4'-C-benzyloxymethylene-3'-O-tert-butyldimethylsilyl-5'-O-tert-butyldiphenylsilylthymidine

Base Information

Chemical Name:4'-C-benzyloxymethylene-3'-O-tert-butyldimethylsilyl-5'-O-tert-butyldiphenylsilylthymidine
CAS No.:851345-91-0
Molecular Formula:C₄₀H₅₄N₂O₆Si₂
Molecular Weight:715.05
Hs Code.:

Synonyms:4'-C-benzyloxymethylene-3'-O-tert-butyldimethylsilyl-5'-O-tert-butyldiphenylsilylthymidine

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Chemical Property of 4'-C-benzyloxymethylene-3'-O-tert-butyldimethylsilyl-5'-O-tert-butyldiphenylsilylthymidine

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Technology Process of 4'-C-benzyloxymethylene-3'-O-tert-butyldimethylsilyl-5'-O-tert-butyldiphenylsilylthymidine

There total 1 articles about 4'-C-benzyloxymethylene-3'-O-tert-butyldimethylsilyl-5'-O-tert-butyldiphenylsilylthymidine 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: 40.0%

: 100-39-0
benzyl bromide

: 162052-67-7
1-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-5-hydroxymethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione

: 851345-91-0
4'-C-benzyloxymethylene-3'-O-tert-butyldimethylsilyl-5'-O-tert-butyldiphenylsilylthymidine

Guidance literature:: 1-[(2R,4S,5R)-4-(tert-Butyl-dimethyl-silanyloxy)-5-(tert-butyl-diphenyl-silanyloxymethyl)-5-hydroxymethyl-tetrahydro-furan-2-yl]-5-methyl-1H-pyrimidine-2,4-dione; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 0.5h;

benzyl bromide; With sodium iodide; In tetrahydrofuran; at 0 ℃; for 2h;
DOI:10.1002/chem.200401114

Reference yield: 83.0%

: 851345-91-0
4'-C-benzyloxymethylene-3'-O-tert-butyldimethylsilyl-5'-O-tert-butyldiphenylsilylthymidine

: 851345-92-1
1-((2R,4S,5S)-5-Benzyloxymethyl-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-2-yl)-5-methyl-1H-pyrimidine-2,4-dione

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 7h;
DOI:10.1002/chem.200401114

Reference yield:

: 851345-91-0
4'-C-benzyloxymethylene-3'-O-tert-butyldimethylsilyl-5'-O-tert-butyldiphenylsilylthymidine

: 5'-O-(4,4'-dimethoxytrityl)-4'-C-benzyloxymethylenethymidine

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / TBAF / tetrahydrofuran / 7 h / 20 °C

2: 33 percent / pyridine; DMAP / 19 h / 20 °C

With pyridine; dmap; tetrabutyl ammonium fluoride; In tetrahydrofuran;
DOI:10.1002/chem.200401114