5'-azido-2'-O-(tert-butyldimethylsilyl)-3'-(N-carbonylmethyl)-3',5'-dideoxy-5-methyluridinyl-(3'-5')-5'-amino-5'-deoxy-2'-O-methyl-5-methyluridine

Base Information

Chemical Name:5'-azido-2'-O-(tert-butyldimethylsilyl)-3'-(N-carbonylmethyl)-3',5'-dideoxy-5-methyluridinyl-(3'-5')-5'-amino-5'-deoxy-2'-O-methyl-5-methyluridine
CAS No.:268748-11-4
Molecular Formula:C₂₉H₄₄N₈O₁₀Si
Molecular Weight:692.801
Hs Code.:

Synonyms:5'-azido-2'-O-(tert-butyldimethylsilyl)-3'-(N-carbonylmethyl)-3',5'-dideoxy-5-methyluridinyl-(3'-5')-5'-amino-5'-deoxy-2'-O-methyl-5-methyluridine

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Chemical Property of 5'-azido-2'-O-(tert-butyldimethylsilyl)-3'-(N-carbonylmethyl)-3',5'-dideoxy-5-methyluridinyl-(3'-5')-5'-amino-5'-deoxy-2'-O-methyl-5-methyluridine

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Technology Process of 5'-azido-2'-O-(tert-butyldimethylsilyl)-3'-(N-carbonylmethyl)-3',5'-dideoxy-5-methyluridinyl-(3'-5')-5'-amino-5'-deoxy-2'-O-methyl-5-methyluridine

There total 1 articles about 5'-azido-2'-O-(tert-butyldimethylsilyl)-3'-(N-carbonylmethyl)-3',5'-dideoxy-5-methyluridinyl-(3'-5')-5'-amino-5'-deoxy-2'-O-methyl-5-methyluridine 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:

: 55486-09-4
2'-O-Methyl-5-methyluridine

: 268748-11-4
5'-azido-2'-O-(tert-butyldimethylsilyl)-3'-(N-carbonylmethyl)-3',5'-dideoxy-5-methyluridinyl-(3'-5')-5'-amino-5'-deoxy-2'-O-methyl-5-methyluridine

Guidance literature:: Multi-step reaction with 4 steps

1: 57 percent / SOCl₂ / hexamethylphosphoric acid triamide

2: 66 percent / NaN₃ / dimethylformamide / 2 h / 90 - 100 °C

3: H₂ / Pd/C / ethanol

4: 71 percent / ethanol / 72 h

With thionyl chloride; sodium azide; hydrogen; palladium on activated charcoal; In N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; N,N-dimethyl-formamide; 1: Substitution / 2: Substitution / 3: Catalytic hydrogenation / 4: Substitution;
DOI:10.1080/15257770008032997

Reference yield:

: 268748-11-4
5'-azido-2'-O-(tert-butyldimethylsilyl)-3'-(N-carbonylmethyl)-3',5'-dideoxy-5-methyluridinyl-(3'-5')-5'-amino-5'-deoxy-2'-O-methyl-5-methyluridine

: 2'-O-(tert-butyldimethylsilyl)-3'-(N-carbonylmethyl)-3'-deoxy-5'-O-(dimethoxytrityl)-5-methyluridinyl-(3'-5')-5'-amino-2'-O-(tert-butyldimethylsilyl)-3'-(N-carbonylmethyl)-3',5'-dideoxy-5-methyluridine

Guidance literature:: Multi-step reaction with 2 steps

1: 66 percent / H₂ / Pd/C / ethanol / 1448.01 Torr

2: 65 percent / ethanol / 96 h

With hydrogen; palladium on activated charcoal; In ethanol; 1: Catalytic hydrogenation / 2: Substitution;
DOI:10.1080/15257770008032997