LY 338979 DiMethyl Ester

Base Information

• Chemical Name: LY 338979 DiMethyl Ester
• CAS No.: 1320346-45-9
• Molecular Formula: C₂₂H₂₅N₅O₇
• Molecular Weight: 471.47
• Mol file: 1320346-45-9.mol

Synonyms:

Chemical Property of LY 338979 DiMethyl Ester

Chemical Property:

• Melting Point: >138oC (dec.)
• Storage Temp.: -20°C Freezer
• Solubility.: DMSO (Slightly), Methanol (Slightly)

Purity/Quality:

99% ^*data from raw suppliers

LY 338979 Dimethyl Ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Protected LY 338979 (L486650), a metabolite of the antifolate Pemetrexed (P219500).

Technology Process of LY 338979 DiMethyl Ester

There total 5 articles about LY 338979 DiMethyl Ester 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:

C12H12Br2O3 (1320346-37-9) → dimethyl 2-{4-[2-(2-amino-4,6-dioxo-4,5,6,7-tetrahydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)-ethyl]-benzoylamino}-pentanedioate (1320346-45-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: water; acetonitrile / 0.08 h

1.2: Reflux

2.1: sodium hydroxide / 2 h / 0 - 10 °C

3.1: 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine / N,N-dimethyl-formamide / 4 h / Reflux

With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; sodium hydroxide; In water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.tetlet.2011.05.141

Reference yield:

4-methoxycarbonylphenyl bromide (619-42-1) → dimethyl 2-{4-[2-(2-amino-4,6-dioxo-4,5,6,7-tetrahydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)-ethyl]-benzoylamino}-pentanedioate (1320346-45-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: copper(l) iodide; diethylamine; triphenylphosphine; palladium dichloride / 4 h / 50 °C

1.2: 3.5 h / 2585.81 Torr

1.3: 1 h / -10 - 0 °C

2.1: hydrogen bromide; bromine; acetic acid / dichloromethane / Reflux

3.1: water; acetonitrile / 0.08 h

3.2: Reflux

4.1: sodium hydroxide / 2 h / 0 - 10 °C

5.1: 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine / N,N-dimethyl-formamide / 4 h / Reflux

With 4-methyl-morpholine; copper(l) iodide; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; hydrogen bromide; bromine; acetic acid; diethylamine; triphenylphosphine; sodium hydroxide; palladium dichloride; In dichloromethane; water; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.tetlet.2011.05.141

Reference yield:

methyl 4-[2-(2-amino-4,6-dioxo-4,5,6,7-tetrahydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)-ethyl]-benzoate (1320346-43-7) → dimethyl 2-{4-[2-(2-amino-4,6-dioxo-4,5,6,7-tetrahydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)-ethyl]-benzoylamino}-pentanedioate (1320346-45-9)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / 2 h / 0 - 10 °C

2: 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine / N,N-dimethyl-formamide / 4 h / Reflux

With 4-methyl-morpholine; 2-chloro-4,6-dimethoxy-1 ,3,5-triazine; sodium hydroxide; In N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2011.05.141

upstream raw materials:

C₁₂H₁₂Br₂O₃

methyl 4-[2-(2-amino-4,6-dioxo-4,5,6,7-tetrahydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)-ethyl]-benzoate

L-glutamic acid dimethyl ester

4-[2-(2-amino-4,6-dioxo-4,5,6,7-tetrahydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)-ethyl]-benzoic acid

Downstream raw materials:

2-{4-[2-(2-amino-4,6-dioxo-4,5,6,7-tetrahydro-3H-pyrrolo[2,3-d]pyrimidin-5-yl)-ethyl]-benzoylamino}-pentanedioic acid

Refernces