3’,5‘-O-bis(tert-butyldimethylsilyl)-5-[(S)-1-(4-iodo-5-methoxy-2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-2’-deoxyuridine

Base Information

Chemical Name:3’,5‘-O-bis(tert-butyldimethylsilyl)-5-[(S)-1-(4-iodo-5-methoxy-2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-2’-deoxyuridine
CAS No.:1427311-66-7
Molecular Formula:C₃₄H₅₆IN₃O₉Si₂
Molecular Weight:833.909
Hs Code.:

Synonyms:3’,5‘-O-bis(tert-butyldimethylsilyl)-5-[(S)-1-(4-iodo-5-methoxy-2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-2’-deoxyuridine

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Chemical Property of 3’,5‘-O-bis(tert-butyldimethylsilyl)-5-[(S)-1-(4-iodo-5-methoxy-2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-2’-deoxyuridine

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Technology Process of 3’,5‘-O-bis(tert-butyldimethylsilyl)-5-[(S)-1-(4-iodo-5-methoxy-2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-2’-deoxyuridine

There total 9 articles about 3’,5‘-O-bis(tert-butyldimethylsilyl)-5-[(S)-1-(4-iodo-5-methoxy-2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-2’-deoxyuridine 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: 96.0%

: 1427311-62-3
5-[(S)-1-(4-iodo-5-methoxy-2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-2’-deoxyuridine

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1427311-66-7
3’,5‘-O-bis(tert-butyldimethylsilyl)-5-[(S)-1-(4-iodo-5-methoxy-2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-2’-deoxyuridine

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 12h;

Reference yield:

: 1028383-90-5
N³-tert-butyloxycarbonyl-5-bromomethyl-3',5'-bis-O-tert-butyldimethylsilyl-2'-deoxyuridine

: 1427311-66-7
3’,5‘-O-bis(tert-butyldimethylsilyl)-5-[(S)-1-(4-iodo-5-methoxy-2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-2’-deoxyuridine

Guidance literature:: Multi-step reaction with 3 steps

1: 0.75 h / 110 °C / Inert atmosphere

2: ammonium fluoride / methanol / 12 h / 50 °C

3: 1H-imidazole / N,N-dimethyl-formamide / 12 h / 20 °C

With 1H-imidazole; ammonium fluoride; In methanol; N,N-dimethyl-formamide;

Reference yield:

: 766-85-8
3-methoxy-1-iodobenzene

: 1427311-66-7
3’,5‘-O-bis(tert-butyldimethylsilyl)-5-[(S)-1-(4-iodo-5-methoxy-2-nitrophenyl)-2,2-dimethylpropyloxy]methyl-2’-deoxyuridine

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium nitrite; acetic acid; nitric acid / 24 h / 20 °C

1.2: 60 °C

2.1: phenylmagnesium chloride / tetrahydrofuran / 2 h / -40 °C / Inert atmosphere

2.2: 3 h / -30 - 20 °C / Inert atmosphere

2.3: Inert atmosphere

3.1: dmap / dichloromethane / 20 °C / Inert atmosphere

4.1: ethanol / Reflux

5.1: potassium carbonate; methanol / 1 h / Reflux

6.1: 0.75 h / 110 °C / Inert atmosphere

7.1: ammonium fluoride / methanol / 12 h / 50 °C

8.1: 1H-imidazole / N,N-dimethyl-formamide / 12 h / 20 °C

With 1H-imidazole; methanol; dmap; ammonium fluoride; phenylmagnesium chloride; nitric acid; potassium carbonate; acetic acid; sodium nitrite; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;