N(10)-(Cyanomethyl)-5,8-dideazafolic acid

Base Information

• Chemical Name: N(10)-(Cyanomethyl)-5,8-dideazafolic acid
• CAS No.: 80015-09-4
• Molecular Formula: C23H22N6O6
• Molecular Weight: 478.464
• Mol file: 80015-09-4.mol

Synonyms:N-(4-{N-[(2-amino-4-hydroxy-6-quinazolinyl)methyl]-N-(cyanomethyl)amino}benzoyl)-L-glutamic acid;(S)-2-{4-[(2-Amino-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-cyanomethyl-amino]-benzoylamino}-pentanedioic acid;N10-(cyanomethyl)-5,8-dideazafolic acid;

Chemical Property of N(10)-(Cyanomethyl)-5,8-dideazafolic acid

Chemical Property:

• PSA: 202.50000
• Density: 1.49g/cm³
• LogP: 2.05538

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N(10)-(Cyanomethyl)-5,8-dideazafolic acid

There total 9 articles about N(10)-(Cyanomethyl)-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: 86.0%

diethyl N-<4--N-(cyanomethyl)amino>benzoyl>-L-glutamate (80015-08-3) → N-<4--N-(cyanomethyl)amino>benzoyl>-L-glutamic acid (80015-09-4) + (S)-2-{4-[(2-Amino-4-oxo-3,4-dihydro-quinazolin-6-ylmethyl)-carbamoylmethyl-amino]-benzoylamino}-pentanedioic acid (80014-95-5)

Guidance literature:

With sodium hydroxide; In acetonitrile; at 25 ℃; for 16h;

DOI:10.1021/jm00148a016

Reference yield: 79.0%

diethyl N-<4--N-(cyanomethyl)amino>benzoyl>-L-glutamate (80015-08-3) → N-<4--N-(cyanomethyl)amino>benzoyl>-L-glutamic acid (80015-09-4)

Guidance literature:

With sodium hydroxide; In acetonitrile; at 25 ℃; for 16h;

DOI:10.1021/jm00358a030

Reference yield:

di-tert-butyl N-<4--N-(cyanomethyl)amino>benzoyl>-L-glutamate (97280-18-7) → N-<4--N-(cyanomethyl)amino>benzoyl>-L-glutamic acid (80015-09-4)

Guidance literature:

With trifluoroacetic acid; In chloroform; at 25 ℃; for 2.75h;

DOI:10.1021/jm00148a016

upstream raw materials:

diethyl N-<4--N-(cyanomethyl)amino>benzoyl>-L-glutamate

di-tert-butyl N-<4--N-(cyanomethyl)amino>benzoyl>-L-glutamate

diethyl N-(p-aminobenzoyl)-L-glutamate

2-amino-6-(bromomethyl)-4-hydroxyquinazoline

Refernces

• 1、 Nair,Salter,Kisliuk,Gaumont,North,Sirotnak. "Folate analogues. 21. Synthesis and antifolate and antitumor activities of N10-(cyanomethyl)-5,8-dideazafolic acid". . p. 605 - 607. Retrieved 2007/10/02.