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

Base Information

• Chemical Name: 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
• CAS No.: 137281-23-3
• Molecular Formula: C20H21N5O6
• Molecular Weight: 427.417
• Hs Code.: 2933990090
• Mol file: 137281-23-3.mol

Synonyms:1juj;LYA;(2S)-2-[[4-[2-(2-amino-4-oxo-1,7-dihydropyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]amino]pentanedioic acid;Pemetrexed acid;Alimta;

Chemical Property of 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

Chemical Property:

• Appearance/Colour: similar to white powder
• Refractive Index: 1.723
• PKA: 3.58±0.10(Predicted)
• PSA: 191.26000
• Density: 1.59 g/cm³
• LogP: 1.63850
• Storage Temp.: 2-8°C(protect from light)
• Solubility.: slightly sol. in Methanol

Purity/Quality:

99% ^*data from raw suppliers

N-[4-[2-(2-Amino-4,7-dihydro-4-oxo-3H-pyrrolo[2,3-d]pyrimidin-5-yl)ethyl]benzoyl]-L-glutamicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Pemetrexed is used in the treatment of malignant pleural mesothelioma (MPM) and erectile dysfunction therapy.

Technology Process of 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

There total 5 articles about 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 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: 95.0%

pemetrexed diethyl ester p-toluenesulfonic acid salt (165049-28-5) → pemetrexed (137281-23-3)

Guidance literature:

pemetrexed diethyl ester p-toluenesulfonic acid salt; With sodium hydroxide; In water; at 5 - 15 ℃; for 2h;

With hydrogenchloride; In ethanol; water; at 5 - 50 ℃; for 1h; pH=3;

Reference yield:

pemetrexed disodium → pemetrexed (137281-23-3)

Guidance literature:

With hydrogenchloride; In water; at 24 - 65 ℃; for 15.4167h; pH=~ 4.5;

Reference yield:

diethyl-L-glutamate hydrochloride (1118-89-4) → pemetrexed (137281-23-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydrogencarbonate / dichloromethane; N,N-dimethyl-formamide / 0.5 h / 20 °C

1.2: 1 h / 0 - 15 °C

1.3: 2 h / 50 °C

2.1: sodium hydroxide / water / 2 h / 5 - 15 °C

2.2: 1 h / 5 - 50 °C / pH 3

With sodium hydrogencarbonate; sodium hydroxide; In dichloromethane; water; N,N-dimethyl-formamide;

upstream raw materials:

pemetrexed diethyl ester p-toluenesulfonic acid salt

diethyl-L-glutamate hydrochloride

Refernces

• 1、 -. "METHOD FOR PREPARING AN INTERMEDIATE FOR PRODUCING HIGH-PURITY PEMETREXED AND METHOD FOR PRODUCING HIGH-PURITY PEMETREXED USING THE INTERMEDIATE". Paragraph 0081. . Retrieved 2016/08/17.
• 2、 -. "NEW CRYSTALLINE FORMS OF PEMETREXED DIACID, AND PREPARATIONS THEREOF". Page/Page column 6. . Retrieved 2011/08/08.