9-methyl-10-deazaminopterin

Base Information

• Chemical Name: 9-methyl-10-deazaminopterin
• CAS No.: 122594-35-8
• Molecular Formula: C21H23 N7 O5
• Molecular Weight: 453.45122
• Mol file: 122594-35-8.mol

Synonyms:9-methyl-10-deazaminopterin

Chemical Property of 9-methyl-10-deazaminopterin

Chemical Property:

• PSA: 208.03000
• Density: 1.473g/cm³
• LogP: 1.88040

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 9-methyl-10-deazaminopterin

There total 9 articles about 9-methyl-10-deazaminopterin 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: 73.0%

9-methyl-10-deazaminopterin diethyl ester (122594-33-6) → 2-{4-[2-(2,4-Diamino-pteridin-6-yl)-propyl]-benzoylamino}-pentanedioic acid (122594-35-8)

Guidance literature:

With sodium hydroxide; In 2-methoxy-ethanol; for 4h; Ambient temperature;

DOI:10.1021/jm00163a035

Reference yield:

4-(2-Chlorocarbonyl-propyl)-benzoic acid methyl ester (122594-19-8) → 2-{4-[2-(2,4-Diamino-pteridin-6-yl)-propyl]-benzoylamino}-pentanedioic acid (122594-35-8)

Guidance literature:

Multi-step reaction with 8 steps

1: 2.) HCl(gas) / 1.) Et₂O, 0-5 deg C, 1h, 2.) 15 h

2: 94 percent / NaN₃ / methanol; H₂O / 18 h / Ambient temperature

3: 83 percent / H₂, conc. HCl / Pd / ethanol / 6 h

4: 83 percent / NaOMe, s-collidine / methanol; dimethylformamide / 0.5 h / 90 °C

5: 1.) Zn, HOAc, 2.) H₂O₂ / 1.) 100 deg C, 4 h, 2.) H₂O, 15 h

6: 94 percent / 10percent NaOH / 2-methoxy-ethanol / 44 h / Ambient temperature

7: 1.) Et₃N, isobutyl chloroformate / 1.) DMSO, 1 h, 2.) RTR, 18 h

8: 73 percent / 1N NaOH / 2-methoxy-ethanol / 4 h / Ambient temperature

With 2,4,6-trimethyl-pyridine; hydrogenchloride; sodium hydroxide; sodium azide; hydrogen; dihydrogen peroxide; sodium methylate; acetic acid; triethylamine; zinc; isobutyl chloroformate; palladium; In methanol; ethanol; 2-methoxy-ethanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jm00163a035

Reference yield:

2-methyl-p-carbomethoxyhydrocinnamic acid (122594-17-6) → 2-{4-[2-(2,4-Diamino-pteridin-6-yl)-propyl]-benzoylamino}-pentanedioic acid (122594-35-8)

Guidance literature:

Multi-step reaction with 9 steps

1: SOCl₂ / benzene / 2.5 h / Heating

2: 2.) HCl(gas) / 1.) Et₂O, 0-5 deg C, 1h, 2.) 15 h

3: 94 percent / NaN₃ / methanol; H₂O / 18 h / Ambient temperature

4: 83 percent / H₂, conc. HCl / Pd / ethanol / 6 h

5: 83 percent / NaOMe, s-collidine / methanol; dimethylformamide / 0.5 h / 90 °C

6: 1.) Zn, HOAc, 2.) H₂O₂ / 1.) 100 deg C, 4 h, 2.) H₂O, 15 h

7: 94 percent / 10percent NaOH / 2-methoxy-ethanol / 44 h / Ambient temperature

8: 1.) Et₃N, isobutyl chloroformate / 1.) DMSO, 1 h, 2.) RTR, 18 h

9: 73 percent / 1N NaOH / 2-methoxy-ethanol / 4 h / Ambient temperature

With 2,4,6-trimethyl-pyridine; hydrogenchloride; sodium hydroxide; thionyl chloride; sodium azide; hydrogen; dihydrogen peroxide; sodium methylate; acetic acid; triethylamine; zinc; isobutyl chloroformate; palladium; In methanol; ethanol; 2-methoxy-ethanol; water; N,N-dimethyl-formamide; benzene;

DOI:10.1021/jm00163a035

upstream raw materials:

9-methyl-10-deazaminopterin diethyl ester

4-(2-Chlorocarbonyl-propyl)-benzoic acid methyl ester

2-methyl-p-carbomethoxyhydrocinnamic acid

1-chloro-3-methyl-4-(p-carbomethoxyphenyl)-2-butanone

Refernces