platensimycin methyl ester

Base Information

• Chemical Name: platensimycin methyl ester
• CAS No.: 948914-61-2
• Molecular Formula: C₂₅H₂₉NO₇
• Molecular Weight: 455.508
• Mol file: 948914-61-2.mol

Synonyms:platensimycin methyl ester

Chemical Property of platensimycin methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of platensimycin methyl ester

There total 15 articles about platensimycin methyl 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: 78.0%

3-amino-2,4-dihydroxybenzoic acid methyl ester + platensic acid (1023284-62-9) → platensimycin methyl ester (948914-61-2)

Guidance literature:

With triethylamine; HATU; In N,N-dimethyl-formamide; at 24 ℃; for 15h;

Reference yield:

C13H18INO2S (1041186-48-4) → platensimycin methyl ester (948914-61-2)

Guidance literature:

Multi-step reaction with 12 steps

1.1: potassium hydroxide; water / methanol / 0 - 20 °C

1.2: 0 °C

2.1: triethylamine / diethyl ether / -20 °C

3.1: diethyl ether / -20 - 0 °C

4.1: dirhodium tetraacetate / dichloromethane / 10 h

5.1: 1-ethyl-piperidine; hypophosphorous acid / water; methanol / 0.17 h / 0 °C

5.2: 0 - 20 °C

6.1: N-ethyl-N,N-diisopropylamine; lithium chloride / acetonitrile / 0.25 h / 0 °C

6.2: 0 - 20 °C

7.1: Dimethylphenylsilane / Wilkinson's catalyst / toluene / 20 - 60 °C

7.2: 1 h / -40 °C

7.3: 1 h / 0 °C

8.1: toluene-4-sulfonic acid / toluene / 2 h / Reflux; Dean-Stark trap

9.1: N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hexamethylsilazane / toluene; tetrahydrofuran / 0.5 h / -78 °C

9.2: 1 h / -10 °C

10.1: potassium hydroxide; tert-butyl alcohol / 0.08 h / 60 °C

10.2: 14 h / 60 °C

11.1: potassium hydroxide; water / methanol / 2 h / Reflux

11.2: 20 °C

12.1: triethylamine; HATU / N,N-dimethyl-formamide / 15 h / 24 °C

With 1-ethyl-piperidine; N,N,N,N,N,N-hexamethylphosphoric triamide; Dimethylphenylsilane; water; hypophosphorous acid; potassium hexamethylsilazane; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; lithium chloride; potassium hydroxide; tert-butyl alcohol; dirhodium tetraacetate; Wilkinson's catalyst; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

C10H10IN3O2 (1041186-34-8) → platensimycin methyl ester (948914-61-2)

Guidance literature:

Multi-step reaction with 9 steps

1.1: dirhodium tetraacetate / dichloromethane / 10 h

2.1: 1-ethyl-piperidine; hypophosphorous acid / water; methanol / 0.17 h / 0 °C

2.2: 0 - 20 °C

3.1: N-ethyl-N,N-diisopropylamine; lithium chloride / acetonitrile / 0.25 h / 0 °C

3.2: 0 - 20 °C

4.1: Dimethylphenylsilane / Wilkinson's catalyst / toluene / 20 - 60 °C

4.2: 1 h / -40 °C

4.3: 1 h / 0 °C

5.1: toluene-4-sulfonic acid / toluene / 2 h / Reflux; Dean-Stark trap

6.1: N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hexamethylsilazane / toluene; tetrahydrofuran / 0.5 h / -78 °C

6.2: 1 h / -10 °C

7.1: potassium hydroxide; tert-butyl alcohol / 0.08 h / 60 °C

7.2: 14 h / 60 °C

8.1: potassium hydroxide; water / methanol / 2 h / Reflux

8.2: 20 °C

9.1: triethylamine; HATU / N,N-dimethyl-formamide / 15 h / 24 °C

With 1-ethyl-piperidine; N,N,N,N,N,N-hexamethylphosphoric triamide; Dimethylphenylsilane; water; hypophosphorous acid; potassium hexamethylsilazane; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; lithium chloride; potassium hydroxide; tert-butyl alcohol; dirhodium tetraacetate; Wilkinson's catalyst; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile;

upstream raw materials:

platensic acid

C₁₃H₁₈INO₂S

C₁₀H₁₀IN₃O₂

C₁₃H₁₈O₃

Downstream raw materials:

(-)-platensimycin

Refernces

• 1、 -. "NOVEL PLATENSIMYCIN DERIVATIVES, THEIR INTERMEDIATES, AND PROCESS FOR PREPARARING THE SAME, AND NEW PROCESS FOR PREPARING PLATENSIMYCIN". Page/Page column 38-40. . Retrieved 2009/11/29.