Thiocarbonic acid O-{(2R,3S,5S)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-3-yl} ester O-(2,4-dichloro-phenyl) ester

Base Information

• Chemical Name: Thiocarbonic acid O-{(2R,3S,5S)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-3-yl} ester O-(2,4-dichloro-phenyl) ester
• CAS No.: 175471-38-2
• Molecular Formula: C₄₄H₃₇Cl₂N₃O₇S
• Molecular Weight: 822.766

Synonyms:

Chemical Property of Thiocarbonic acid O-{(2R,3S,5S)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-3-yl} ester O-(2,4-dichloro-phenyl) ester

Chemical Property:

Purity/Quality:

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Useful:

Technology Process of Thiocarbonic acid O-{(2R,3S,5S)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-3-yl} ester O-(2,4-dichloro-phenyl) ester

There total 2 articles about Thiocarbonic acid O-{(2R,3S,5S)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-3-yl} ester O-(2,4-dichloro-phenyl) ester 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:

mono-4-methoxytrityl chloride (14470-28-1) → Thiocarbonic acid O-{(2R,3S,5S)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-3-yl} ester O-(2,4-dichloro-phenyl) ester (175471-38-2)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine

2: 1.) DMAP / 1.) 1,2-dichloroethane, -40 deg C, 1 h, 2.) 2 h

With dmap; In pyridine;

DOI:10.1080/07328319608002387

Reference yield:

thiophosgene (463-71-8) + 2,4-dichlorophenol (120-83-2,40477-79-0) + 1',5'-Anhydro-2'-(N4-benzoylcytosin-1-yl)-2',3'-dideoxy-6'-O-monomethoxytrityl-D-arabino-hexitol (175471-37-1) → Thiocarbonic acid O-{(2R,3S,5S)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-3-yl} ester O-(2,4-dichloro-phenyl) ester (175471-38-2)

Guidance literature:

With dmap; Multistep reaction; 1.) 1,2-dichloroethane, -40 deg C, 1 h, 2.) 2 h;

DOI:10.1080/07328319608002387

Reference yield: 21.0%

Thiocarbonic acid O-{(2R,3S,5S)-5-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-3-yl} ester O-(2,4-dichloro-phenyl) ester (175471-38-2) → N-(1-{(3S,6S)-6-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-3-yl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-benzamide (175471-39-3)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 1h; Heating;

DOI:10.1080/07328319608002387

upstream raw materials:

thiophosgene

2,4-dichlorophenol

1',5'-Anhydro-2'-(N⁴-benzoylcytosin-1-yl)-2',3'-dideoxy-6'-O-monomethoxytrityl-D-arabino-hexitol

mono-4-methoxytrityl chloride

Downstream raw materials:

N-(1-{(3S,6S)-6-[(4-Methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-pyran-3-yl}-2-oxo-1,2-dihydro-pyrimidin-4-yl)-benzamide

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