(5'S)-3'-O-[(tert-butyl)dimethylsilyl]-5'-C-(3-methylbutyl)-5'-O-(9-phenyl-9H-xanthen-9-yl)thymidine

Base Information

Chemical Name:(5'S)-3'-O-[(tert-butyl)dimethylsilyl]-5'-C-(3-methylbutyl)-5'-O-(9-phenyl-9H-xanthen-9-yl)thymidine
CAS No.:331822-58-3
Molecular Formula:C₄₀H₅₀N₂O₆Si
Molecular Weight:682.932
Hs Code.:

Synonyms:(5'S)-3'-O-[(tert-butyl)dimethylsilyl]-5'-C-(3-methylbutyl)-5'-O-(9-phenyl-9H-xanthen-9-yl)thymidine

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Chemical Property of (5'S)-3'-O-[(tert-butyl)dimethylsilyl]-5'-C-(3-methylbutyl)-5'-O-(9-phenyl-9H-xanthen-9-yl)thymidine

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Technology Process of (5'S)-3'-O-[(tert-butyl)dimethylsilyl]-5'-C-(3-methylbutyl)-5'-O-(9-phenyl-9H-xanthen-9-yl)thymidine

There total 5 articles about (5'S)-3'-O-[(tert-butyl)dimethylsilyl]-5'-C-(3-methylbutyl)-5'-O-(9-phenyl-9H-xanthen-9-yl)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: 87.0%

: 42506-03-6
pixyl chloride

: 331822-55-0
(5'S)-3'-O-[(tert-butyl)dimethylsilyl]-5'-C-(3-methylbutyl)thymidine

: 331822-58-3
(5'S)-3'-O-[(tert-butyl)dimethylsilyl]-5'-C-(3-methylbutyl)-5'-O-(9-phenyl-9H-xanthen-9-yl)thymidine

Guidance literature:: In pyridine; at 20 ℃;
DOI:10.1002/1522-2675(20010131)84:1<87::AID-HLCA87>3.0.CO;2-1

Reference yield:

: 28322-40-9
isoamyltriphenylphosphonium bromide

: 331822-58-3
(5'S)-3'-O-[(tert-butyl)dimethylsilyl]-5'-C-(3-methylbutyl)-5'-O-(9-phenyl-9H-xanthen-9-yl)thymidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 2M sodium hexamethyldisilazid / tetrahydrofuran / 1 h / Heating

1.2: 54 percent / tetrahydrofuran / 16 h / -78 - 20 °C

2.1: 57 percent / 3-chloroperbenzoic acid / CH₂Cl₂ / 72 h / -7 °C

3.1: 68 percent / 1M DIBAH / tetrahydrofuran / 6.5 h / -78 °C

4.1: 87 percent / pyridine / 20 °C

With sodium hexamethyldisilazane; diisobutylaluminium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; pyridine; dichloromethane;
DOI:10.1002/1522-2675(20010131)84:1<87::AID-HLCA87>3.0.CO;2-1

Reference yield:

: 131118-61-1
3'-tert-butyldimethylsilylthymidine 5'-carboxaldehyde

: 331822-58-3
(5'S)-3'-O-[(tert-butyl)dimethylsilyl]-5'-C-(3-methylbutyl)-5'-O-(9-phenyl-9H-xanthen-9-yl)thymidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 2M sodium hexamethyldisilazid / tetrahydrofuran / 1 h / Heating

1.2: 54 percent / tetrahydrofuran / 16 h / -78 - 20 °C

2.1: 57 percent / 3-chloroperbenzoic acid / CH₂Cl₂ / 72 h / -7 °C

3.1: 68 percent / 1M DIBAH / tetrahydrofuran / 6.5 h / -78 °C

4.1: 87 percent / pyridine / 20 °C

With sodium hexamethyldisilazane; diisobutylaluminium hydride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; pyridine; dichloromethane;
DOI:10.1002/1522-2675(20010131)84:1<87::AID-HLCA87>3.0.CO;2-1