5'-amino-3'-O-benzyl-3-N-(benzyloxymethyl)-5'-deoxy-2'-O-methyl-5'-C-[(S)-2-methoxyethyl]thymidine

Base Information

Chemical Name:5'-amino-3'-O-benzyl-3-N-(benzyloxymethyl)-5'-deoxy-2'-O-methyl-5'-C-[(S)-2-methoxyethyl]thymidine
CAS No.:1400908-50-0
Molecular Formula:C₂₉H₃₇N₃O₇
Molecular Weight:539.629
Hs Code.:

Synonyms:5'-amino-3'-O-benzyl-3-N-(benzyloxymethyl)-5'-deoxy-2'-O-methyl-5'-C-[(S)-2-methoxyethyl]thymidine

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Chemical Property of 5'-amino-3'-O-benzyl-3-N-(benzyloxymethyl)-5'-deoxy-2'-O-methyl-5'-C-[(S)-2-methoxyethyl]thymidine

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Technology Process of 5'-amino-3'-O-benzyl-3-N-(benzyloxymethyl)-5'-deoxy-2'-O-methyl-5'-C-[(S)-2-methoxyethyl]thymidine

There total 13 articles about 5'-amino-3'-O-benzyl-3-N-(benzyloxymethyl)-5'-deoxy-2'-O-methyl-5'-C-[(S)-2-methoxyethyl]thymidine 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: 88.0%

: 1400908-49-7
5'-azido-3'-O-benzyl-3-N-(benzyloxymethyl)-5'-deoxy-2'-O-methyl-5'-C-[(S)-2-methoxyethyl]thymidine

: 1400908-50-0
5'-amino-3'-O-benzyl-3-N-(benzyloxymethyl)-5'-deoxy-2'-O-methyl-5'-C-[(S)-2-methoxyethyl]thymidine

Guidance literature:: With palladium 10% on activated carbon; hydrogen; In methanol; at 30 ℃; for 3h; under 1035.1 Torr; Inert atmosphere;
DOI:10.1055/s-0031-1289783

Reference yield:

: 1400908-45-3
1-[2-O-acetyl-5-azido-3-O-benzyl-5-C-[(S)-2-(tert-butyldiphenylsiloxy)ethyl]-5,6-dideoxy-β-D-ribofuranosyl]thymine

: 1400908-50-0
5'-amino-3'-O-benzyl-3-N-(benzyloxymethyl)-5'-deoxy-2'-O-methyl-5'-C-[(S)-2-methoxyethyl]thymidine

Guidance literature:: Multi-step reaction with 5 steps

1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane; acetonitrile / 4.25 h / 10 - 20 °C / Inert atmosphere

2: potassium carbonate / methanol / 0.5 h / 25 °C / Inert atmosphere

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 1.5 h / 0 °C / Inert atmosphere

4: sodium hydride / tetrahydrofuran / 5 h / 0 °C / Inert atmosphere

5: palladium 10% on activated carbon; hydrogen / methanol / 3 h / 30 °C / 1035.1 Torr / Inert atmosphere

With palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; methanol; dichloromethane; acetonitrile;
DOI:10.1055/s-0031-1289783

Reference yield:

: 1400908-48-6
5'-azido-3'-O-benzyl-3-N-(benzyloxymethyl)-5'-deoxy-5-C-[(S)-2-hydroxyethyl]thymidine

: 1400908-50-0
5'-amino-3'-O-benzyl-3-N-(benzyloxymethyl)-5'-deoxy-2'-O-methyl-5'-C-[(S)-2-methoxyethyl]thymidine

Guidance literature:: Multi-step reaction with 2 steps

1: sodium hydride / tetrahydrofuran / 5 h / 0 °C / Inert atmosphere

2: palladium 10% on activated carbon; hydrogen / methanol / 3 h / 30 °C / 1035.1 Torr / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; sodium hydride; In tetrahydrofuran; methanol;
DOI:10.1055/s-0031-1289783