2-allyl-9-((1R,3R,4R,7S)-7-(benzyloxy)-1-((tert-butyldiphenylsilyloxy)methyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-6-((E)-prop-1-en-1-yl)-9H-purine

Base Information

Chemical Name:2-allyl-9-((1R,3R,4R,7S)-7-(benzyloxy)-1-((tert-butyldiphenylsilyloxy)methyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-6-((E)-prop-1-en-1-yl)-9H-purine
CAS No.:1341075-24-8
Molecular Formula:C₄₀H₄₄N₄O₄Si
Molecular Weight:672.899
Hs Code.:

Synonyms:2-allyl-9-((1R,3R,4R,7S)-7-(benzyloxy)-1-((tert-butyldiphenylsilyloxy)methyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-6-((E)-prop-1-en-1-yl)-9H-purine

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Chemical Property of 2-allyl-9-((1R,3R,4R,7S)-7-(benzyloxy)-1-((tert-butyldiphenylsilyloxy)methyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-6-((E)-prop-1-en-1-yl)-9H-purine

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Technology Process of 2-allyl-9-((1R,3R,4R,7S)-7-(benzyloxy)-1-((tert-butyldiphenylsilyloxy)methyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-6-((E)-prop-1-en-1-yl)-9H-purine

There total 3 articles about 2-allyl-9-((1R,3R,4R,7S)-7-(benzyloxy)-1-((tert-butyldiphenylsilyloxy)methyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-6-((E)-prop-1-en-1-yl)-9H-purine 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:

: 1341075-14-6
(2R,3R,4S,5S)-4-(benzyloxy)-5-((tert-butyldiphenylsilyloxy)methyl)-2-(2,6-dichloro-9H-purin-9-yl)-5-(tosyloxymethyl)tetrahydrofuran-3-yl acetate

: 24850-33-7
allyltributylstanane

: 1341075-24-8
2-allyl-9-((1R,3R,4R,7S)-7-(benzyloxy)-1-((tert-butyldiphenylsilyloxy)methyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-6-((E)-prop-1-en-1-yl)-9H-purine

Guidance literature:: (2R,3R,4S,5S)-4-(benzyloxy)-5-((tert-butyldiphenylsilyloxy)methyl)-2-(2,6-dichloro-9H-purin-9-yl)-5-(tosyloxymethyl)tetrahydrofuran-3-yl acetate; allyltributylstanane; With bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide; at 95 ℃; for 6h; Inert atmosphere;

With sodium hydroxide; In tetrahydrofuran; water; at 25 ℃; for 12h; Inert atmosphere;
DOI:10.1016/j.bmc.2011.07.022

Reference yield:

: 5451-40-1
2,6 dichloropurine

: 1341075-24-8
2-allyl-9-((1R,3R,4R,7S)-7-(benzyloxy)-1-((tert-butyldiphenylsilyloxy)methyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-6-((E)-prop-1-en-1-yl)-9H-purine

Guidance literature:: Multi-step reaction with 2 steps

1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 1.5 h / 95 °C / Inert atmosphere

1.2: 3 h / 0 - 80 °C / Inert atmosphere

1.3: 25 °C / Inert atmosphere

2.1: bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 6 h / 95 °C / Inert atmosphere

2.2: 12 h / 25 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; N,O-bis-(trimethylsilyl)-acetamide; In N,N-dimethyl-formamide; acetonitrile; 1.2: Vorbrüggen coupling / 2.1: Stille coupling;
DOI:10.1016/j.bmc.2011.07.022

Reference yield:

: 212970-74-6
Acetic acid (3R,4S,5S)-2-acetoxy-4-benzyloxy-5-(tert-butyl-diphenyl-silanyloxymethyl)-5-(toluene-4-sulfonyloxymethyl)-tetrahydro-furan-3-yl ester

: 1341075-24-8
2-allyl-9-((1R,3R,4R,7S)-7-(benzyloxy)-1-((tert-butyldiphenylsilyloxy)methyl)-2,5-dioxabicyclo[2.2.1]heptan-3-yl)-6-((E)-prop-1-en-1-yl)-9H-purine

Guidance literature:: Multi-step reaction with 2 steps

1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 1.5 h / 95 °C / Inert atmosphere

1.2: 3 h / 0 - 80 °C / Inert atmosphere

1.3: 25 °C / Inert atmosphere

2.1: bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 6 h / 95 °C / Inert atmosphere

2.2: 12 h / 25 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; N,O-bis-(trimethylsilyl)-acetamide; In N,N-dimethyl-formamide; acetonitrile; 1.2: Vorbrüggen coupling / 2.1: Stille coupling;
DOI:10.1016/j.bmc.2011.07.022