3’,5’-O-bis-(tert-butyldimethylsilyl)-5-(2-nitrobenzyloxy)methyl-2'-deoxyuridine

Base Information

Chemical Name:3’,5’-O-bis-(tert-butyldimethylsilyl)-5-(2-nitrobenzyloxy)methyl-2'-deoxyuridine
CAS No.:1372854-82-4
Molecular Formula:C₂₉H₄₇N₃O₈Si₂
Molecular Weight:621.878
Hs Code.:

Synonyms:3’,5’-O-bis-(tert-butyldimethylsilyl)-5-(2-nitrobenzyloxy)methyl-2'-deoxyuridine

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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 3’,5’-O-bis-(tert-butyldimethylsilyl)-5-(2-nitrobenzyloxy)methyl-2'-deoxyuridine

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Technology Process of 3’,5’-O-bis-(tert-butyldimethylsilyl)-5-(2-nitrobenzyloxy)methyl-2'-deoxyuridine

There total 4 articles about 3’,5’-O-bis-(tert-butyldimethylsilyl)-5-(2-nitrobenzyloxy)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: 80.0%

: 1028383-70-1
5-(2-nitrobenzyloxy)methyl-2’-deoxyuridine

: 18162-48-6
tert-butyldimethylsilyl chloride

: 1372854-82-4
3’,5’-O-bis-(tert-butyldimethylsilyl)-5-(2-nitrobenzyloxy)methyl-2'-deoxyuridine

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; Inert atmosphere;
DOI:10.1002/anie.201106516

Reference yield:

: C₃₄H₅₅N₃O₁₀Si₂

: 1372854-82-4
3’,5’-O-bis-(tert-butyldimethylsilyl)-5-(2-nitrobenzyloxy)methyl-2'-deoxyuridine

Guidance literature:: Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere

2: 1H-imidazole / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

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

Reference yield:

: 18162-48-6
tert-butyldimethylsilyl chloride

: 3958-60-9
2-nitrophenylmethyl bromide

: 50-89-5,28854-96-8,3545-96-8,50-88-4
thymidine

: 1372854-82-4
3’,5’-O-bis-(tert-butyldimethylsilyl)-5-(2-nitrobenzyloxy)methyl-2'-deoxyuridine

Guidance literature:: tert-butyldimethylsilyl chloride; thymidine; With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 12h; Inert atmosphere;

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); In benzene; at 85 ℃; for 0.583333h; Inert atmosphere;

2-nitrophenylmethyl bromide; Further stages;
DOI:10.1021/acs.orglett.0c03462