3-N-benzoyl-1-[2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-hydroxymethyl-5-O-(4-methoxytriphenylmethyl)-3-C-(trifluoromethanesulfonylmethyl)-β-D-ribo-pentofuranosyl]uracil

Base Information

Chemical Name:3-N-benzoyl-1-[2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-hydroxymethyl-5-O-(4-methoxytriphenylmethyl)-3-C-(trifluoromethanesulfonylmethyl)-β-D-ribo-pentofuranosyl]uracil
CAS No.:452310-83-7
Molecular Formula:C₄₄H₄₇F₃N₂O₁₀SSi
Molecular Weight:881.011
Hs Code.:

3-N-benzoyl-1-[2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-hydroxymethyl-5-O-(4-methoxytriphenylmethyl)-3-C-(trifluoromethanesulfonylmethyl)-β-D-ribo-pentofuranosyl]uracil

Synonyms:3-N-benzoyl-1-[2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-hydroxymethyl-5-O-(4-methoxytriphenylmethyl)-3-C-(trifluoromethanesulfonylmethyl)-β-D-ribo-pentofuranosyl]uracil

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Chemical Property of 3-N-benzoyl-1-[2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-hydroxymethyl-5-O-(4-methoxytriphenylmethyl)-3-C-(trifluoromethanesulfonylmethyl)-β-D-ribo-pentofuranosyl]uracil

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Technology Process of 3-N-benzoyl-1-[2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-hydroxymethyl-5-O-(4-methoxytriphenylmethyl)-3-C-(trifluoromethanesulfonylmethyl)-β-D-ribo-pentofuranosyl]uracil

There total 3 articles about 3-N-benzoyl-1-[2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-hydroxymethyl-5-O-(4-methoxytriphenylmethyl)-3-C-(trifluoromethanesulfonylmethyl)-β-D-ribo-pentofuranosyl]uracil 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: 85.0%

: 358-23-6
trifluoromethylsulfonic anhydride

: 452310-82-6
3-N-benzoyl-1-[2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-hydroxymethyl-5-O-(4-methoxytriphenylmethyl)-β-D-ribo-pentofuranosyl]uracil

: 452310-83-7
3-N-benzoyl-1-[2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-hydroxymethyl-5-O-(4-methoxytriphenylmethyl)-3-C-(trifluoromethanesulfonylmethyl)-β-D-ribo-pentofuranosyl]uracil

Guidance literature:: With 2,6-di-tert-butyl-pyridine; In dichloromethane; at -78 ℃; for 3h;
DOI:10.1002/1099-0690(200205)2002:9<1509::AID-EJOC1509>3.0.CO;2-X

Reference yield:

: 377773-01-8
1-[2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-hydroxymethyl-5-O-(4-methoxytriphenylmethyl)-β-D-ribo-pentofuranosyl]uracil

: 452310-83-7
3-N-benzoyl-1-[2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-hydroxymethyl-5-O-(4-methoxytriphenylmethyl)-3-C-(trifluoromethanesulfonylmethyl)-β-D-ribo-pentofuranosyl]uracil

Guidance literature:: Multi-step reaction with 3 steps

1: Na₂CO₃; n-Bu₄NBr / CH₂Cl₂; H₂O / 4.5 h / 0 - 2 °C

2: CH₂Cl₂; H₂O / 17 h / 20 °C

3: 85 percent / 2,6-di-tert-butylpyridine / CH₂Cl₂ / 3 h / -78 °C

With 2,6-di-tert-butyl-pyridine; tetrabutylammomium bromide; sodium carbonate; In dichloromethane; water;
DOI:10.1002/1099-0690(200205)2002:9<1509::AID-EJOC1509>3.0.CO;2-X

Reference yield:

: benzoic acid 4-(tert-butyl-dimethyl-silanyloxy)-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-2-[(4-methoxy-phenyl)-diphenyl-methoxymethyl]-tetrahydro-furan-3-ylmethyl ester

: 452310-83-7
3-N-benzoyl-1-[2-O-(tert-butyldimethylsilyl)-3-deoxy-3-C-hydroxymethyl-5-O-(4-methoxytriphenylmethyl)-3-C-(trifluoromethanesulfonylmethyl)-β-D-ribo-pentofuranosyl]uracil

Guidance literature:: Multi-step reaction with 2 steps

1: CH₂Cl₂; H₂O / 17 h / 20 °C

2: 85 percent / 2,6-di-tert-butylpyridine / CH₂Cl₂ / 3 h / -78 °C

With 2,6-di-tert-butyl-pyridine; In dichloromethane; water;
DOI:10.1002/1099-0690(200205)2002:9<1509::AID-EJOC1509>3.0.CO;2-X