(5'S)-5'-C-butyl-2'-deoxy-5-methyl-5'-O-(9-phenyl-9H-xanthen-9-yl)cytidine

Base Information

Chemical Name:(5'S)-5'-C-butyl-2'-deoxy-5-methyl-5'-O-(9-phenyl-9H-xanthen-9-yl)cytidine
CAS No.:331822-73-2
Molecular Formula:C₃₃H₃₅N₃O₅
Molecular Weight:553.658
Hs Code.:

Synonyms:(5'S)-5'-C-butyl-2'-deoxy-5-methyl-5'-O-(9-phenyl-9H-xanthen-9-yl)cytidine

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (5'S)-5'-C-butyl-2'-deoxy-5-methyl-5'-O-(9-phenyl-9H-xanthen-9-yl)cytidine

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Technology Process of (5'S)-5'-C-butyl-2'-deoxy-5-methyl-5'-O-(9-phenyl-9H-xanthen-9-yl)cytidine

There total 7 articles about (5'S)-5'-C-butyl-2'-deoxy-5-methyl-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: 54.0%

: 331822-65-2
(5'S)-5'-C-butyl-3'-O-[(tert-butyl)dimethylsilyl]-2'-deoxy-5-methyl-5'-O-(9-phenyl-9H-xanthen-9-yl)cytidine

: 331822-73-2
(5'S)-5'-C-butyl-2'-deoxy-5-methyl-5'-O-(9-phenyl-9H-xanthen-9-yl)cytidine

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

Reference yield:

: 42506-03-6
pixyl chloride

: 331822-73-2
(5'S)-5'-C-butyl-2'-deoxy-5-methyl-5'-O-(9-phenyl-9H-xanthen-9-yl)cytidine

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / pyridine / 20 °C

2: 87 percent / POCl₃; Et₃N / acetonitrile / 1 h

3: 92 percent / 25 percent aq. NH₃ / dioxane / 2 h / 20 °C

4: 54 percent / 1.0M Bu₄NF / tetrahydrofuran / 20 °C

With ammonium hydroxide; tetrabutyl ammonium fluoride; triethylamine; trichlorophosphate; In tetrahydrofuran; 1,4-dioxane; pyridine; acetonitrile;
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

: 331822-73-2
(5'S)-5'-C-butyl-2'-deoxy-5-methyl-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: 65 percent / tetrahydrofuran / 16 h / -78 - 20 °C

2.1: 3-chloroperbenzoic acid / CH₂Cl₂ / 42 h / -38 - -5 °C

2.2: DIBAH / hexane; tetrahydrofuran / 6.5 h / -78 °C

3.1: 91 percent / pyridine / 20 °C

4.1: 87 percent / POCl₃; Et₃N / acetonitrile / 1 h

5.1: 92 percent / 25 percent aq. NH₃ / dioxane / 2 h / 20 °C

6.1: 54 percent / 1.0M Bu₄NF / tetrahydrofuran / 20 °C

With ammonium hydroxide; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; 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