Boc-3-(2-quinolyl)-DL-alanine

Base Information

• Chemical Name: Boc-3-(2-quinolyl)-DL-alanine
• CAS No.: 401813-49-8
• Molecular Formula: C₁₇H₂₀N₂O₄
• Molecular Weight: 316.357
• DSSTox Substance ID: DTXSID60403891
• Mol file: 401813-49-8.mol

Synonyms:Boc-3-(2-quinolyl)-DL-alanine;401813-49-8;Boc-3-(2-quinolyl)-DL-Ala-OH;2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-quinolin-2-ylpropanoic acid;SCHEMBL14265380;DTXSID60403891;HY-W141843;CS-0201639;A50375;Boc-3-(2-quinolyl)-DL-Ala-OH, >=95.0%

Chemical Property of Boc-3-(2-quinolyl)-DL-alanine

Chemical Property:

• Vapor Pressure: 4.81E-11mmHg at 25°C
• Boiling Point: 505.6°C at 760 mmHg
• Flash Point: 259.6°C
• PSA: 92.01000
• Density: 1.235g/cm³
• LogP: 2.95960
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 316.14230712
• Heavy Atom Count: 23
• Complexity: 433

Purity/Quality:

98.5% ^*data from raw suppliers

Boc-3-(2-quinolyl)-DL-Ala-OH ≥95.0% ^*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=NC2=CC=CC=C2C=C1)C(=O)O

Technology Process of Boc-3-(2-quinolyl)-DL-alanine

There total 3 articles about Boc-3-(2-quinolyl)-DL-alanine 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: 87.0%

di-tert-butyl dicarbonate (24424-99-5) + (S)-(+)-2-amino-3-(2'-quinolyl)propionic acid (161513-46-8) → (S)-(-)-2-tert-butyloxycarbonylamino-3-(2'-quinolyl)propionic acid (170157-64-9,401813-49-8,161453-37-8)

Guidance literature:

With triethylamine; In methanol; for 0.5h;

DOI:10.1016/0957-4166(94)80088-X

Reference yield:

1,4-dioxane (123-91-1,28347-88-8,28347-91-3,39449-24-6,54841-74-6) + N-Acetyl-β-(2-quinolyl)-L-alanine (210420-41-0) + di-tert-butyl dicarbonate (24424-99-5) → (S)-(-)-2-tert-butyloxycarbonylamino-3-(2'-quinolyl)propionic acid (170157-64-9,401813-49-8,161453-37-8)

Guidance literature:

With sodium hydroxide; In hydrogenchloride; water;

Reference yield:

(2S,5S)-(+)-5-(2'-quinolylmethyl)-2-tert-butyl-1-tert-butoxycarbonyl-3-methyl-4-imidazolidinone (161453-32-3) → (S)-(-)-2-tert-butyloxycarbonylamino-3-(2'-quinolyl)propionic acid (170157-64-9,401813-49-8,161453-37-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) TFA, 2.) 0.75 N HCl, AcOH, wet Dowex 50W X₈ / 1.) CH₂Cl₂, from 0 deg C to RT, overnight, 2.) toluene, 100 deg C, 20 h

2: 87 percent / Et₃N / methanol / 0.5 h

With hydrogenchloride; Dowex 50W X₈; acetic acid; triethylamine; trifluoroacetic acid; In methanol;

DOI:10.1016/0957-4166(94)80088-X

upstream raw materials:

di-tert-butyl dicarbonate

(S)-(+)-2-amino-3-(2'-quinolyl)propionic acid

(2S,5S)-(+)-5-(2'-quinolylmethyl)-2-tert-butyl-1-tert-butoxycarbonyl-3-methyl-4-imidazolidinone

1,4-dioxane