9-[2-C-azido-3-O-benzyl-2-deoxy-4-C-methanesulfonyloxymethyl-5-O-methanesulfonyl-α-L-erythro-pentofuranosyl]-6-N-benzoyladenine

Base Information

Chemical Name:9-[2-C-azido-3-O-benzyl-2-deoxy-4-C-methanesulfonyloxymethyl-5-O-methanesulfonyl-α-L-erythro-pentofuranosyl]-6-N-benzoyladenine
CAS No.:625111-41-3
Molecular Formula:C₂₇H₂₈N₈O₉S₂
Molecular Weight:672.7
Hs Code.:

Synonyms:9-[2-C-azido-3-O-benzyl-2-deoxy-4-C-methanesulfonyloxymethyl-5-O-methanesulfonyl-α-L-erythro-pentofuranosyl]-6-N-benzoyladenine

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Chemical Property of 9-[2-C-azido-3-O-benzyl-2-deoxy-4-C-methanesulfonyloxymethyl-5-O-methanesulfonyl-α-L-erythro-pentofuranosyl]-6-N-benzoyladenine

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Technology Process of 9-[2-C-azido-3-O-benzyl-2-deoxy-4-C-methanesulfonyloxymethyl-5-O-methanesulfonyl-α-L-erythro-pentofuranosyl]-6-N-benzoyladenine

There total 5 articles about 9-[2-C-azido-3-O-benzyl-2-deoxy-4-C-methanesulfonyloxymethyl-5-O-methanesulfonyl-α-L-erythro-pentofuranosyl]-6-N-benzoyladenine 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: 100.0%

: 625111-37-7
9-(3-O-benzyl-5-O-(methanesulfonyl)-4-C-[[(methanesulfonyl)oxy]methyl]-2-O-trifluormethanesulfonyl-α-L-threo-pentofuranosyl)-6-N-benzoyladenine

: 625111-41-3
9-[2-C-azido-3-O-benzyl-2-deoxy-4-C-methanesulfonyloxymethyl-5-O-methanesulfonyl-α-L-erythro-pentofuranosyl]-6-N-benzoyladenine

Guidance literature:: With sodium azide; In DMF (N,N-dimethyl-formamide); at 20 ℃; for 72h;

Reference yield:

: 410076-94-7
9-[2-O-acetyl-3-O-benzyl-5-O-(methanesulfonyl)-4-C-[[(methanesulfonyl)oxy]methyl]-α-L-threo-pentofuranosyl]-6-N-benzoyladenine

: 625111-41-3
9-[2-C-azido-3-O-benzyl-2-deoxy-4-C-methanesulfonyloxymethyl-5-O-methanesulfonyl-α-L-erythro-pentofuranosyl]-6-N-benzoyladenine

Guidance literature:: Multi-step reaction with 3 steps

1: guanidine nitrate; sodium methylate / methanol; dichloromethane / 0.5 h / 20 °C / Inert atmosphere

2: pyridine / dichloromethane / 3 h / -78 - 20 °C / Inert atmosphere

3: sodium azide; 15-crown-5 / N,N-dimethyl-formamide / 23 h / 20 - 50 °C / Inert atmosphere

With pyridine; sodium azide; 15-crown-5; sodium methylate; guanidine nitrate; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo4022937

Reference yield:

: 410076-95-8
9-(3-O-benzyl-5-O-(methanesulfonyl)-4-C-[[(methanesulfonyl)oxy]methyl]-α-L-threo-pentofuranosyl)-6-N-benzoyladenine

: 625111-41-3
9-[2-C-azido-3-O-benzyl-2-deoxy-4-C-methanesulfonyloxymethyl-5-O-methanesulfonyl-α-L-erythro-pentofuranosyl]-6-N-benzoyladenine

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 3 h / -78 - 20 °C / Inert atmosphere

2: sodium azide; 15-crown-5 / N,N-dimethyl-formamide / 23 h / 20 - 50 °C / Inert atmosphere

With pyridine; sodium azide; 15-crown-5; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo4022937