C₄₆H₄₉BrN₆O₁₀P₂S₂

Base Information

• Chemical Name: C₄₆H₄₉BrN₆O₁₀P₂S₂
• CAS No.: 239080-31-0
• Molecular Formula: C₄₆H₄₉BrN₆O₁₀P₂S₂
• Molecular Weight: 1051.91
• Mol file: 239080-31-0.mol

Synonyms:C₄₆H₄₉BrN₆O₁₀P₂S₂

Chemical Property of C₄₆H₄₉BrN₆O₁₀P₂S₂

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₄₆H₄₉BrN₆O₁₀P₂S₂

There total 11 articles about C₄₆H₄₉BrN₆O₁₀P₂S₂ 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: 72.0%

cyclohexylammonium S,S-diphenyl phosphorodithioate (67941-87-1) + 8-bromo-N-1-[(1R,2S,3R,4R)-2,3-(isopropylidenedioxy)-4-[[(dianilinophosphoryl)oxy]methyl]cyclopentyl]-2',3'-O-isopropylideneinosine (239080-30-9) → C46H49BrN6O10P2S2 (239080-31-0)

Guidance literature:

With pyridine; 1H-tetrazole; Triphenylsilyl chloride; at 20 ℃;

DOI:10.1016/S0040-4039(99)00977-6

Reference yield:

((3aR,4R,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)methanol (132342-52-0) → C46H49BrN6O10P2S2 (239080-31-0)

Guidance literature:

Multi-step reaction with 8 steps

1: 74 percent / dimethylformamide / 50 °C

2: 87 percent / imidazole / 20 °C

3: 88 percent / N-bromoacetamide / tetrahydrofuran / -10 °C

4: 98 percent / K₂CO₃ / dimethylformamide / 50 °C

5: 90 percent / TBAF / tetrahydrofuran

6: 98 percent / tetrazole; pyridine / 20 °C

7: 80 percent / aq. AcOH / 20 °C

8: 72 percent / tetrazole; TPSCl; pyridine / 20 °C

With pyridine; 1H-imidazole; 1H-tetrazole; Triphenylsilyl chloride; tetrabutyl ammonium fluoride; potassium carbonate; acetic acid; N-bromoacetamide; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Ring cleavage / 2: Etherification / 3: Bromination / 4: ring-closure / 5: desilylation / 6: phosphorylation / 7: deprotection / 8: phosphorylation;

DOI:10.1016/S0040-4039(99)00977-6

Reference yield:

5'-O-(monomethoxytrityl)-2',3'-O-isopropylideneinosine (239080-20-7) → C46H49BrN6O10P2S2 (239080-31-0)

Guidance literature:

Multi-step reaction with 9 steps

1: K₂CO₃ / dimethylformamide / 94 h / 20 °C

2: 74 percent / dimethylformamide / 50 °C

3: 87 percent / imidazole / 20 °C

4: 88 percent / N-bromoacetamide / tetrahydrofuran / -10 °C

5: 98 percent / K₂CO₃ / dimethylformamide / 50 °C

6: 90 percent / TBAF / tetrahydrofuran

7: 98 percent / tetrazole; pyridine / 20 °C

8: 80 percent / aq. AcOH / 20 °C

9: 72 percent / tetrazole; TPSCl; pyridine / 20 °C

With pyridine; 1H-imidazole; 1H-tetrazole; Triphenylsilyl chloride; tetrabutyl ammonium fluoride; potassium carbonate; acetic acid; N-bromoacetamide; In tetrahydrofuran; N,N-dimethyl-formamide; 1: Arylation / 2: Ring cleavage / 3: Etherification / 4: Bromination / 5: ring-closure / 6: desilylation / 7: phosphorylation / 8: deprotection / 9: phosphorylation;

DOI:10.1016/S0040-4039(99)00977-6

upstream raw materials:

cyclohexylammonium S,S-diphenyl phosphorodithioate

8-bromo-N-1-[(1R,2S,3R,4R)-2,3-(isopropylidenedioxy)-4-[[(dianilinophosphoryl)oxy]methyl]cyclopentyl]-2',3'-O-isopropylideneinosine

N,N'-diphenylphosphorodiamidic chloride

((3aR,4R,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta[d][1,3]dioxol-4-yl)methanol