2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[2-(trifluoromethyl)phenyl]propanoic Acid

Base Information

• Chemical Name: 2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[2-(trifluoromethyl)phenyl]propanoic Acid
• CAS No.: 167993-21-7
• Molecular Formula: C15H18F3NO4
• Molecular Weight: 333.307
• Hs Code.: 2924297099
• DSSTox Substance ID: DTXSID00403370
• Mol file: 167993-21-7.mol

Synonyms:167993-21-7;2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[2-(trifluoromethyl)phenyl]propanoic Acid;Boc-D-Phe(2-CF3)-OH;Boc-D-2-Trifluoromethylphenylalanine;Boc-L-2-Trifluoromethylphenylalanine;SCHEMBL1350887;DTXSID00403370;XKMOOODKNPYTEE-UHFFFAOYSA-N;AKOS023763900;FT-0652752;FT-0656173

Chemical Property of 2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[2-(trifluoromethyl)phenyl]propanoic Acid

Chemical Property:

• Vapor Pressure: 7.2E-08mmHg at 25°C
• Refractive Index: 1.487
• Boiling Point: 421.8 °C at 760 mmHg
• PKA: 3.76±0.11(Predicted)
• Flash Point: 208.9 °C
• PSA: 75.63000
• Density: 1.271 g/cm³
• LogP: 3.61670
• Storage Temp.: Store at -15°C
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 6
• Exact Mass: 333.11879254
• Heavy Atom Count: 23
• Complexity: 431

Purity/Quality:

98%min ^*data from raw suppliers

2-(Trifluoromethyl)-L-phenylalanine, N-Boc protected ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CC1=CC=CC=C1C(F)(F)F)C(=O)O

Technology Process of 2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[2-(trifluoromethyl)phenyl]propanoic Acid

There total 1 articles about 2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-[2-(trifluoromethyl)phenyl]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:

di-tert-butyl dicarbonate (24424-99-5) + (2S)-2-amino-3-[2-(trifluoromethyl)phenyl]propanoic acid (130930-49-3) → Nα-[(tert-butoxy)carbonyl]-2-(trifluoromethyl)-L-phenylalanine (167993-21-7)

Guidance literature:

With sodium hydroxide; In 1,4-dioxane; water; at 22 ℃;

DOI:10.1021/acs.jmedchem.7b01870

Reference yield: 88.0%

Nα-[(tert-butoxy)carbonyl]-2-(trifluoromethyl)-L-phenylalanine (167993-21-7) → 1,1-dimethylethyl ((1S)-2-hydroxy-1-{[2-(trifluoromethyl)phenyl]methyl}ethyl)carbamate (1044851-57-1)

Guidance literature:

N^α-[(tert-butoxy)carbonyl]-2-(trifluoromethyl)-L-phenylalanine; With borane-THF; In tetrahydrofuran; at 0 ℃; for 12h;

With acetic acid; In tetrahydrofuran; methanol;

Reference yield: 69.0%

Nα-[(tert-butoxy)carbonyl]-2-(trifluoromethyl)-L-phenylalanine (167993-21-7) + allyl bromide (106-95-6) → C18H22F3NO4

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 0 - 20 ℃;

DOI:10.1002/chem.201503644

upstream raw materials:

di-tert-butyl dicarbonate

(2S)-2-amino-3-[2-(trifluoromethyl)phenyl]propanoic acid

Downstream raw materials:

1,1-dimethylethyl ((1S)-2-hydroxy-1-{[2-(trifluoromethyl)phenyl]methyl}ethyl)carbamate

1,1-dimethylethyl ((1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-{[2-(trifluoromethyl)phenyl]methyl}ethyl)carbamate

2-{(2S)-2-amino-3-[2-(trifluoromethyl)phenyl]propyl}-1H-isoindole-1,3(2H)-dione hydrochloride

4-(4-chloro-1-methyl-1H-pyrazol-5-yl)-N-((1S)-2-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)-1-{[2-(trifluoromethyl)phenyl]methyl}ethyl)-3-fluorobenzamide

Refernces