Thiobenzoic acid S-{2-[(2R,3R,4R,5R)-2-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-yloxy]-ethyl} ester

Base Information

Chemical Name:Thiobenzoic acid S-{2-[(2R,3R,4R,5R)-2-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-yloxy]-ethyl} ester
CAS No.:176747-32-3
Molecular Formula:C₂₅H₂₅N₃O₇S
Molecular Weight:511.555
Hs Code.:

Synonyms:Thiobenzoic acid S-{2-[(2R,3R,4R,5R)-2-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-yloxy]-ethyl} ester

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Chemical Property of Thiobenzoic acid S-{2-[(2R,3R,4R,5R)-2-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-yloxy]-ethyl} ester

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Technology Process of Thiobenzoic acid S-{2-[(2R,3R,4R,5R)-2-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-yloxy]-ethyl} ester

There total 7 articles about Thiobenzoic acid S-{2-[(2R,3R,4R,5R)-2-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-yloxy]-ethyl} 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: 100.0%

: 176747-31-2
Thiobenzoic acid S-{2-[(2R,3R,3aR,9aR)-2-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yloxy]-ethyl} ester

: 176747-32-3
Thiobenzoic acid S-{2-[(2R,3R,4R,5R)-2-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-yloxy]-ethyl} ester

Guidance literature:: With hydrogen fluoride; In acetonitrile; for 7h; Ambient temperature;
DOI:10.1021/ja960091t

Reference yield:

: 98-91-9
thiobenzoic acid

: 176747-32-3
Thiobenzoic acid S-{2-[(2R,3R,4R,5R)-2-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-yloxy]-ethyl} ester

Guidance literature:: Multi-step reaction with 2 steps

1: 76 percent / Et₃N / dimethylformamide / Ambient temperature

2: 100 percent / 48percent aq. HF / acetonitrile / 7 h / Ambient temperature

With hydrogen fluoride; triethylamine; In N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ja960091t

Reference yield:

: N-[1-((2R,3R,3aR,9aR)-3-Allyloxy-5,5,7,7-tetraisopropyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-2-yl)-2-oxo-1,2-dihydro-pyrimidin-4-yl]-benzamide

: 176747-32-3
Thiobenzoic acid S-{2-[(2R,3R,4R,5R)-2-(4-benzoylamino-2-oxo-2H-pyrimidin-1-yl)-4-hydroxy-5-hydroxymethyl-tetrahydro-furan-3-yloxy]-ethyl} ester

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / N-methylmorpholine N-oxide, aq. OsO₄ / acetone / 2.5 h / Ambient temperature

2: 97 percent / aq. NaIO₄ / dioxane / 4.5 h / Ambient temperature

3: 93 percent / NaBH₄ / methanol / 90 h / Ambient temperature

4: 92 percent / pyridine / CH₂Cl₂ / 0 - 20 °C

5: 76 percent / Et₃N / dimethylformamide / Ambient temperature

6: 100 percent / 48percent aq. HF / acetonitrile / 7 h / Ambient temperature

With pyridine; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; hydrogen fluoride; 4-methylmorpholine N-oxide; triethylamine; In 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; acetonitrile;
DOI:10.1021/ja960091t