1-[3-O-benzyl-4-C-hydroxymethyl-2-deoxy-2-acetoxymethyl-3-β-ribo-pentofuranosyl]thymine

Base Information

Chemical Name:1-[3-O-benzyl-4-C-hydroxymethyl-2-deoxy-2-acetoxymethyl-3-β-ribo-pentofuranosyl]thymine
CAS No.:1426833-65-9
Molecular Formula:C₂₁H₂₆N₂O₈
Molecular Weight:434.446
Hs Code.:

Synonyms:1-[3-O-benzyl-4-C-hydroxymethyl-2-deoxy-2-acetoxymethyl-3-β-ribo-pentofuranosyl]thymine

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Chemical Property of 1-[3-O-benzyl-4-C-hydroxymethyl-2-deoxy-2-acetoxymethyl-3-β-ribo-pentofuranosyl]thymine

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Technology Process of 1-[3-O-benzyl-4-C-hydroxymethyl-2-deoxy-2-acetoxymethyl-3-β-ribo-pentofuranosyl]thymine

There total 12 articles about 1-[3-O-benzyl-4-C-hydroxymethyl-2-deoxy-2-acetoxymethyl-3-β-ribo-pentofuranosyl]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: 77.0%

: 1426833-64-8
C₃₃H₅₂N₂O₉Si₂

: 1426833-65-9
1-[3-O-benzyl-4-C-hydroxymethyl-2-deoxy-2-acetoxymethyl-3-β-ribo-pentofuranosyl]thymine

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; Inert atmosphere;

Reference yield:

: 22423-26-3
O-2,2'-cyclo-5-methyluridine

: 1426833-65-9
1-[3-O-benzyl-4-C-hydroxymethyl-2-deoxy-2-acetoxymethyl-3-β-ribo-pentofuranosyl]thymine

Guidance literature:: Multi-step reaction with 11 steps

1.1: p-toluenesulfonic acid monohydrate; sodium iodide / acetone / 4 h / 55 °C

2.1: pyridine / 20 °C / Inert atmosphere

3.1: triethylamine; dmap / toluene / 1.17 h / 20 °C / Inert atmosphere

4.1: 2,2'-azobis(isobutyronitrile); hexamethyldistannane / benzene / 5 h / Reflux

4.2: 1 h / 20 °C

5.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / -10 °C / Inert atmosphere; Cooling with ice

5.2: 19 h / -10 - 4 °C

6.1: hydrogenchloride / ethyl acetate / 2 h / 0 °C / Cooling with ice

7.1: Dess-Martin periodane / dichloromethane / 2.5 h / 0 °C

7.2: 15 h

8.1: pyridine / 3 h / 20 °C / Inert atmosphere

9.1: ozone / dichloromethane / 1 h / -78 °C / Cooling with acetone-dry ice

9.2: 0.33 h / 0 - 20 °C

10.1: pyridine / 20 °C / Inert atmosphere

11.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C / Inert atmosphere

With pyridine; hydrogenchloride; dmap; 2,2'-azobis(isobutyronitrile); p-toluenesulfonic acid monohydrate; tetrabutyl ammonium fluoride; hexamethyldistannane; sodium hydride; Dess-Martin periodane; ozone; triethylamine; sodium iodide; In tetrahydrofuran; pyridine; dichloromethane; ethyl acetate; acetone; toluene; mineral oil; benzene;

Reference yield:

: 1426833-54-6
1-[5-O-(4-methoxytrityl)-2-deoxy-2-iodo-β-D-ribofuranosyl] 5-methyluracil

: 1426833-65-9
1-[3-O-benzyl-4-C-hydroxymethyl-2-deoxy-2-acetoxymethyl-3-β-ribo-pentofuranosyl]thymine

Guidance literature:: Multi-step reaction with 9 steps

1.1: triethylamine; dmap / toluene / 1.17 h / 20 °C / Inert atmosphere

2.1: 2,2'-azobis(isobutyronitrile); hexamethyldistannane / benzene / 5 h / Reflux

2.2: 1 h / 20 °C

3.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / -10 °C / Inert atmosphere; Cooling with ice

3.2: 19 h / -10 - 4 °C

4.1: hydrogenchloride / ethyl acetate / 2 h / 0 °C / Cooling with ice

5.1: Dess-Martin periodane / dichloromethane / 2.5 h / 0 °C

5.2: 15 h

6.1: pyridine / 3 h / 20 °C / Inert atmosphere

7.1: ozone / dichloromethane / 1 h / -78 °C / Cooling with acetone-dry ice

7.2: 0.33 h / 0 - 20 °C

8.1: pyridine / 20 °C / Inert atmosphere

9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C / Inert atmosphere

With pyridine; hydrogenchloride; dmap; 2,2'-azobis(isobutyronitrile); tetrabutyl ammonium fluoride; hexamethyldistannane; sodium hydride; Dess-Martin periodane; ozone; triethylamine; In tetrahydrofuran; pyridine; dichloromethane; ethyl acetate; toluene; mineral oil; benzene;