10,10-dimethyl-10-deazaaminopterin

Base Information

• Chemical Name: 10,10-dimethyl-10-deazaaminopterin
• CAS No.: 80576-88-1
• Molecular Formula: C₂₂H₂₅N₇O₅
• Molecular Weight: 467.484
• Mol file: 80576-88-1.mol

Synonyms:10,10-dimethyl-10-deazaaminopterin

Chemical Property of 10,10-dimethyl-10-deazaaminopterin

Chemical Property:

• PSA: 207.30000
• Density: 1.441g/cm³
• LogP: 2.70560

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 10,10-dimethyl-10-deazaaminopterin

There total 4 articles about 10,10-dimethyl-10-deazaaminopterin 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:

(S)-2-{4-[2-(2,4-Diamino-pteridin-6-yl)-1,1-dimethyl-ethyl]-benzoylamino}-pentanedioic acid diethyl ester (80576-87-0) → (S)-2-{4-[2-(2,4-Diamino-pteridin-6-yl)-1,1-dimethyl-ethyl]-benzoylamino}-pentanedioic acid (80576-88-1)

Guidance literature:

With sodium hydroxide; In 2-methoxy-ethanol; Yield given; Ambient temperature;

DOI:10.1021/jm00352a026

Reference yield:

p-isopropylbenzoic acid (536-66-3) → (S)-2-{4-[2-(2,4-Diamino-pteridin-6-yl)-1,1-dimethyl-ethyl]-benzoylamino}-pentanedioic acid (80576-88-1)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) diisopropylamine, BuLi, 3.) CO₂, Br₂

2: 2.) aq. KI₃

3: 1.) isobutyl chloroformate, triethylamine, 2.) triethylamine / 1.) DMF, 0-5 deg C, 1.5 h, 2.) DMF, RT, 24 h

4: aq. NaOH / 2-methoxy-ethanol / Ambient temperature

With sodium hydroxide; n-butyllithium; potassium triiodide; carbon dioxide; bromine; triethylamine; diisopropylamine; isobutyl chloroformate; In 2-methoxy-ethanol;

DOI:10.1021/jm00352a026

Reference yield:

4-(3-Bromo-1,1-dimethyl-4-oxo-butyl)-benzoic acid (80576-85-8) → (S)-2-{4-[2-(2,4-Diamino-pteridin-6-yl)-1,1-dimethyl-ethyl]-benzoylamino}-pentanedioic acid (80576-88-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 2.) aq. KI₃

2: 1.) isobutyl chloroformate, triethylamine, 2.) triethylamine / 1.) DMF, 0-5 deg C, 1.5 h, 2.) DMF, RT, 24 h

3: aq. NaOH / 2-methoxy-ethanol / Ambient temperature

With sodium hydroxide; potassium triiodide; triethylamine; isobutyl chloroformate; In 2-methoxy-ethanol;

DOI:10.1021/jm00352a026

upstream raw materials:

(S)-2-{4-[2-(2,4-Diamino-pteridin-6-yl)-1,1-dimethyl-ethyl]-benzoylamino}-pentanedioic acid diethyl ester

p-isopropylbenzoic acid

4-(3-Bromo-1,1-dimethyl-4-oxo-butyl)-benzoic acid

4-[2-(2,4-Diamino-pteridin-6-yl)-1,1-dimethyl-ethyl]-benzoic acid

Refernces