4-methyl-6-amino-8-[5'-O-(phenylphosphoryl (P->N)-L-methyl ester valine)-β-D-ribofuranosyl]pyrrolo[4,3,2-d]pyrimidino[4,5-c]pyridazine

Base Information

• Chemical Name: 4-methyl-6-amino-8-[5'-O-(phenylphosphoryl (P->N)-L-methyl ester valine)-β-D-ribofuranosyl]pyrrolo[4,3,2-d]pyrimidino[4,5-c]pyridazine
• CAS No.: 1065474-31-8
• Molecular Formula: C₂₅H₃₂N₇O₈P
• Molecular Weight: 589.545
• Mol file: 1065474-31-8.mol

Synonyms:4-methyl-6-amino-8-[5'-O-(phenylphosphoryl (P->N)-L-methyl ester valine)-β-D-ribofuranosyl]pyrrolo[4,3,2-d]pyrimidino[4,5-c]pyridazine

Chemical Property of 4-methyl-6-amino-8-[5'-O-(phenylphosphoryl (P->N)-L-methyl ester valine)-β-D-ribofuranosyl]pyrrolo[4,3,2-d]pyrimidino[4,5-c]pyridazine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-methyl-6-amino-8-[5'-O-(phenylphosphoryl (P->N)-L-methyl ester valine)-β-D-ribofuranosyl]pyrrolo[4,3,2-d]pyrimidino[4,5-c]pyridazine

There total 8 articles about 4-methyl-6-amino-8-[5'-O-(phenylphosphoryl (P->N)-L-methyl ester valine)-β-D-ribofuranosyl]pyrrolo[4,3,2-d]pyrimidino[4,5-c]pyridazine 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: 83.0%

4-methyl-6-amino-8-[5'-O-(phenylphosphoryl (P->N)-L-valine methyl ester)-2',3'-O-dilevylinyl-β-D-ribofuranosyl]pyrrolo[4,3,2-d]pyrimidino[4,5-c]pyridazine (1065474-61-4) → 4-methyl-6-amino-8-[5'-O-(phenylphosphoryl (P->N)-L-methyl ester valine)-β-D-ribofuranosyl]pyrrolo[4,3,2-d]pyrimidino[4,5-c]pyridazine (1065474-31-8)

Guidance literature:

With pyridine; hydrazine hydrate; acetic acid; at 20 ℃; for 0.25h; Inert atmosphere;

DOI:10.1080/00397911.2010.524342

Reference yield:

triciribine (35943-35-2) + chlorophenylphosphoryl (P->N)-L-valine methyl ester (261910-17-2) → 4-methyl-6-amino-8-[5'-O-(phenylphosphoryl (P->N)-L-methyl ester valine)-β-D-ribofuranosyl]pyrrolo[4,3,2-d]pyrimidino[4,5-c]pyridazine (1065474-31-8)

Guidance literature:

With 1-methyl-1H-imidazole; In tetrahydrofuran; at -78 - 20 ℃; for 20h;

Reference yield:

triciribine (35943-35-2) → 4-methyl-6-amino-8-[5'-O-(phenylphosphoryl (P->N)-L-methyl ester valine)-β-D-ribofuranosyl]pyrrolo[4,3,2-d]pyrimidino[4,5-c]pyridazine (1065474-31-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 2,2-bis(hydroxymethyl)propionic acid / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere

2: dicyclohexyl-carbodiimide / ethyl acetate; N,N-dimethyl-formamide / 1.5 h / 20 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride; acetic acid / tetrahydrofuran / 1.5 h / 20 °C / Inert atmosphere

4: 1-methyl-1H-imidazole / tetrahydrofuran / 5 h / 20 °C / Inert atmosphere

5: pyridine; hydrazine hydrate; acetic acid / 0.25 h / 20 °C / Inert atmosphere

With pyridine; 1-methyl-1H-imidazole; 2,2-bis(hydroxymethyl)propionic acid; tetrabutyl ammonium fluoride; hydrazine hydrate; acetic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1080/00397911.2010.524342

upstream raw materials:

triciribine

chlorophenylphosphoryl (P->N)-L-valine methyl ester

4-methyl-6-amino-8-[5'-O-(phenylphosphoryl (P->N)-L-valine methyl ester)-2',3'-O-dilevylinyl-β-D-ribofuranosyl]pyrrolo[4,3,2-d]pyrimidino[4,5-c]pyridazine

5'-O-(tert-butyldimethylsilyl)-[6-amino-4-methyl-8-(β-D-ribofuranosyl)pyrrolo[4,3,2-de]pyrimido[4,5-c]pyridazine]

Refernces

• 1、 -. "EFFECTIVE TREATMENT OF TUMORS AND CANCER WITH PRODRUGS OF TRICIRIBINE". Page/Page column 114. . Retrieved 2008/12/04.