4'-azido-2'-deoxy-2'-methylarabinouridine-5'-(O-phenyl-N-(S)-1-(isopropoxycarbonyl)ethyl)phosphoramidate

Base Information

Chemical Name:4'-azido-2'-deoxy-2'-methylarabinouridine-5'-(O-phenyl-N-(S)-1-(isopropoxycarbonyl)ethyl)phosphoramidate
CAS No.:1285658-68-5
Molecular Formula:C₂₂H₂₉N₆O₉P
Molecular Weight:552.481
Hs Code.:

Synonyms:4'-azido-2'-deoxy-2'-methylarabinouridine-5'-(O-phenyl-N-(S)-1-(isopropoxycarbonyl)ethyl)phosphoramidate

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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 4'-azido-2'-deoxy-2'-methylarabinouridine-5'-(O-phenyl-N-(S)-1-(isopropoxycarbonyl)ethyl)phosphoramidate

Chemical Property:

Purity/Quality:: 97% ^*data from raw suppliers

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Technology Process of 4'-azido-2'-deoxy-2'-methylarabinouridine-5'-(O-phenyl-N-(S)-1-(isopropoxycarbonyl)ethyl)phosphoramidate

There total 9 articles about 4'-azido-2'-deoxy-2'-methylarabinouridine-5'-(O-phenyl-N-(S)-1-(isopropoxycarbonyl)ethyl)phosphoramidate 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: 7.6%

: 261909-49-3
phenyl(isopropoxy-L-alaninyl) phosphorochloridate

: 1158730-05-2
4'-azido-2'-deoxy-2'-methylarabinouridine

: 1285658-68-5
4'-azido-2'-deoxy-2'-methylarabinouridine-5'-(O-phenyl-N-(S)-1-(isopropoxycarbonyl)ethyl)phosphoramidate

Guidance literature:: 4'-azido-2'-deoxy-2'-methylarabinouridine; With tert-butylmagnesium chloride; In tetrahydrofuran; at -78 - 20 ℃; for 0.333333h;

phenyl(isopropoxy-L-alaninyl) phosphorochloridate; In tetrahydrofuran; at -78 - 20 ℃; for 3h;

Reference yield:

: 151384-15-5
1-((2R,3S,4S,5R)-4-hydroxy-5-(hydroxymethyl)-3-methyltetrahydrofuran-2-yl)pyrimidine-2,4(1H,3H)-dione

: 1285658-68-5
4'-azido-2'-deoxy-2'-methylarabinouridine-5'-(O-phenyl-N-(S)-1-(isopropoxycarbonyl)ethyl)phosphoramidate

Guidance literature:: Multi-step reaction with 7 steps

1.1: triphenylphosphine; iodine; 1H-imidazole / tetrahydrofuran / 0 - 20 °C

2.1: sodium methylate / methanol / 16 h / 0 °C / Reflux

3.1: iodine; N-benzyl-N,N,N-triethylammonium chloride; sodium azide; 4-methyl-morpholine / acetonitrile; tetrahydrofuran / 20 h / 0 - 10 °C

4.1: pyridine / 12 h / 0 - 20 °C

5.1: 15-crown-5 / N,N-dimethyl-formamide / 72 h / 90 - 100 °C

6.1: ammonia / methanol / 14 h / 20 °C

7.1: tert-butylmagnesium chloride / tetrahydrofuran / 0.33 h / -78 - 20 °C

7.2: 3 h / -78 - 20 °C

With 4-methyl-morpholine; pyridine; 1H-imidazole; sodium azide; 15-crown-5; tert-butylmagnesium chloride; N-benzyl-N,N,N-triethylammonium chloride; ammonia; iodine; sodium methylate; triphenylphosphine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile;

Reference yield:

: 1019639-21-4
C₁₀H₁₃IN₂O₄

: 1285658-68-5
4'-azido-2'-deoxy-2'-methylarabinouridine-5'-(O-phenyl-N-(S)-1-(isopropoxycarbonyl)ethyl)phosphoramidate

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium methylate / methanol / 16 h / 0 °C / Reflux

2.1: iodine; N-benzyl-N,N,N-triethylammonium chloride; sodium azide; 4-methyl-morpholine / acetonitrile; tetrahydrofuran / 20 h / 0 - 10 °C

3.1: pyridine / 12 h / 0 - 20 °C

4.1: 15-crown-5 / N,N-dimethyl-formamide / 72 h / 90 - 100 °C

5.1: ammonia / methanol / 14 h / 20 °C

6.1: tert-butylmagnesium chloride / tetrahydrofuran / 0.33 h / -78 - 20 °C

6.2: 3 h / -78 - 20 °C

With 4-methyl-morpholine; pyridine; sodium azide; 15-crown-5; tert-butylmagnesium chloride; N-benzyl-N,N,N-triethylammonium chloride; ammonia; iodine; sodium methylate; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile;