methyl N-{[(1,1-dimethylethyl)oxo]carbonyl}-2-hydroxy-L-phenylalaninate

Base Information

• Chemical Name: methyl N-{[(1,1-dimethylethyl)oxo]carbonyl}-2-hydroxy-L-phenylalaninate
• CAS No.: 206268-37-3
• Molecular Formula: C₁₅H₂₁NO₅
• Molecular Weight: 295.335
• Mol file: 206268-37-3.mol

Synonyms:methyl N-{[(1,1-dimethylethyl)oxo]carbonyl}-2-hydroxy-L-phenylalaninate

Chemical Property of methyl N-{[(1,1-dimethylethyl)oxo]carbonyl}-2-hydroxy-L-phenylalaninate

Chemical Property:

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl N-{[(1,1-dimethylethyl)oxo]carbonyl}-2-hydroxy-L-phenylalaninate

There total 4 articles about methyl N-{[(1,1-dimethylethyl)oxo]carbonyl}-2-hydroxy-L-phenylalaninate 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: 75.0%

2-Iodophenol (533-58-4) + N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester (93267-04-0,170848-34-7,889670-02-4) → methyl N-{[(1,1-dimethylethyl)oxo]carbonyl}-2-hydroxy-L-phenylalaninate (206268-37-3)

Guidance literature:

N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester; With iodine; zinc; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

2-Iodophenol; With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;

DOI:10.1021/jo902238n

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + methyl (2R)-2-amino-3-(2-hydroxyphenyl)propanoate hydrochloride (72683-81-9) → methyl N-{[(1,1-dimethylethyl)oxo]carbonyl}-2-hydroxy-L-phenylalaninate (206268-37-3) + methyl (2R)-2-(tert-butoxycarbonylamino)-3-(2-hydroxyphenyl)propanoate

Guidance literature:

With triethylamine; In dichloromethane; at 0 - 20 ℃; Overall yield = 5.5 g; Inert atmosphere;

Reference yield:

(S)-methyl 2-((tert-butoxycarbonyl)amino)-3-(2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate → methyl N-{[(1,1-dimethylethyl)oxo]carbonyl}-2-hydroxy-L-phenylalaninate (206268-37-3)

Guidance literature:

With dihydrogen peroxide; In methanol; at 20 ℃; for 3h;

DOI:10.1016/j.bmcl.2008.01.046

upstream raw materials:

2-Iodophenol

N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester

di-tert-butyl dicarbonate

methyl (2R)-2-amino-3-(2-hydroxyphenyl)propanoate hydrochloride

Downstream raw materials:

3-(2-hydroxyphenyl)-2-(N-t-butoxycarbonylamino)propanol

methyl N-{[(1,1-dimethylethyl)oxy]carbonyl}-3-[(phenylmethyl)oxy]-L-phenylalaninate

methyl N-{[(1,1-dimethylethyl)oxy]carbonyl}-2-(phenoxy)-L-phenylalaninate