(2R,3R,4S)-4-(benzyloxy)-2-(2,6-di(furan-2-yl)-9H-purin-9-yl)-5,5-bis((methylsulfonyloxy)methyl)tetrahydrofuran-3-yl acetate

Base Information

Chemical Name:(2R,3R,4S)-4-(benzyloxy)-2-(2,6-di(furan-2-yl)-9H-purin-9-yl)-5,5-bis((methylsulfonyloxy)methyl)tetrahydrofuran-3-yl acetate
CAS No.:1341075-35-1
Molecular Formula:C₃₀H₃₀N₄O₁₂S₂
Molecular Weight:702.72
Hs Code.:

Synonyms:(2R,3R,4S)-4-(benzyloxy)-2-(2,6-di(furan-2-yl)-9H-purin-9-yl)-5,5-bis((methylsulfonyloxy)methyl)tetrahydrofuran-3-yl acetate

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Chemical Property of (2R,3R,4S)-4-(benzyloxy)-2-(2,6-di(furan-2-yl)-9H-purin-9-yl)-5,5-bis((methylsulfonyloxy)methyl)tetrahydrofuran-3-yl acetate

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Technology Process of (2R,3R,4S)-4-(benzyloxy)-2-(2,6-di(furan-2-yl)-9H-purin-9-yl)-5,5-bis((methylsulfonyloxy)methyl)tetrahydrofuran-3-yl acetate

There total 3 articles about (2R,3R,4S)-4-(benzyloxy)-2-(2,6-di(furan-2-yl)-9H-purin-9-yl)-5,5-bis((methylsulfonyloxy)methyl)tetrahydrofuran-3-yl acetate 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: 84.0%

: 1001188-94-8
(2R,3R,4S)-4-(benzyloxy)-2-(2,6-dichloro-9H-purin-9-yl)-5,5-bis((methylsulfonyloxy)methyl)tetrahydrofuran-3-yl acetate

: 118486-94-5
2-(tributylstannyl)furan

: 1341075-35-1
(2R,3R,4S)-4-(benzyloxy)-2-(2,6-di(furan-2-yl)-9H-purin-9-yl)-5,5-bis((methylsulfonyloxy)methyl)tetrahydrofuran-3-yl acetate

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; In N,N-dimethyl-formamide; at 95 ℃; for 3h; Inert atmosphere;
DOI:10.1016/j.bmc.2011.07.022

Reference yield:

: 5451-40-1
2,6 dichloropurine

: 1341075-35-1
(2R,3R,4S)-4-(benzyloxy)-2-(2,6-di(furan-2-yl)-9H-purin-9-yl)-5,5-bis((methylsulfonyloxy)methyl)tetrahydrofuran-3-yl acetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.08 h / Inert atmosphere

1.2: -40 - 80 °C / Inert atmosphere; Microwave irradiation

1.3: 25 °C / Inert atmosphere

2.1: bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 3 h / 95 °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:

: 293751-03-8
1,2-di-O-acetyl-3-O-benzyl-4-C-methanesulfonyloxymethyl-5-O-methanesulfonyl-D-erythro-pentofuranose

: 1341075-35-1
(2R,3R,4S)-4-(benzyloxy)-2-(2,6-di(furan-2-yl)-9H-purin-9-yl)-5,5-bis((methylsulfonyloxy)methyl)tetrahydrofuran-3-yl acetate

Guidance literature:: Multi-step reaction with 2 steps

1.1: N,O-bis-(trimethylsilyl)-acetamide / acetonitrile / 0.08 h / Inert atmosphere

1.2: -40 - 80 °C / Inert atmosphere; Microwave irradiation

1.3: 25 °C / Inert atmosphere

2.1: bis-triphenylphosphine-palladium(II) chloride / N,N-dimethyl-formamide / 3 h / 95 °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