanoic acid

diazomethyl-trimethyl-silane

dimethyl sulfate

di-tert-butyl dicarbonate

Downstream raw materials:

[(S)-1-(3,5-difluorobenzyl)-3-chloro-2-oxo-propyl]-carbamic acid t-butyl ester

methyl (S)-2-amino-3-(3,5-difluorophenyl)propanoate

(1S,2S)-[1-(3,5-difluoro-benzyl)-2-hydroxy-3-iodo-propyl]-carbamic acid tert-butyl ester

C₃₇H₄₈F₂N₆O₈S