(5'S)-3'-O-[(tert-butyl)dimethylsilyl]-2'-deoxy-5-methyl-5'-C-(3-methylbutyl)-5'-O-(9-phenyl-9H-xanthen-9-yl)cytidine

Base Information

Chemical Name:(5'S)-3'-O-[(tert-butyl)dimethylsilyl]-2'-deoxy-5-methyl-5'-C-(3-methylbutyl)-5'-O-(9-phenyl-9H-xanthen-9-yl)cytidine
CAS No.:331822-66-3
Molecular Formula:C₄₀H₅₁N₃O₅Si
Molecular Weight:681.948
Hs Code.:

Synonyms:(5'S)-3'-O-[(tert-butyl)dimethylsilyl]-2'-deoxy-5-methyl-5'-C-(3-methylbutyl)-5'-O-(9-phenyl-9H-xanthen-9-yl)cytidine

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Chemical Property of (5'S)-3'-O-[(tert-butyl)dimethylsilyl]-2'-deoxy-5-methyl-5'-C-(3-methylbutyl)-5'-O-(9-phenyl-9H-xanthen-9-yl)cytidine

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Technology Process of (5'S)-3'-O-[(tert-butyl)dimethylsilyl]-2'-deoxy-5-methyl-5'-C-(3-methylbutyl)-5'-O-(9-phenyl-9H-xanthen-9-yl)cytidine

There total 8 articles about (5'S)-3'-O-[(tert-butyl)dimethylsilyl]-2'-deoxy-5-methyl-5'-C-(3-methylbutyl)-5'-O-(9-phenyl-9H-xanthen-9-yl)cytidine 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: 100.0%

: 331822-64-1
(5'S)-3'-O-[(tert-butyl)dimethylsilyl]-4-dehydroxy-5'-C-(3-methylbutyl)-5'-O-(9-phenyl-9H-xanthen-9-yl)-4-(1H-1,2,4-triazol-1-yl)thymidine

: 331822-66-3
(5'S)-3'-O-[(tert-butyl)dimethylsilyl]-2'-deoxy-5-methyl-5'-C-(3-methylbutyl)-5'-O-(9-phenyl-9H-xanthen-9-yl)cytidine

Guidance literature:: With ammonium hydroxide; In 1,4-dioxane; at 20 ℃; for 2h;
DOI:10.1002/1522-2675(20010131)84:1<87::AID-HLCA87>3.0.CO;2-1

Reference yield:

: 42506-03-6
pixyl chloride

: 331822-66-3
(5'S)-3'-O-[(tert-butyl)dimethylsilyl]-2'-deoxy-5-methyl-5'-C-(3-methylbutyl)-5'-O-(9-phenyl-9H-xanthen-9-yl)cytidine

Guidance literature:: Multi-step reaction with 3 steps

1: 87 percent / pyridine / 20 °C

2: 91 percent / POCl₃; Et₃N / acetonitrile / 1 h

3: 100 percent / 25 percent aq. NH₃ / dioxane / 2 h / 20 °C

With ammonium hydroxide; triethylamine; trichlorophosphate; In 1,4-dioxane; pyridine; acetonitrile;
DOI:10.1002/1522-2675(20010131)84:1<87::AID-HLCA87>3.0.CO;2-1

Reference yield:

: 28322-40-9
isoamyltriphenylphosphonium bromide

: 331822-66-3
(5'S)-3'-O-[(tert-butyl)dimethylsilyl]-2'-deoxy-5-methyl-5'-C-(3-methylbutyl)-5'-O-(9-phenyl-9H-xanthen-9-yl)cytidine

Guidance literature:: Multi-step reaction with 6 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

5.1: 91 percent / POCl₃; Et₃N / acetonitrile / 1 h

6.1: 100 percent / 25 percent aq. NH₃ / dioxane / 2 h / 20 °C

With ammonium hydroxide; sodium hexamethyldisilazane; diisobutylaluminium hydride; triethylamine; 3-chloro-benzenecarboperoxoic acid; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; pyridine; dichloromethane; acetonitrile;
DOI:10.1002/1522-2675(20010131)84:1<87::AID-HLCA87>3.0.CO;2-1