BOC-3-(3'-QUINOLYL)-D-ALANINE

Base Information

• Chemical Name: BOC-3-(3'-QUINOLYL)-D-ALANINE
• CAS No.: 135101-19-8
• Molecular Formula: C₁₇H₂₀N₂O₄
• Molecular Weight: 316.357
• Mol file: 135101-19-8.mol

Synonyms:BOC-3-(3'-QUINOLYL)-D-ALANINE;BOC-D-ALA(3'-QUINOLYL)-OH;(R)-ALPHA-(BOC-AMINO)-3-QUINOLINEPROPANOIC ACID

Chemical Property of BOC-3-(3'-QUINOLYL)-D-ALANINE

Chemical Property:

• PSA: 88.52000
• LogP: 3.14610

Purity/Quality:

99% ^*data from raw suppliers

(2R)-2-[(TERT-BUTOXY)CARBONYLAMINO]-3-(3-QUINOLYL)PROPANOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of BOC-3-(3'-QUINOLYL)-D-ALANINE

There total 6 articles about BOC-3-(3'-QUINOLYL)-D-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: 39.7%

di-tert-butyl dicarbonate (24424-99-5) + β-(3-quinolyl)-D-alanine (135213-89-7,1954-41-2) → β-(3-quinolyl)-N-Boc-D-alanine (135101-19-8,1100747-96-3)

Guidance literature:

With sodium hydroxide; In tert-butyl alcohol;

Reference yield:

3-(chloromethyl)-quinoline (104325-51-1) → β-(3-quinolyl)-N-Boc-D-alanine (135101-19-8,1100747-96-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) NaH / 1.) DMF, RT, 30 min, 2.) DMF a) 90 deg C, 6 h, b) RT, overnight

2: 6 M aq. NaOH / aq. ethanol / 1.5 h / Ambient temperature

3: dioxane / 3 h / Heating

5: 100 percent / 6 M aq. HCl / 4 h / Heating

6: 39.7 percent / aq. NaOH / 2-methyl-propan-2-ol

With hydrogenchloride; sodium hydroxide; sodium hydride; In 1,4-dioxane; ethanol; tert-butyl alcohol;

Reference yield:

2-Acetylamino-2-quinolin-3-ylmethyl-malonic acid monoethyl ester → β-(3-quinolyl)-N-Boc-D-alanine (135101-19-8,1100747-96-3)

Guidance literature:

Multi-step reaction with 4 steps

1: dioxane / 3 h / Heating

3: 100 percent / 6 M aq. HCl / 4 h / Heating

4: 39.7 percent / aq. NaOH / 2-methyl-propan-2-ol

With hydrogenchloride; sodium hydroxide; In 1,4-dioxane; tert-butyl alcohol;

upstream raw materials:

di-tert-butyl dicarbonate

β-(3-quinolyl)-D-alanine

3-(chloromethyl)-quinoline

diethyl acetamido(3-quinolylmethyl)malonate

Refernces