methyl 4-amino-4-deoxy-11-thiohomopteroate

Base Information

• Chemical Name: methyl 4-amino-4-deoxy-11-thiohomopteroate
• CAS No.: 74163-04-5
• Molecular Formula: C₁₆H₁₆N₆O₂S
• Molecular Weight: 356.408
• Mol file: 74163-04-5.mol

Synonyms:methyl 4-amino-4-deoxy-11-thiohomopteroate

Chemical Property of methyl 4-amino-4-deoxy-11-thiohomopteroate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 4-amino-4-deoxy-11-thiohomopteroate

There total 8 articles about methyl 4-amino-4-deoxy-11-thiohomopteroate 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:

1-chloro-4--2-butanone (67426-03-3) → methyl 4-amino-4-deoxy-11-thiohomopteroate (74163-04-5)

Guidance literature:

Multi-step reaction with 8 steps

1: 91 percent / sodium azide, potassium iodide / acetone

2: 85 percent / p-toluenesulfonic acid / benzene / 6 h / Heating

3: H₂ / 5percent Pd/C / methanol / 18 h / 1189.4 Torr

4: 78 percent / N-methylmorpholine / methanol / 4 h / Heating

5: 94 percent / trifluoroacetic acid (TFA) / 50 °C

6: 80 percent / sodium dithionite / dioxane

7: 750 mg / pyridine, concd. HCl / methanol / 1 h / Heating

8: dimethylformamide / 2 h / 120 °C

With 4-methyl-morpholine; pyridine; hydrogenchloride; sodium azide; sodium dithionite; hydrogen; toluene-4-sulfonic acid; N,N-dimethyl-formamide; trifluoroacetic acid; potassium iodide; palladium on activated charcoal; In 1,4-dioxane; methanol; acetone; benzene;

DOI:10.1021/jm00182a017

Reference yield:

1-azido-4--2-butanone (74162-96-2) → methyl 4-amino-4-deoxy-11-thiohomopteroate (74163-04-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 85 percent / p-toluenesulfonic acid / benzene / 6 h / Heating

2: H₂ / 5percent Pd/C / methanol / 18 h / 1189.4 Torr

3: 78 percent / N-methylmorpholine / methanol / 4 h / Heating

4: 94 percent / trifluoroacetic acid (TFA) / 50 °C

5: 80 percent / sodium dithionite / dioxane

6: 750 mg / pyridine, concd. HCl / methanol / 1 h / Heating

7: dimethylformamide / 2 h / 120 °C

With 4-methyl-morpholine; pyridine; hydrogenchloride; sodium dithionite; hydrogen; toluene-4-sulfonic acid; N,N-dimethyl-formamide; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; methanol; benzene;

DOI:10.1021/jm00182a017

Reference yield:

4-[2-(2-Azidomethyl-[1,3]dioxolan-2-yl)-ethylsulfanyl]-benzoic acid methyl ester (74162-97-3) → methyl 4-amino-4-deoxy-11-thiohomopteroate (74163-04-5)

Guidance literature:

Multi-step reaction with 6 steps

1: H₂ / 5percent Pd/C / methanol / 18 h / 1189.4 Torr

2: 78 percent / N-methylmorpholine / methanol / 4 h / Heating

3: 94 percent / trifluoroacetic acid (TFA) / 50 °C

4: 80 percent / sodium dithionite / dioxane

5: 750 mg / pyridine, concd. HCl / methanol / 1 h / Heating

6: dimethylformamide / 2 h / 120 °C

With 4-methyl-morpholine; pyridine; hydrogenchloride; sodium dithionite; hydrogen; N,N-dimethyl-formamide; trifluoroacetic acid; palladium on activated charcoal; In 1,4-dioxane; methanol;

DOI:10.1021/jm00182a017

upstream raw materials:

1-chloro-4--2-butanone

4-[2-(2-Aminomethyl-[1,3]dioxolan-2-yl)-ethylsulfanyl]-benzoic acid methyl ester

1-azido-4--2-butanone

4-[2-(2-Azidomethyl-[1,3]dioxolan-2-yl)-ethylsulfanyl]-benzoic acid methyl ester

Downstream raw materials:

4-amino-4-deoxy-11-thiohomopteroic acid

11-thiohomoaminopterin