N-{9-[(4aR,7R,8R,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-6-oxo-6,9-dihydro-1H-purin-2-yl}-N-isobutyryl-isobutyramide

Base Information

• Chemical Name: N-{9-[(4aR,7R,8R,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-6-oxo-6,9-dihydro-1H-purin-2-yl}-N-isobutyryl-isobutyramide
• CAS No.: 215441-87-5
• Molecular Formula: C₃₂H₄₅N₅O₇Si
• Molecular Weight: 639.824
• Mol file: 215441-87-5.mol

Synonyms:

Chemical Property of N-{9-[(4aR,7R,8R,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-6-oxo-6,9-dihydro-1H-purin-2-yl}-N-isobutyryl-isobutyramide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-{9-[(4aR,7R,8R,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-6-oxo-6,9-dihydro-1H-purin-2-yl}-N-isobutyryl-isobutyramide

There total 5 articles about N-{9-[(4aR,7R,8R,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-6-oxo-6,9-dihydro-1H-purin-2-yl}-N-isobutyryl-isobutyramide 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:

(4aR,7S,8R,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol (89872-97-9) → N-{9-[(4aR,7R,8R,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-6-oxo-6,9-dihydro-1H-purin-2-yl}-N-isobutyryl-isobutyramide (215441-87-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 100 percent / pyr / CH₂Cl₂ / 2 h / -5 °C

2: 70 percent / CH₂Cl₂ / 24 h / Ambient temperature

3: 96 percent / NaOH / H₂O; dioxane / 60 h / 55 °C

4: 70 percent / Im / dimethylformamide / 40 h / Ambient temperature

5: pyridine / 5 h / Ambient temperature

With pyridine; sodium hydroxide; impramine; In 1,4-dioxane; pyridine; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jo9718511

Reference yield:

1,5-anhydro-4,6-O-benzylidene-2-deoxy-2-(guanin-9-yl)-D-mannitol (205382-57-6) → N-{9-[(4aR,7R,8R,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-6-oxo-6,9-dihydro-1H-purin-2-yl}-N-isobutyryl-isobutyramide (215441-87-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / Im / dimethylformamide / 40 h / Ambient temperature

2: pyridine / 5 h / Ambient temperature

With impramine; In pyridine; N,N-dimethyl-formamide;

DOI:10.1021/jo9718511

Reference yield:

Trifluoro-methanesulfonic acid (4aR,7S,8S,8aR)-8-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester (215441-80-8) → N-{9-[(4aR,7R,8R,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-6-oxo-6,9-dihydro-1H-purin-2-yl}-N-isobutyryl-isobutyramide (215441-87-5)

Guidance literature:

Multi-step reaction with 4 steps

1: 70 percent / CH₂Cl₂ / 24 h / Ambient temperature

2: 96 percent / NaOH / H₂O; dioxane / 60 h / 55 °C

3: 70 percent / Im / dimethylformamide / 40 h / Ambient temperature

4: pyridine / 5 h / Ambient temperature

With sodium hydroxide; impramine; In 1,4-dioxane; pyridine; dichloromethane; water; N,N-dimethyl-formamide;

DOI:10.1021/jo9718511

upstream raw materials:

isobutyryl chloride

2-Amino-9-[(4aR,7R,8R,8aR)-8-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl]-1,9-dihydro-purin-6-one

(4aR,7S,8R,8aR)-8-(tert-Butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-ol

1,5-anhydro-4,6-O-benzylidene-2-deoxy-2-(guanin-9-yl)-D-mannitol

Downstream raw materials:

N-(9-{(3R,4R,5R,6R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-hydroxy-6-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-3-yl}-6-oxo-6,9-dihydro-1H-purin-2-yl)-isobutyramide