9-[5-O-(monomethoxytrityl)-3-fluoro-3-deoxy-2-O-(phenyoxythiocarbonyl)-β-D-xylo-pentofuranosyl]adenine

Base Information

• Chemical Name: 9-[5-O-(monomethoxytrityl)-3-fluoro-3-deoxy-2-O-(phenyoxythiocarbonyl)-β-D-xylo-pentofuranosyl]adenine
• CAS No.: 110143-07-2
• Molecular Formula: C₃₇H₃₂FN₅O₅S
• Molecular Weight: 677.756

Synonyms:9-[5-O-(monomethoxytrityl)-3-fluoro-3-deoxy-2-O-(phenyoxythiocarbonyl)-β-D-xylo-pentofuranosyl]adenine

Chemical Property of 9-[5-O-(monomethoxytrityl)-3-fluoro-3-deoxy-2-O-(phenyoxythiocarbonyl)-β-D-xylo-pentofuranosyl]adenine

Chemical Property:

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Technology Process of 9-[5-O-(monomethoxytrityl)-3-fluoro-3-deoxy-2-O-(phenyoxythiocarbonyl)-β-D-xylo-pentofuranosyl]adenine

There total 3 articles about 9-[5-O-(monomethoxytrityl)-3-fluoro-3-deoxy-2-O-(phenyoxythiocarbonyl)-β-D-xylo-pentofuranosyl]adenine 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: 92.0%

9-[5-O-(monomethoxytrityl)-3-fluoro-3-deoxy-β-D-xylo-pentofuranosyl]adenine (110143-06-1) + phenylcarbonochloridothioate (1005-56-7) → 9-[5-O-(monomethoxytrityl)-3-fluoro-3-deoxy-2-O-(phenyoxythiocarbonyl)-β-D-xylo-pentofuranosyl]adenine (110143-07-2)

Guidance literature:

With dmap; In acetonitrile; Ambient temperature;

DOI:10.1021/jm00394a034

Reference yield:

(2R,3S,4R,5R)-2-(6-amino-9H-purin-9-yl)-4-fluoro-5-(hydroxymethyl)tetrahydrofuran-3-ol (20535-16-4) → 9-[5-O-(monomethoxytrityl)-3-fluoro-3-deoxy-2-O-(phenyoxythiocarbonyl)-β-D-xylo-pentofuranosyl]adenine (110143-07-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / pyridine / Ambient temperature

2: 92 percent / 4-(dimethylamino)pyridine / acetonitrile / Ambient temperature

With pyridine; dmap; In acetonitrile;

DOI:10.1021/jm00394a034

Reference yield:

mono-4-methoxytrityl chloride (14470-28-1) → 9-[5-O-(monomethoxytrityl)-3-fluoro-3-deoxy-2-O-(phenyoxythiocarbonyl)-β-D-xylo-pentofuranosyl]adenine (110143-07-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / pyridine / Ambient temperature

2: 92 percent / 4-(dimethylamino)pyridine / acetonitrile / Ambient temperature

With pyridine; dmap; In acetonitrile;

DOI:10.1021/jm00394a034

upstream raw materials:

9-[5-O-(monomethoxytrityl)-3-fluoro-3-deoxy-β-D-xylo-pentofuranosyl]adenine

phenylcarbonochloridothioate

(2R,3S,4R,5R)-2-(6-amino-9H-purin-9-yl)-4-fluoro-5-(hydroxymethyl)tetrahydrofuran-3-ol

mono-4-methoxytrityl chloride

Downstream raw materials:

9-{(2R,4R,5R)-4-Fluoro-5-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-2-yl}-9H-purin-6-ylamine

9-(3-fluoro-2,3-dideoxy-β-D-threo-pentofuranosyl)adenine

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