2-desamino-2-trifluoromethyl-N(10)-propargyl-5,8-dideazafolic acid

Base Information

• Chemical Name: 2-desamino-2-trifluoromethyl-N(10)-propargyl-5,8-dideazafolic acid
• CAS No.: 112887-78-2
• Molecular Formula: C25H21 F3 N4 O6
• Molecular Weight: 530.45
• Mol file: 112887-78-2.mol

Synonyms:2-desamino-2-trifluoromethyl-N(10)-propargyl-5,8-dideazafolic acid

Chemical Property of 2-desamino-2-trifluoromethyl-N(10)-propargyl-5,8-dideazafolic acid

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 152.95000
• Density: 1.43g/cm³
• LogP: 3.43270

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-desamino-2-trifluoromethyl-N(10)-propargyl-5,8-dideazafolic acid

There total 7 articles about 2-desamino-2-trifluoromethyl-N(10)-propargyl-5,8-dideazafolic 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: 51.0%

(S)-2-{4-[(4-Oxo-2-trifluoromethyl-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-pentanedioic acid diethyl ester (119820-60-9) → N-p-[N-(3,4-dihydro-4-oxo-2-trifluoromethylquinazolin-6-ylmethyl)-N-(prop-2-ynyl)amino]benzoyl-L-glutamic acid (112887-78-2)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 30 - 35 ℃; for 18h;

DOI:10.1021/jm00126a023

Reference yield: 40.0%

(S)-2-(4-{[3-(2,2-Dimethyl-propionyloxymethyl)-4-oxo-2-trifluoromethyl-3,4-dihydro-quinazolin-6-ylmethyl]-prop-2-ynyl-amino}-benzoylamino)-pentanedioic acid diethyl ester (130379-77-0) → N-p-[N-(3,4-dihydro-4-oxo-2-trifluoromethylquinazolin-6-ylmethyl)-N-(prop-2-ynyl)amino]benzoyl-L-glutamic acid (112887-78-2)

Guidance literature:

With sodium hydroxide; In ethanol; for 4h; Ambient temperature;

DOI:10.1021/jm00173a024

Reference yield:

6-bromomethyl-3,4-dihydro-3-pivaloyloxymethyl-2-trifluoromethylquinazolin-4-one (112888-42-3) → N-p-[N-(3,4-dihydro-4-oxo-2-trifluoromethylquinazolin-6-ylmethyl)-N-(prop-2-ynyl)amino]benzoyl-L-glutamic acid (112887-78-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 57 percent / CaCO₃ / dimethylformamide / 17 h / 50 °C

2: 40 percent / 1 N aq. NaOH / ethanol / 4 h / Ambient temperature

With sodium hydroxide; calcium carbonate; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00173a024

upstream raw materials:

(S)-2-(4-{[3-(2,2-Dimethyl-propionyloxymethyl)-4-oxo-2-trifluoromethyl-3,4-dihydro-quinazolin-6-ylmethyl]-prop-2-ynyl-amino}-benzoylamino)-pentanedioic acid diethyl ester

(S)-2-{4-[(4-Oxo-2-trifluoromethyl-3,4-dihydro-quinazolin-6-ylmethyl)-prop-2-ynyl-amino]-benzoylamino}-pentanedioic acid diethyl ester

2-Amino-5-methylbenzoic acid

6-Methyl-2-trifluoromethyl-benzo[d][1,3]oxazin-4-one

Refernces

• 1、 Hughes,Jackman,Oldfield,Smith,Burrows,Marsham,Bishop,Jones,O'Connor,Calvert. "Quinazoline antifolate thymidylate synthase inhibitors: Alkyl, substituted alkyl, and aryl substituents in the C2 position". . p. 3060 - 3067. Retrieved 2007/10/02.