Diethyl N-[5-methylamino-2-thenoyl]-L-glutamate

Base Information

• Chemical Name: Diethyl N-[5-methylamino-2-thenoyl]-L-glutamate
• CAS No.: 112889-02-8
• Molecular Formula: C15H22N2O5S
• Molecular Weight: 342.416
• Hs Code.: 2934999090
• Mol file: 112889-02-8.mol

Synonyms:L-Glutamicacid, N-[[5-(methylamino)-2-thienyl]carbonyl]-, diethyl ester (9CI);

Chemical Property of Diethyl N-[5-methylamino-2-thenoyl]-L-glutamate

Chemical Property:

• Vapor Pressure: 6.7E-11mmHg at 25°C
• Refractive Index: 1.548
• Boiling Point: 519.647 °C at 760 mmHg
• PKA: 12.89±0.46(Predicted)
• Flash Point: 268.073 °C
• PSA: 121.97000
• Density: 1.231 g/cm³
• LogP: 2.25850
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-[[5-(Methylamino)-2-thienyl]carbonyl]-L-glutamicAcidDiethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: N-[[5-(Methylamino)-2-thienyl]carbonyl]-L-glutamic Acid Diethyl Ester can be used as reactant/reagent for synthetic preparation of Raltitrexed (anticancer agent). An intermediate or impurity in the synthesis of Raltitrexed (R100500). Raltitrexed (R100500) is folate-based inhibitor of thymidylate synthase; rapidly and extensively metabolized to its more potent polyglutamate derivatives. Antineoplastic.

Technology Process of Diethyl N-[5-methylamino-2-thenoyl]-L-glutamate

There total 32 articles about Diethyl N-[5-methylamino-2-thenoyl]-L-glutamate 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: 94.0%

C17H24N2O6S → N-(5-methylamino-2-thiophenecarbonyl)-L-glutamic acid diethyl ester (112889-02-8)

Guidance literature:

With sodium tetrahydroborate; In tetrahydrofuran; at 0 - 20 ℃; for 2h;

Reference yield: 93.6%

N-[5-[N-(tert-butoxycarbonyl)-N-methylamino]-2-thiophenecarbonyl]-L-glutamic acid diethyl ester (132463-33-3) → N-(5-methylamino-2-thiophenecarbonyl)-L-glutamic acid diethyl ester (112889-02-8)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

Reference yield: 93.0%

C18H26N2O6S → N-(5-methylamino-2-thiophenecarbonyl)-L-glutamic acid diethyl ester (112889-02-8)

Guidance literature:

With sodium tetrahydroborate; ethanol; at 0 - 20 ℃; for 2h;

upstream raw materials:

N-[5-[N-(tert-butoxycarbonyl)-N-methylamino]-2-thiophenecarbonyl]-L-glutamic acid diethyl ester

N-(5-aminothiophene-2-carbonyl)-L-glutamic acid diethyl ester

dimethyl sulfate

Thiophene-2,5-dicarboxylic acid

Downstream raw materials:

N-[[5-[N-(3,4-dihydro-2-methyl-4-oxo-6-quinazolinyl)methyl]-N-methyl]amino-2-thiophenecarbonyl]-L-glutamic acid diethyl ester

N-[5-[N-[(3,4-dihydro-2-methyl-4-oxy-6-quinazolinyl)-methyl]-N-methylamino]-2-thenoyl]-L-glutamic acid

Refernces

• 1、 -. "Raltitrexed synthesis of intermediates method (by machine translation)". Paragraph 0040; 0041; 0042; 0074. . Retrieved 2018/05/16.
• 2、 -. "Raltitrexed related substance C as well as preparation and application thereof". . . Retrieved 2018/04/03.