1-[(2R,3R,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-5-(3-hydroxy-propyl)-1H-pyrimidine-2,4-dione

Base Information

Chemical Name:1-[(2R,3R,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-5-(3-hydroxy-propyl)-1H-pyrimidine-2,4-dione
CAS No.:174193-17-0
Molecular Formula:C₂₈H₃₆N₂O₇Si
Molecular Weight:540.689
Hs Code.:

Synonyms:1-[(2R,3R,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-5-(3-hydroxy-propyl)-1H-pyrimidine-2,4-dione

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Chemical Property of 1-[(2R,3R,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-5-(3-hydroxy-propyl)-1H-pyrimidine-2,4-dione

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Technology Process of 1-[(2R,3R,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-5-(3-hydroxy-propyl)-1H-pyrimidine-2,4-dione

There total 7 articles about 1-[(2R,3R,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-5-(3-hydroxy-propyl)-1H-pyrimidine-2,4-dione 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: 69.0%

: 174193-16-9
1-[(2R,3R,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-5-[3-(tetrahydro-pyran-2-yloxy)-propyl]-1H-pyrimidine-2,4-dione

: 174193-17-0
1-[(2R,3R,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-5-(3-hydroxy-propyl)-1H-pyrimidine-2,4-dione

Guidance literature:: With acetic acid; for 12h;
DOI:10.1016/0040-4039(95)02062-4

Reference yield:

: 84500-33-4,65499-40-3
2',3',5'-tri-O-acetyl-5-iodouridine

: 174193-17-0
1-[(2R,3R,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-5-(3-hydroxy-propyl)-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 5 steps

1: 80 percent / Pd(PPh₃)4, CuI, triethylamine / dimethylformamide / 20 h

2: H₂ / Pd/C / ethanol / 25 h

3: 0.5 M NaOH / pyridine / 0.17 h

4: 1.) PhB(OH)2; 2.) imidazole / 1.) pyridine, 1 h; 2.) DMF, 1.5 h

5: 69 percent / 80 percent AcOH / 12 h

With 1H-imidazole; sodium hydroxide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen; acetic acid; triethylamine; phenylboronic acid; palladium on activated charcoal; In pyridine; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(95)02062-4

Reference yield:

: 174193-14-7
Acetic acid (2R,3R,4R,5R)-4-acetoxy-5-acetoxymethyl-2-{2,4-dioxo-5-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-3,4-dihydro-2H-pyrimidin-1-yl}-tetrahydro-furan-3-yl ester

: 174193-17-0
1-[(2R,3R,4S,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3,4-dihydroxy-tetrahydro-furan-2-yl]-5-(3-hydroxy-propyl)-1H-pyrimidine-2,4-dione

Guidance literature:: Multi-step reaction with 4 steps

1: H₂

3: 99 percent / PhB(OH)2

4: 69 percent / H₂O / acetic acid

With water; hydrogen; phenylboronic acid; In acetic acid;
DOI:10.1080/07328319708006125