9-[3-O-benzyl-5-O-(methanesulfonyl)-4-C-[[(methanesulfonyl)oxy]methyl]-α-L-erythro-pentofuranosyl]-6-N-benzoyladenine

Base Information

Chemical Name:9-[3-O-benzyl-5-O-(methanesulfonyl)-4-C-[[(methanesulfonyl)oxy]methyl]-α-L-erythro-pentofuranosyl]-6-N-benzoyladenine
CAS No.:341536-48-9
Molecular Formula:C₂₇H₂₉N₅O₁₀S₂
Molecular Weight:647.687
Hs Code.:

Synonyms:9-[3-O-benzyl-5-O-(methanesulfonyl)-4-C-[[(methanesulfonyl)oxy]methyl]-α-L-erythro-pentofuranosyl]-6-N-benzoyladenine

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Chemical Property of 9-[3-O-benzyl-5-O-(methanesulfonyl)-4-C-[[(methanesulfonyl)oxy]methyl]-α-L-erythro-pentofuranosyl]-6-N-benzoyladenine

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Technology Process of 9-[3-O-benzyl-5-O-(methanesulfonyl)-4-C-[[(methanesulfonyl)oxy]methyl]-α-L-erythro-pentofuranosyl]-6-N-benzoyladenine

There total 18 articles about 9-[3-O-benzyl-5-O-(methanesulfonyl)-4-C-[[(methanesulfonyl)oxy]methyl]-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: 85.0%

: 410076-96-9
9-(2-O-acetyl-3-O-benzyl-5-O-(methanesulfonyl)-4-C-[[(methanesulfonyl)oxy]methyl]-α-L-erythro-pentofuranosyl)-6-N-benzoyladenine

: 341536-48-9
9-[3-O-benzyl-5-O-(methanesulfonyl)-4-C-[[(methanesulfonyl)oxy]methyl]-α-L-erythro-pentofuranosyl]-6-N-benzoyladenine

Guidance literature:: With ammonia; In methanol; at 20 ℃; for 3.5h;
DOI:10.1021/ja0168763

Reference yield: 79.0%

: 124-63-0
methanesulfonyl chloride

: 341536-47-8
9-[3-O-benzyl-4-C-(hydroxymethyl)-α-L-erythro-pentofuranosyl]-6-N-benzoyladenine

: 341536-48-9
9-[3-O-benzyl-5-O-(methanesulfonyl)-4-C-[[(methanesulfonyl)oxy]methyl]-α-L-erythro-pentofuranosyl]-6-N-benzoyladenine

Guidance literature:: With pyridine; at 0 ℃;
DOI:10.1016/S0960-894X(01)00110-X

Reference yield:

: 4005-49-6
N-benzoyladenine

: 341536-48-9
9-[3-O-benzyl-5-O-(methanesulfonyl)-4-C-[[(methanesulfonyl)oxy]methyl]-α-L-erythro-pentofuranosyl]-6-N-benzoyladenine

Guidance literature:: Multi-step reaction with 9 steps

1.1: 52 percent / SnCl₄ / acetonitrile / 4 h / 20 °C

2.1: NH₃ / methanol / 2 h / 0 °C

3.1: pyridine / toluene; CH₂Cl₂ / 2 h / -30 - 20 °C

4.1: 3.05 percent / 18-crown-6 / toluene / 0.5 h / 80 °C

5.1: NH₃ / methanol / 0.5 h / 20 °C

5.2: aq. NH₃ / methanol / 22 h / 20 °C

6.1: pyridine / 2.5 h / 20 °C

7.1: 16.5 h / 20 °C

8.1: 656 mg / aq. NH₃ / methanol / 6.5 h / 20 °C

9.1: 79 percent / pyridine / 2 h / 0 °C

With pyridine; ammonium hydroxide; 18-crown-6 ether; ammonia; tin(IV) chloride; In methanol; dichloromethane; toluene; acetonitrile;
DOI:10.1021/ja0168763