PeMetrexed EP IMpurity A

Base Information

• Chemical Name: PeMetrexed EP IMpurity A
• CAS No.: 869791-42-4
• Molecular Formula: C₂₁H₂₃N₅O₆
• Molecular Weight: 441.444
• Mol file: 869791-42-4.mol

Synonyms:PeMetrexed EP IMpurity A;N-Methyl Pemetrexed;PeMetrexed IMpurity

Chemical Property of PeMetrexed EP IMpurity A

Chemical Property:

• PKA: 3.58±0.10(Predicted)
• Density: 1.52±0.1 g/cm3(Predicted)
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: Basic Alcohol (Slightly), DMSO (Slightly), Water (Slightly, Heated)

Purity/Quality:

98% ^*data from raw suppliers

N-MethylPemetrexed ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: N-Methyl Pemetrexed is an impurity of Pemetrexed (P219500), an multitargeted antifolate that inhibits thymidylate synthase as well as other folate dependent enzymes. N-Methyl Pemetrexed (Pemetrexed EP Impurity A) is an impurity of Pemetrexed (P219500), an multitargeted antifolate that inhibits thymidylate synthase as well as other folate dependent enzymes.

Technology Process of PeMetrexed EP IMpurity A

There total 5 articles about PeMetrexed EP IMpurity A 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: 81.0%

(2S)-2-[[4-[2-(2-amino-1-methyl-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]amino]pentanedioic acid diethyl ester → (2S)-2-[[4-[2-(2-amino-1-methyl-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]amino]pentanedioic acid (869791-42-4)

Guidance literature:

With sodium hydroxide; In water; at 20 ℃; for 2h;

DOI:10.3390/molecules200610004

Reference yield: 5.0%

N-[4-[2-(2-amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]-pyrimidin-5-yl)ethyl]benzoyl]-L-glutamic acid disodium salt + methyl iodide (74-88-4) → (2S)-2-[[4-[2-(2-amino-1-methyl-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]amino]pentanedioic acid (869791-42-4)

Guidance literature:

With triethylamine;

DOI:10.3390/molecules200610004

Reference yield:

N-[4-[2-(2-amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]-pyrimidin-5-yl)ethyl]benzoyl]-L-glutamic acid diethyl ester 4-methylbenzenesulfonic acid salt (165049-28-5) → (2S)-2-[[4-[2-(2-amino-1-methyl-4-oxo-4,7-dihydro-1H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]amino]pentanedioic acid (869791-42-4)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / N,N-dimethyl-formamide / 72 h / 20 °C

2: sodium hydroxide / water / 2 h / 20 °C

With triethylamine; sodium hydroxide; In water; N,N-dimethyl-formamide;

DOI:10.3390/molecules200610004

upstream raw materials:

diethyl-L-glutamate hydrochloride

4-[2-(2-amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]pyrimidin-5-yl )ethyl]benzoic acid

methyl iodide

N-[4-[2-(2-amino-4,7-dihydro-4-oxo-1H-pyrrolo[2,3-d]-pyrimidin-5-yl)ethyl]benzoyl]-L-glutamic acid diethyl ester 4-methylbenzenesulfonic acid salt

Refernces