(S)-3-((tert-Butoxycarbonyl)amino)-4-(2,4,5-trifluorophenyl)butanoic acid

Base Information

• Chemical Name: (S)-3-((tert-Butoxycarbonyl)amino)-4-(2,4,5-trifluorophenyl)butanoic acid
• CAS No.: 922178-94-7
• Molecular Formula: C₁₅H₁₈F₃NO₄
• Molecular Weight: 333.307
• Hs Code.: 2924297099
• DSSTox Substance ID: DTXSID90376140
• Wikidata: Q72510022
• Mol file: 922178-94-7.mol

Synonyms:922178-94-7;(S)-3-((tert-Butoxycarbonyl)amino)-4-(2,4,5-trifluorophenyl)butanoic acid;(S)-3-(Tert-butoxycarbonylamino)-4-(2,4,5-trifluorophenyl)butanoic acid;Boc-(S)-3-Amino-4-(2,4,5-Trifluorophenyl)butyric Acid;Boc-(S)-3-Amino-4-(2,4,5-trifluoro-phenyl)-butyric acid;(3S)-3-[(2-methylpropan-2-yl)oxycarbonylamino]-4-(2,4,5-trifluorophenyl)butanoic acid;Boc-(S)-3-Amino-4-(2,4,5-Trifluorophenyl)-butyric acid;(s)-sitagliptin n-boc-acid impurity;DTXSID90376140;AMY28615;MFCD06659150;(S)-3-((tert-Butoxycarbonyl)amino)-4-(2,4,5-trifluorophenyl)butanoicacid;AKOS015949737;(betaS)-beta-[[(tert-Butoxy)carbonyl]amino]-2,4,5-trifluorobenzenebutanoic acid;AC-22418;Boc-Phe(2,4,5-F3)-(C#CH2)OH;DS-17474;CS-0018894;A850823;N-Boc-(S)-2,4,5-trifluoro-beta-homophenylalanine;(s)-3-(boc-amino)-4-(2,4,5-trifluorophenyl)butanoic acid;(|AS)-|A-[[(1,1-Dimethylethoxy)carbonyl]amino]-2,4,5-trifluorobenzenebutanoic acid;(3S)-3-[(tert-Butoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoic acid;(S)-3-(tert-butoxycarbonylamino)-4-(2,4,5-trifluorophenyl)butanoic acid;Boc-(s)-3-amino-4-(2,4,5-trifluoro-phenyl)-butyric acid;Boc-(S)-3-Amino-4-(2,4,5-trifluorophenyl)butyric Acid

Chemical Property of (S)-3-((tert-Butoxycarbonyl)amino)-4-(2,4,5-trifluorophenyl)butanoic acid

Chemical Property:

• Boiling Point: 443.1 °C at 760 mmHg
• PKA: 4.30±0.10(Predicted)
• Flash Point: 221.8 °C
• PSA: 75.63000
• Density: 1.292
• LogP: 3.40530
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 7
• Exact Mass: 333.11879254
• Heavy Atom Count: 23
• Complexity: 427

Purity/Quality:

≥99.0% ^*data from raw suppliers

Boc-(S)-3-Amino-4-(2,4,5-trifluorophenyl)butyricAcid ^*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=C1F)F)F)CC(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CC1=CC(=C(C=C1F)F)F)CC(=O)O
• Uses: Boc-(S)-3-Amino-4-(2,4,5-trifluorophenyl)butyric Acid is a reactant used in the preparation of peptidase IV inhibitors.

Technology Process of (S)-3-((tert-Butoxycarbonyl)amino)-4-(2,4,5-trifluorophenyl)butanoic acid

There total 173 articles about (S)-3-((tert-Butoxycarbonyl)amino)-4-(2,4,5-trifluorophenyl)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: 99.0%

3-(R)-tert-butoxycarbonylamino-4-(2,4,5-trifluorophenyl)butyric acid methyl ester (881995-73-9) → (3R)-3-[(1,1-dimethylethoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoic acid (486460-00-8,922178-94-7)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 3h;

DOI:10.1016/j.bmcl.2007.01.111

Reference yield: 98.0%

(R)-tert-butyl (4-hydroxy-1-(2,4,5-trifluorophenyl)butan-2-yl)carbamate (1048703-14-5) → (3R)-3-[(1,1-dimethylethoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoic acid (486460-00-8,922178-94-7)

Guidance literature:

With sodium hypochlorite; sodium chlorite; disodium hydrogenphosphate; sodium dihydrogenphosphate; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; In water; acetonitrile; at 38 ℃; for 0.333333h; Solvent;

Reference yield: 94.0%

[3-diazo-2-oxo-1-(2,4,5-trifluoro-benzyl)-propyl]-carbamic acid tert-butyl ester (486460-25-7) → (3R)-3-[(1,1-dimethylethoxycarbonyl)amino]-4-(2,4,5-trifluorophenyl)butanoic acid (486460-00-8,922178-94-7)

Guidance literature:

With silver benzoate; In 1,4-dioxane; water; for 1.5h; Sonication;

DOI:10.1016/j.tetasy.2014.06.001

upstream raw materials:

[3-diazo-2-oxo-1-(2,4,5-trifluoro-benzyl)-propyl]-carbamic acid tert-butyl ester

(R)-3-amino-4-phenyl(2,4,5-trifluorophenyl)butanoic acid

di-tert-butyl dicarbonate

3-(R)-tert-butoxycarbonylamino-4-(2,4,5-trifluorophenyl)butyric acid methyl ester

Downstream raw materials:

C₂₇H₂₉F₆N₃O₄

C₂₈H₃₀F₃N₃O₄S

C₃₁H₃₂F₄N₄O₄

C₂₅H₂₇F₅N₄O₄

Refernces

• 1、 -. "Preparation method of chiral 4 - aryl - β β-amino acid derivative". . . Retrieved 2021/11/14.
• 2、 -. "Preparation method of 1-morpholinyl-4-(2,4,5-trifluorophenyl)butane-1,3-dione". Paragraph 0087-0088; 0091. . Retrieved 2020/05/02.