(S)-3-((tert-butoxycarbonyl)amino)-4-(2-fluorophenyl)butanoic acid

Base Information

• Chemical Name: (S)-3-((tert-butoxycarbonyl)amino)-4-(2-fluorophenyl)butanoic acid
• CAS No.: 218608-99-2
• Molecular Formula: C₁₅H₂₀FNO₄
• Molecular Weight: 297.327
• DSSTox Substance ID: DTXSID301147943
• Mol file: 218608-99-2.mol

Synonyms:218608-99-2;(S)-3-((tert-butoxycarbonyl)amino)-4-(2-fluorophenyl)butanoic acid;Boc-(S)-3-amino-4-(2-fluoro-phenyl)-butyric acid;Boc-(S)-3-amino-4-(2-fluorophenyl)-butyric acid;(3S)-4-(2-fluorophenyl)-3-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic Acid;(3S)-3-{[(tert-butoxy)carbonyl]amino}-4-(2-fluorophenyl)butanoic acid;Boc-(S)-3-Amino-4-(2-fluorophenyl)butyric acid;(S)-2-Fluoro-b-(Boc-amino)benzenebutanoic acid;Boc-2-fluoro-L-beta-homophenylalanine;SCHEMBL17015;DTXSID301147943;Boc-2-fluoro-L-b-homophenylalanine;MFCD01076279;AKOS015948853;AM84774;FD10035;AC-22198;AS-48770;CS-0154493;A878898;(S)-3-((tert-butoxycarbonyl)amino)-4-(2-fluorophenyl)butanoicacid;(S)-3-(tert-butoxycarbonylamino)-4-(2-fluorophenyl)butanoic acid;(betaS)-beta-[[(1,1-Dimethylethoxy)carbonyl]amino]-2-fluorobenzenebutanoic acid

Chemical Property of (S)-3-((tert-butoxycarbonyl)amino)-4-(2-fluorophenyl)butanoic acid

Chemical Property:

• Vapor Pressure: 1.01E-08mmHg at 25°C
• Refractive Index: 1.514
• Boiling Point: 429.94 °C at 760 mmHg
• PKA: 4.38±0.10(Predicted)
• Flash Point: 213.821 °C
• PSA: 75.63000
• Density: 1.214 g/cm³
• LogP: 3.12710
• Storage Temp.: 2-8°C
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 297.13763628
• Heavy Atom Count: 21
• Complexity: 367

Purity/Quality:

97% ^*data from raw suppliers

Boc-(S)-3-amino-4-(2-fluorophenyl)-butyric acid ^*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=CC=C1F)CC(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CC1=CC=CC=C1F)CC(=O)O

Technology Process of (S)-3-((tert-butoxycarbonyl)amino)-4-(2-fluorophenyl)butanoic acid

There total 3 articles about (S)-3-((tert-butoxycarbonyl)amino)-4-(2-fluorophenyl)butanoic 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:

[3-diazo-1-(2-fluoro-benzyl)-2-oxo-propyl]-carbamic acid tert-butyl ester → (3R)-3-[(tert-butoxycarbonyl)amino]-4-(2-fluorophenyl)butanoic acid (218608-98-1,218608-99-2)

Guidance literature:

With silver benzoate; In 1,4-dioxane; at 20 ℃; sonication;

DOI:10.1016/j.bmcl.2004.06.099

Reference yield:

N-Boc-D-2-F-Phe (114873-10-8) → (3R)-3-[(tert-butoxycarbonyl)amino]-4-(2-fluorophenyl)butanoic acid (218608-98-1,218608-99-2)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N / tetrahydrofuran

2: diethyl ether

3: aq. C₆H₅CO₂Ag / dioxane / 20 °C / sonication

With silver benzoate; triethylamine; In tetrahydrofuran; 1,4-dioxane; diethyl ether;

DOI:10.1016/j.bmcl.2004.06.099

Reference yield:

C18H24FNO6 → (3R)-3-[(tert-butoxycarbonyl)amino]-4-(2-fluorophenyl)butanoic acid (218608-98-1,218608-99-2)

Guidance literature:

Multi-step reaction with 2 steps

1: diethyl ether

2: aq. C₆H₅CO₂Ag / dioxane / 20 °C / sonication

With silver benzoate; In 1,4-dioxane; diethyl ether;

DOI:10.1016/j.bmcl.2004.06.099

upstream raw materials:

N-Boc-D-2-F-Phe

Downstream raw materials:

tert-butyl ((1R)-1-(2-fluorobenzyl)-3-oxo-3-[(2-oxo-1,2,3,4-tetrahydro-1,8-naphthyridin-3-yl)amino]propyl)carbamate

tert-butyl {(1R)-1-(2-fluorobenzyl)-3-oxo-3-[(2-oxo-1,2,3,4-tetrahydro-1,5-naphthyridin-3-yl)amino]propyl}carbamate

tert-butyl {(1R)-1-(2-fluorobenzyl)-3-[(1-methyl-2-oxo-1,2,3,4-tetrahydro-1,5-naphthyridin-3-yl)amino]-3-oxopropyl}carbamate

tert-butyl {(1R)-1-(2-fluorobenzyl)-3-oxo-3-[(2-oxo-1,2,3,4-tetrahydroquinolin-3-yl)amino]propyl}carbamate