1-[2'-O-(2-Hydroxyethyl)-3',5'-bis-O-(2,4-dichlorobenzyl)-β-D-ribofuranosyl]thymine

Base Information

• Chemical Name: 1-[2'-O-(2-Hydroxyethyl)-3',5'-bis-O-(2,4-dichlorobenzyl)-β-D-ribofuranosyl]thymine
• CAS No.: 173366-51-3
• Molecular Formula: C₂₆H₂₆Cl₄N₂O₇
• Molecular Weight: 620.314

Synonyms:1-[2'-O-(2-Hydroxyethyl)-3',5'-bis-O-(2,4-dichlorobenzyl)-β-D-ribofuranosyl]thymine

Chemical Property of 1-[2'-O-(2-Hydroxyethyl)-3',5'-bis-O-(2,4-dichlorobenzyl)-β-D-ribofuranosyl]thymine

Chemical Property:

Purity/Quality:

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Technology Process of 1-[2'-O-(2-Hydroxyethyl)-3',5'-bis-O-(2,4-dichlorobenzyl)-β-D-ribofuranosyl]thymine

There total 4 articles about 1-[2'-O-(2-Hydroxyethyl)-3',5'-bis-O-(2,4-dichlorobenzyl)-β-D-ribofuranosyl]thymine 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: 90.0%

[(2R,3R,4R,5R)-4-(2,4-Dichloro-benzyloxy)-5-(2,4-dichloro-benzyloxymethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-acetic acid ethyl ester (212060-93-0) → 1-[2'-O-(2-Hydroxyethyl)-3',5'-bis-O-(2,4-dichlorobenzyl)-β-D-ribofuranosyl]thymine (173366-51-3)

Guidance literature:

With sodium tetrahydroborate; In ethanol;

DOI:10.1016/S0040-4039(98)02498-8

Reference yield: 90.0%

→ 1-[2'-O-(2-Hydroxyethyl)-3',5'-bis-O-(2,4-dichlorobenzyl)-β-D-ribofuranosyl]thymine (173366-51-3)

Guidance literature:

Reference yield:

(3R,4S,5R)-4-((2,4-dichlorobenzyl)oxy)-5-(((2,4-dichlorobenzyl)oxy)methyl)-2-methoxytetrahydrofuran-3-ol (168427-35-8) → 1-[2'-O-(2-Hydroxyethyl)-3',5'-bis-O-(2,4-dichlorobenzyl)-β-D-ribofuranosyl]thymine (173366-51-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / NaH / dimethylformamide

2: BSA, TMS-OTrf / 1,2-dichloro-ethane / Heating

3: 90 percent / NaBH₄ / ethanol

With benzenesulfonamide; sodium tetrahydroborate; trimethylsilyl trifluoromethanesulfonate; sodium hydride; In ethanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(98)02498-8

upstream raw materials:

[(2R,3R,4R,5R)-4-(2,4-Dichloro-benzyloxy)-5-(2,4-dichloro-benzyloxymethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-acetic acid ethyl ester

(3R,4S,5R)-4-((2,4-dichlorobenzyl)oxy)-5-(((2,4-dichlorobenzyl)oxy)methyl)-2-methoxytetrahydrofuran-3-ol

[(2S,3R,4R,5R)-4-(2,4-Dichloro-benzyloxy)-5-(2,4-dichloro-benzyloxymethyl)-2-methoxy-tetrahydro-furan-3-yloxy]-acetic acid ethyl ester

Downstream raw materials:

2-{2-[(2R,3R,4R,5R)-4-(2,4-Dichloro-benzyloxy)-5-(2,4-dichloro-benzyloxymethyl)-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-ethoxy}-isoindole-1,3-dione

2-{2-[(2R,3R,4R,5R)-5-[Bis-(4-methoxy-phenyl)-phenyl-methoxymethyl]-4-hydroxy-2-(5-methyl-2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-tetrahydro-furan-3-yloxy]-ethoxy}-isoindole-1,3-dione

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