N-[9-[(2R,3R,4S,5R)-4-benzyloxy-5-(benzyloxymethyl)-3-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]purin-6-yl]benzamide

Base Information

Chemical Name:N-[9-[(2R,3R,4S,5R)-4-benzyloxy-5-(benzyloxymethyl)-3-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]purin-6-yl]benzamide
CAS No.:206055-61-0
Molecular Formula:C₃₂H₃₁N₅O₆
Molecular Weight:581.628
Hs Code.:

Synonyms:N-[9-[(2R,3R,4S,5R)-4-benzyloxy-5-(benzyloxymethyl)-3-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]purin-6-yl]benzamide

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Chemical Property of N-[9-[(2R,3R,4S,5R)-4-benzyloxy-5-(benzyloxymethyl)-3-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]purin-6-yl]benzamide

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Technology Process of N-[9-[(2R,3R,4S,5R)-4-benzyloxy-5-(benzyloxymethyl)-3-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]purin-6-yl]benzamide

There total 11 articles about N-[9-[(2R,3R,4S,5R)-4-benzyloxy-5-(benzyloxymethyl)-3-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]purin-6-yl]benzamide 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: 86.1%

: (2R,3R,4S,5R)-2-(6-aminopurin-9-yl)-4-benzyloxy-5-(benzyloxymethyl)-5-(hydroxymethyl)tetrahydrofuran-3-ol

: 98-88-4
benzoyl chloride

: 206055-61-0
N-[9-[(2R,3R,4S,5R)-4-benzyloxy-5-(benzyloxymethyl)-3-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]purin-6-yl]benzamide

Guidance literature:: With pyridine; at 20 ℃; for 1h; Inert atmosphere;

Reference yield: 73.0%

: 206055-56-3
[(2S,3S,4R,5R)-4-acetoxy-5-(6-benzamidopurin-9-yl)-3-benzyloxy-2-(benzyloxymethyl)tetrahydrofuran-2-yl]methyl acetate

: 206055-61-0
N-[9-[(2R,3R,4S,5R)-4-benzyloxy-5-(benzyloxymethyl)-3-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]purin-6-yl]benzamide

Guidance literature:: With sodium methylate; In methanol; at 0 ℃; for 2h;
DOI:10.1016/S0040-4020(98)00094-5

Reference yield:

: 206055-48-3
4-C-acetoxymethyl-1,2-di-O-acetyl-3,5-di-O-benzyl-D-ribofuranose

: 206055-61-0
N-[9-[(2R,3R,4S,5R)-4-benzyloxy-5-(benzyloxymethyl)-3-hydroxy-5-(hydroxymethyl)tetrahydrofuran-2-yl]purin-6-yl]benzamide

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) N,O-bis(trimethylsilyl)acetamide, 2.) TMS-triflate / 1.) dichloroethane, reflux, 1 h, 2.) reflux, 20 h

2: 73 percent / NaOMe / methanol / 2 h / 0 °C

With N,O-bis-(trimethylsilyl)-acetamide; trimethylsilyl trifluoromethanesulfonate; sodium methylate; In methanol;
DOI:10.1016/S0040-4020(98)00094-5