3'-C-carbobenzyloxyamino-3'-deoxy-5'-O-(4,4'-dimethoxytrityl)-5'(S)-C-hydroxyethylthymidine

Base Information

Chemical Name:3'-C-carbobenzyloxyamino-3'-deoxy-5'-O-(4,4'-dimethoxytrityl)-5'(S)-C-hydroxyethylthymidine
CAS No.:246538-32-9
Molecular Formula:C₄₁H₄₃N₃O₉
Molecular Weight:721.807
Hs Code.:

Synonyms:3'-C-carbobenzyloxyamino-3'-deoxy-5'-O-(4,4'-dimethoxytrityl)-5'(S)-C-hydroxyethylthymidine

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Chemical Property of 3'-C-carbobenzyloxyamino-3'-deoxy-5'-O-(4,4'-dimethoxytrityl)-5'(S)-C-hydroxyethylthymidine

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Technology Process of 3'-C-carbobenzyloxyamino-3'-deoxy-5'-O-(4,4'-dimethoxytrityl)-5'(S)-C-hydroxyethylthymidine

There total 7 articles about 3'-C-carbobenzyloxyamino-3'-deoxy-5'-O-(4,4'-dimethoxytrityl)-5'(S)-C-hydroxyethylthymidine 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:

: 52450-18-7
3'-amino-3'-deoxythymidine

: 246538-32-9
3'-C-carbobenzyloxyamino-3'-deoxy-5'-O-(4,4'-dimethoxytrityl)-5'(S)-C-hydroxyethylthymidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: 27.3 g / Na₂CO₃ / H₂O / 0 - 20 °C

2.1: 88 percent / DCC; DMSO; TFA / diethyl ether; pyridine / 5 h / 20 °C

3.1: Zn powder / tetrahydrofuran / 0.5 h / 45 °C

3.2: 61.9 percent / tetrahydrofuran / 20 h / 42 - 45 °C

4.1: 91 percent / AgNO₃ / pyridine / 34 h / 55 °C

5.1: 4.61 g / LiAlH₄ / tetrahydrofuran / 1.5 h / 0 °C

With lithium aluminium tetrahydride; sodium carbonate; silver nitrate; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; zinc; In tetrahydrofuran; pyridine; diethyl ether; water; 1.1: Acylation / 2.1: Oxidation / 3.1: Metallation / 3.2: Reformatsky reaction / 4.1: tritylation / 5.1: Reduction;
DOI:10.1080/15257770008033851

Reference yield:

: 30516-87-1,399024-19-2
3'-azido-2',3'-deoxythymidine

: 246538-32-9
3'-C-carbobenzyloxyamino-3'-deoxy-5'-O-(4,4'-dimethoxytrityl)-5'(S)-C-hydroxyethylthymidine

Guidance literature:: Multi-step reaction with 6 steps

1.1: H₂ / Pd/C / methanol / 4 h / 20 °C / 2844.31 Torr

2.1: 27.3 g / Na₂CO₃ / H₂O / 0 - 20 °C

3.1: 88 percent / DCC; DMSO; TFA / diethyl ether; pyridine / 5 h / 20 °C

4.1: Zn powder / tetrahydrofuran / 0.5 h / 45 °C

4.2: 61.9 percent / tetrahydrofuran / 20 h / 42 - 45 °C

5.1: 91 percent / AgNO₃ / pyridine / 34 h / 55 °C

6.1: 4.61 g / LiAlH₄ / tetrahydrofuran / 1.5 h / 0 °C

With lithium aluminium tetrahydride; hydrogen; sodium carbonate; silver nitrate; dimethyl sulfoxide; dicyclohexyl-carbodiimide; trifluoroacetic acid; zinc; palladium on activated charcoal; In tetrahydrofuran; pyridine; methanol; diethyl ether; water; 1.1: Reduction / 2.1: Acylation / 3.1: Oxidation / 4.1: Metallation / 4.2: Reformatsky reaction / 5.1: tritylation / 6.1: Reduction;
DOI:10.1080/15257770008033851