benzoic acid 4-(tert-butyl-dimethyl-silanyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-3-trimethylsilanylethynyl-tetrahydro-furan-2-ylmethyl ester

Base Information

Chemical Name:benzoic acid 4-(tert-butyl-dimethyl-silanyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-3-trimethylsilanylethynyl-tetrahydro-furan-2-ylmethyl ester
CAS No.:197297-89-5
Molecular Formula:C₂₇H₃₈N₂O₇Si₂
Molecular Weight:558.779
Hs Code.:

benzoic acid 4-(<i>tert</i>-butyl-dimethyl-silanyloxy)-5-(2,4-dioxo-3,4-dihydro-2<i>H</i>-pyrimidin-1-yl)-3-hydroxy-3-trimethylsilanylethynyl-tetrahydro-furan-2-ylmethyl ester

Synonyms:benzoic acid 4-(tert-butyl-dimethyl-silanyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-3-trimethylsilanylethynyl-tetrahydro-furan-2-ylmethyl ester

Suppliers and Price of benzoic acid 4-(tert-butyl-dimethyl-silanyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-3-trimethylsilanylethynyl-tetrahydro-furan-2-ylmethyl ester

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of benzoic acid 4-(tert-butyl-dimethyl-silanyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-3-trimethylsilanylethynyl-tetrahydro-furan-2-ylmethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of benzoic acid 4-(tert-butyl-dimethyl-silanyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-3-trimethylsilanylethynyl-tetrahydro-furan-2-ylmethyl ester

There total 4 articles about benzoic acid 4-(tert-butyl-dimethyl-silanyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-3-trimethylsilanylethynyl-tetrahydro-furan-2-ylmethyl ester 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: 83.0%

: 98-88-4
benzoyl chloride

: 162611-20-3
1-[2-O-(tert-butyldimethylsilyl)-3-C-[(trimethylsilyl)ethynyl]-β-D-ribo-pentofuranosyl]uracil

: 197297-89-5
benzoic acid 4-(tert-butyl-dimethyl-silanyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-3-trimethylsilanylethynyl-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: With pyridine; at -10 - 20 ℃;
DOI:10.1021/jo9704568

Reference yield:

: 93-97-0
benzoic acid anhydride

: 1-[(2R,3R,4R,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-5-hydroxymethyl-4-trimethylsilanylethynyl-tetrahydro-furan-2-yl]-4-hydroxy-1H-pyrimidin-2-one

: 197297-89-5
Benzoic acid (2R,3R,4R,5R)-4-(tert-butyl-dimethyl-silanyloxy)-3-hydroxy-5-(4-hydroxy-2-oxo-2H-pyrimidin-1-yl)-3-trimethylsilanylethynyl-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: With dmap; In dichloromethane; acetonitrile; at 0 ℃; for 0.75h;
DOI:10.1021/jm9801814

Reference yield:

: 90813-54-0
2',5'-bis-O-tert-butyldimethylsilyl-3'-ketouridine

: 197297-89-5
benzoic acid 4-(tert-butyl-dimethyl-silanyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-3-hydroxy-3-trimethylsilanylethynyl-tetrahydro-furan-2-ylmethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: CF₃COOH / H₂O / 0.5 h / 0 °C

2.1: BuLi / tetrahydrofuran; hexane / 1 h / -78 - -20 °C

2.2: CeCl₃ / tetrahydrofuran; hexane / 1 h / -78 °C

2.3: 0.74 g / tetrahydrofuran; hexane / 3 h / -78 °C

3.1: 83 percent / pyridine / -10 - 20 °C

With pyridine; n-butyllithium; trifluoroacetic acid; In tetrahydrofuran; hexane; water; 1.1: desilylation / 2.1: Metallation / 2.2: transmetallation / 2.3: Addition / 3.1: Esterification;
DOI:10.1021/jo9704568