1’-(3’-O-tertbutyldimethylsilyl-5’-O-triisopropylsilyl-2’-deoxy-β-D-ribofuranoside)-6-(4-cyano)phenylquinazoline-2,4-(3H)-dione

Base Information

Chemical Name:1’-(3’-O-tertbutyldimethylsilyl-5’-O-triisopropylsilyl-2’-deoxy-β-D-ribofuranoside)-6-(4-cyano)phenylquinazoline-2,4-(3H)-dione
CAS No.:1433812-41-9
Molecular Formula:C₃₅H₅₁N₃O₅Si₂
Molecular Weight:649.978
Hs Code.:

Synonyms:1’-(3’-O-tertbutyldimethylsilyl-5’-O-triisopropylsilyl-2’-deoxy-β-D-ribofuranoside)-6-(4-cyano)phenylquinazoline-2,4-(3H)-dione

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1’-(3’-O-tertbutyldimethylsilyl-5’-O-triisopropylsilyl-2’-deoxy-β-D-ribofuranoside)-6-(4-cyano)phenylquinazoline-2,4-(3H)-dione

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Technology Process of 1’-(3’-O-tertbutyldimethylsilyl-5’-O-triisopropylsilyl-2’-deoxy-β-D-ribofuranoside)-6-(4-cyano)phenylquinazoline-2,4-(3H)-dione

There total 6 articles about 1’-(3’-O-tertbutyldimethylsilyl-5’-O-triisopropylsilyl-2’-deoxy-β-D-ribofuranoside)-6-(4-cyano)phenylquinazoline-2,4-(3H)-dione 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: 91.0%

: 1433812-19-1
1’-(3’-O-tertbutyldimethylsilyl-5’-O-triisopropylsilyl-2’-deoxy-β-D-ribofuranoside)-6-bromoquinazoline- 2,4-(3H)-dione

: 126747-14-6
4-cyanophenylboronic acid

: 1433812-41-9
1’-(3’-O-tertbutyldimethylsilyl-5’-O-triisopropylsilyl-2’-deoxy-β-D-ribofuranoside)-6-(4-cyano)phenylquinazoline-2,4-(3H)-dione

Guidance literature:: With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; In 1,4-dioxane; at 90 ℃; for 18h; Schlenk technique; Inert atmosphere;
DOI:10.1021/ol400930s

Reference yield:

: 1402737-76-1
1′-(3′-O-acetyl-5′-O-triisopropylsilyl-2′-deoxy-β-D-ribofuranoside)-6-bromoquinazoline-2,4-(3H)-dione

: 1433812-41-9
1’-(3’-O-tertbutyldimethylsilyl-5’-O-triisopropylsilyl-2’-deoxy-β-D-ribofuranoside)-6-(4-cyano)phenylquinazoline-2,4-(3H)-dione

Guidance literature:: Multi-step reaction with 3 steps

1: potassium carbonate / dichloromethane; methanol / 18 h / 20 °C

2: 1H-imidazole / N,N-dimethyl-formamide / 18 h / 20 °C

3: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 18 h / 90 °C / Schlenk technique; Inert atmosphere

With 1H-imidazole; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; potassium carbonate; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; 3: |Suzuki-Miyaura Coupling;
DOI:10.1021/ol400930s

Reference yield:

: 88145-89-5
6-bromo-1H-quinazoline-2,4-dione

: 1433812-41-9
1’-(3’-O-tertbutyldimethylsilyl-5’-O-triisopropylsilyl-2’-deoxy-β-D-ribofuranoside)-6-(4-cyano)phenylquinazoline-2,4-(3H)-dione

Guidance literature:: Multi-step reaction with 4 steps

1.1: N,O-bis-(trimethylsilyl)-acetamide / dichloromethane / 2.08 h / 20 °C / Molecular sieve

1.2: 0.12 h / 0 °C

2.1: potassium carbonate / dichloromethane; methanol / 18 h / 20 °C

3.1: 1H-imidazole / N,N-dimethyl-formamide / 18 h / 20 °C

4.1: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / 1,4-dioxane / 18 h / 90 °C / Schlenk technique; Inert atmosphere

With 1H-imidazole; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; N,O-bis-(trimethylsilyl)-acetamide; potassium acetate; potassium carbonate; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; 4.1: |Suzuki-Miyaura Coupling;
DOI:10.1021/ol400930s