3'-O-<(4''-(N-allyloxycarbonyl)-5'''-aminopent-1-yl-oxycarbonyl)-2''-nitrophenylmethyl>-5'-O-(tert-butyldiphenylsilyl)thymidine

Base Information

Chemical Name:3'-O-<(4''-(N-allyloxycarbonyl)-5'''-aminopent-1-yl-oxycarbonyl)-2''-nitrophenylmethyl>-5'-O-(tert-butyldiphenylsilyl)thymidine
CAS No.:221895-84-7
Molecular Formula:C₄₃H₅₂N₄O₁₁Si
Molecular Weight:828.992
Hs Code.:

Synonyms:3'-O-<(4''-(N-allyloxycarbonyl)-5'''-aminopent-1-yl-oxycarbonyl)-2''-nitrophenylmethyl>-5'-O-(tert-butyldiphenylsilyl)thymidine

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Chemical Property of 3'-O-<(4''-(N-allyloxycarbonyl)-5'''-aminopent-1-yl-oxycarbonyl)-2''-nitrophenylmethyl>-5'-O-(tert-butyldiphenylsilyl)thymidine

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Technology Process of 3'-O-<(4''-(N-allyloxycarbonyl)-5'''-aminopent-1-yl-oxycarbonyl)-2''-nitrophenylmethyl>-5'-O-(tert-butyldiphenylsilyl)thymidine

There total 3 articles about 3'-O-<(4''-(N-allyloxycarbonyl)-5'''-aminopent-1-yl-oxycarbonyl)-2''-nitrophenylmethyl>-5'-O-(tert-butyldiphenylsilyl)thymidine 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%

: 101527-40-6
5'-O-tert-butyldiphenylsilylthymidine

: 221895-83-6
(N-allyloxycarbonyl)-5-aminopent-1-yl 4-bromomethyl-3-nitrobenzoate

: 221895-84-7
3'-O-<(4''-(N-allyloxycarbonyl)-5'''-aminopent-1-yl-oxycarbonyl)-2''-nitrophenylmethyl>-5'-O-(tert-butyldiphenylsilyl)thymidine

Guidance literature:: With sodium hydroxide; tetra(n-butyl)ammonium hydroxide; water; sodium iodide; In dichloromethane; at 25 ℃; for 17h;
DOI:10.1002/(SICI)1521-3765(19990301)5:3<951::AID-CHEM951>3.0.CO;2-G

Reference yield:

: 55715-03-2
4-bromomethyl-3-nitrobenzoic acid

: 221895-84-7
3'-O-<(4''-(N-allyloxycarbonyl)-5'''-aminopent-1-yl-oxycarbonyl)-2''-nitrophenylmethyl>-5'-O-(tert-butyldiphenylsilyl)thymidine

Guidance literature:: Multi-step reaction with 3 steps

1: oxalyl chloride, DMF / CH₂Cl₂ / 3 h / 0 °C

2: NEt₃, DMAP / CH₂Cl₂ / 3 h

3: 54 percent / Bu₄NOH, NaI, NaOH, H₂O / CH₂Cl₂ / 17 h / 25 °C

With dmap; sodium hydroxide; oxalyl dichloride; tetra(n-butyl)ammonium hydroxide; water; triethylamine; N,N-dimethyl-formamide; sodium iodide; In dichloromethane;
DOI:10.1002/(SICI)1521-3765(19990301)5:3<951::AID-CHEM951>3.0.CO;2-G

Reference yield:

: 73674-47-2
3-nitro-4-bromomethylbenzoyl chloride

: 221895-84-7
3'-O-<(4''-(N-allyloxycarbonyl)-5'''-aminopent-1-yl-oxycarbonyl)-2''-nitrophenylmethyl>-5'-O-(tert-butyldiphenylsilyl)thymidine

Guidance literature:: Multi-step reaction with 2 steps

1: NEt₃, DMAP / CH₂Cl₂ / 3 h

2: 54 percent / Bu₄NOH, NaI, NaOH, H₂O / CH₂Cl₂ / 17 h / 25 °C

With dmap; sodium hydroxide; tetra(n-butyl)ammonium hydroxide; water; triethylamine; sodium iodide; In dichloromethane;
DOI:10.1002/(SICI)1521-3765(19990301)5:3<951::AID-CHEM951>3.0.CO;2-G