2-((tert-Butoxycarbonyl)amino)-3-(4-methoxyphenyl)propanoic acid

Base Information

• Chemical Name: 2-((tert-Butoxycarbonyl)amino)-3-(4-methoxyphenyl)propanoic acid
• CAS No.: 141895-35-4
• Molecular Formula: C15H21 N O5
• Molecular Weight: 295.335
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID10399614
• Mol file: 141895-35-4.mol

Synonyms:141895-35-4;2-((tert-Butoxycarbonyl)amino)-3-(4-methoxyphenyl)propanoic acid;Boc-Dl-Tyr(Me)-Oh;Boc-4-methoxy-DL-phenylalanine;Boc-4-methoxy-DL-Phe-OH;3-(4-methoxyphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic Acid;Boc-4-Methoxyphenylalanine;Boc-4-methoxy-D-Phe-OH;Boc-O-methyl-DL-tyrosine;MFCD00065603;MFCD00065604;Boc-D-4-Methoxyphe;N-Boc-O-methyl-D-tyrosine;N-Boc-O-methyl-L-tyrosine;SCHEMBL335310;DL-Tyrosine, N-[(1,1-dimethylethoxy)carbonyl]-O-methyl-;DTXSID10399614;2-((tert-Butoxycarbonyl)amino)-3-(4-methoxyphenyl)propanoicacid;MFCD00237574;AKOS005350484;AB02643;PB47553;BS-15384;SY032226;SY076874;CS-0154464;FT-0640142;FT-0641213;M03188;N10796;EN300-3385147;2-(BOC-amino)-3-(4-methoxyphenyl)propanoic acid;A829487;A866962;Tyrosine,N-[(1,1-dimethylethoxy)carbonyl]-O-methyl-;D-Tyrosine,N-[(1,1-dimethylethoxy)carbonyl]-O-methyl-;2-{[(tert-butoxy)carbonyl]amino}-3-(4-methoxyphenyl)propanoic acid;DL-2-((tert-Butoxycarbonyl)amino)-3-(4-methoxyphenyl)propanoic acid;(2S)-2-(tert-butoxycarbonylamino)-3-(4-methoxyphenyl)propanoic acid;3-(4-methoxyphenyl)-2-[[(2-methylpropan-2-yl)oxy-oxomethyl]amino]propanoic acid

Chemical Property of 2-((tert-Butoxycarbonyl)amino)-3-(4-methoxyphenyl)propanoic acid

Chemical Property:

• Vapor Pressure: 2.47E-09mmHg at 25°C
• Boiling Point: 462°C at 760 mmHg
• Flash Point: 233.2°C
• PSA: 84.86000
• Density: 1.168g/cm³
• LogP: 2.60650
• Storage Temp.: 2-8°C
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 295.14197277
• Heavy Atom Count: 21
• Complexity: 356

Purity/Quality:

98%min ^*data from raw suppliers

BOC-DL-TYR(ME)-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CC=C(C=C1)OC)C(=O)O
• Uses: BOC-DL-TYR(ME)-OH is an intermediate used in the preparation of amino acids and peptides.

Technology Process of 2-((tert-Butoxycarbonyl)amino)-3-(4-methoxyphenyl)propanoic acid

There total 5 articles about 2-((tert-Butoxycarbonyl)amino)-3-(4-methoxyphenyl)propanoic acid 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: 55.0%

N-(tert-butoxycarbonyl)tyrosine (142847-18-5) + dimethyl sulfate (77-78-1) → 2-((tert-butoxycarbonyl)amino)-3-(4-methoxyphenyl)propanoic acid (141895-35-4)

Guidance literature:

N-(tert-butoxycarbonyl)tyrosine; With sodium hydroxide; In acetone; at 20 - 35 ℃; for 2h;

dimethyl sulfate; In water; acetone; at 0 - 50 ℃;

Reference yield:

N-(tert-butoxycarbonyl)tyrosine (142847-18-5) + methyl iodide (74-88-4) → 2-((tert-butoxycarbonyl)amino)-3-(4-methoxyphenyl)propanoic acid (141895-35-4)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 80 ℃; for 24h;

DOI:10.1021/ol201527k

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 2-((tert-butoxycarbonyl)amino)-3-(4-methoxyphenyl)propanoic acid (141895-35-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydrogencarbonate / tetrahydrofuran / 24 h / 20 °C

2: potassium carbonate / N,N-dimethyl-formamide / 24 h / 80 °C

With sodium hydrogencarbonate; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/ol201527k

upstream raw materials:

di-tert-butyl dicarbonate

N-(tert-butoxycarbonyl)tyrosine

methyl iodide

?Tyr

Downstream raw materials:

2-amino-3-(4-methoxyphenyl)-1-propanol

O-methyl tyrosine

Refernces

• 1、 -. "Preparation method of O-methyl-threonine/tyrosine". Paragraph 0017. . Retrieved 2018/06/21.