dibenzyl ((2R,3R)-3-(benzyloxy)-2-((3-carbamoyl-6-phenylpyrrolo[1,2-b] pyridazin-4-yl)amino)butyl)phosphate

Base Information

• Chemical Name: dibenzyl ((2R,3R)-3-(benzyloxy)-2-((3-carbamoyl-6-phenylpyrrolo[1,2-b] pyridazin-4-yl)amino)butyl)phosphate
• CAS No.: 1400878-18-3
• Molecular Formula: C₃₉H₃₉N₄O₆P
• Molecular Weight: 690.736
• Mol file: 1400878-18-3.mol

Synonyms:dibenzyl ((2R,3R)-3-(benzyloxy)-2-((3-carbamoyl-6-phenylpyrrolo[1,2-b] pyridazin-4-yl)amino)butyl)phosphate

Chemical Property of dibenzyl ((2R,3R)-3-(benzyloxy)-2-((3-carbamoyl-6-phenylpyrrolo[1,2-b] pyridazin-4-yl)amino)butyl)phosphate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dibenzyl ((2R,3R)-3-(benzyloxy)-2-((3-carbamoyl-6-phenylpyrrolo[1,2-b] pyridazin-4-yl)amino)butyl)phosphate

There total 6 articles about dibenzyl ((2R,3R)-3-(benzyloxy)-2-((3-carbamoyl-6-phenylpyrrolo[1,2-b] pyridazin-4-yl)amino)butyl)phosphate 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:

methyl 1-amino-4-bromo-1H-pyrrole-2-carboxylate methanesulfonic acid salt (1400580-12-2) → dibenzyl ((2R,3R)-3-(benzyloxy)-2-((3-carbamoyl-6-phenylpyrrolo[1,2-b] pyridazin-4-yl)amino)butyl)phosphate (1400878-18-3)

Guidance literature:

Multi-step reaction with 6 steps

1.1: isopropyl alcohol / 3 h / 85 °C / Inert atmosphere

1.2: 5 h / 85 °C / Inert atmosphere

2.1: trichlorophosphate / 3 h / 75 °C / Inert atmosphere

3.1: sulfuric acid / 2 h / 55 °C / Inert atmosphere

4.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 5 h / 100 °C / Inert atmosphere

5.1: palladium diacetate; potassium phosphate; XPhos / 1,4-dioxane / 1 h / 100 °C / Inert atmosphere

6.1: 1H-tetrazole / tetrahydrofuran; dichloromethane / 1.5 h / 0 °C / Inert atmosphere

6.2: 0.5 h / Inert atmosphere

With 1H-tetrazole; potassium phosphate; sulfuric acid; palladium diacetate; N-ethyl-N,N-diisopropylamine; XPhos; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl acetamide; isopropyl alcohol; 5.1: |Suzuki-Miyaura Coupling;

DOI:10.1021/acsmedchemlett.8b00508

Reference yield:

methyl 4-bromo-1H-pyrrole-2-carboxylate (934-05-4) → dibenzyl ((2R,3R)-3-(benzyloxy)-2-((3-carbamoyl-6-phenylpyrrolo[1,2-b] pyridazin-4-yl)amino)butyl)phosphate (1400878-18-3)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sodium hydride / mineral oil; N,N-dimethyl-formamide / 0.75 h / 20 °C / Inert atmosphere

1.2: 0.5 h / 20 °C / Inert atmosphere

1.3: Inert atmosphere

2.1: isopropyl alcohol / 3 h / 85 °C / Inert atmosphere

2.2: 5 h / 85 °C / Inert atmosphere

3.1: trichlorophosphate / 3 h / 75 °C / Inert atmosphere

4.1: sulfuric acid / 2 h / 55 °C / Inert atmosphere

5.1: N-ethyl-N,N-diisopropylamine / N,N-dimethyl acetamide / 5 h / 100 °C / Inert atmosphere

6.1: palladium diacetate; potassium phosphate; XPhos / 1,4-dioxane / 1 h / 100 °C / Inert atmosphere

7.1: 1H-tetrazole / tetrahydrofuran; dichloromethane / 1.5 h / 0 °C / Inert atmosphere

7.2: 0.5 h / Inert atmosphere

With 1H-tetrazole; potassium phosphate; sulfuric acid; palladium diacetate; sodium hydride; N-ethyl-N,N-diisopropylamine; XPhos; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl acetamide; N,N-dimethyl-formamide; isopropyl alcohol; mineral oil; 6.1: |Suzuki-Miyaura Coupling;

DOI:10.1021/acsmedchemlett.8b00508

Reference yield:

4-(((2R,3R)-3-(benzyloxy)-1-hydroxybutan-2-yl)amino)-6-bromopyrrolo[1,2-b]pyridazine-3-carboxamide → dibenzyl ((2R,3R)-3-(benzyloxy)-2-((3-carbamoyl-6-phenylpyrrolo[1,2-b] pyridazin-4-yl)amino)butyl)phosphate (1400878-18-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: palladium diacetate; potassium phosphate; XPhos / 1,4-dioxane / 1 h / 100 °C / Inert atmosphere

2.1: 1H-tetrazole / tetrahydrofuran; dichloromethane / 1.5 h / 0 °C / Inert atmosphere

2.2: 0.5 h / Inert atmosphere

With 1H-tetrazole; potassium phosphate; palladium diacetate; XPhos; In tetrahydrofuran; 1,4-dioxane; dichloromethane; 1.1: |Suzuki-Miyaura Coupling;

DOI:10.1021/acsmedchemlett.8b00508

upstream raw materials:

methyl 1-amino-4-bromo-1H-pyrrole-2-carboxylate methanesulfonic acid salt

methyl 4-bromo-1H-pyrrole-2-carboxylate

6-bromo-4-chloropyrrolo[1,2-b]pyridazine-3-carbonitrile

6-bromo-4-hydroxypyrrolo[1,2-b]pyridazine-3-carbonitrile

Downstream raw materials:

(2R,3R)-2-((3-carbamoyl-6-phenylpyrrolo[1,2-b] pyridazin-4-yl)amino)-3-hydroxybutyl dihydrogen phosphate