[(2R,3R,4R,5R)-2-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-3-phenylsulfanyl-5-triisopropylsilanyloxymethyl-tetrahydro-furan-3-yl]-acetic acid tert-butyl ester

Base Information

Chemical Name:[(2R,3R,4R,5R)-2-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-3-phenylsulfanyl-5-triisopropylsilanyloxymethyl-tetrahydro-furan-3-yl]-acetic acid tert-butyl ester
CAS No.:185557-00-0
Molecular Formula:C₃₀H₄₆N₂O₇SSi
Molecular Weight:606.856
Hs Code.:

[(2R,3R,4R,5R)-2-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-3-phenylsulfanyl-5-triisopropylsilanyloxymethyl-tetrahydro-furan-3-yl]-acetic acid tert-butyl ester

Synonyms:[(2R,3R,4R,5R)-2-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-3-phenylsulfanyl-5-triisopropylsilanyloxymethyl-tetrahydro-furan-3-yl]-acetic acid tert-butyl ester

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Chemical Property of [(2R,3R,4R,5R)-2-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-3-phenylsulfanyl-5-triisopropylsilanyloxymethyl-tetrahydro-furan-3-yl]-acetic acid tert-butyl ester

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Technology Process of [(2R,3R,4R,5R)-2-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-3-phenylsulfanyl-5-triisopropylsilanyloxymethyl-tetrahydro-furan-3-yl]-acetic acid tert-butyl ester

There total 3 articles about [(2R,3R,4R,5R)-2-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-3-phenylsulfanyl-5-triisopropylsilanyloxymethyl-tetrahydro-furan-3-yl]-acetic acid tert-butyl 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: 91.0%

: 13154-24-0
triisopropylsilyl chloride

: 185556-99-4
[(2R,3R,4R,5R)-2-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-5-hydroxymethyl-3-phenylsulfanyl-tetrahydro-furan-3-yl]-acetic acid tert-butyl ester

: 185557-00-0
[(2R,3R,4R,5R)-2-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-3-phenylsulfanyl-5-triisopropylsilanyloxymethyl-tetrahydro-furan-3-yl]-acetic acid tert-butyl ester

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; for 24h; Ambient temperature;
DOI:10.1021/jo9613601

Reference yield:

: 185556-93-8
[(2R,3R,3aR,9aR)-2-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-5,5,7,7-tetraisopropyl-3-phenylsulfanyl-tetrahydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-3-yl]-acetic acid tert-butyl ester

: 185557-00-0
[(2R,3R,4R,5R)-2-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-3-phenylsulfanyl-5-triisopropylsilanyloxymethyl-tetrahydro-furan-3-yl]-acetic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 95 percent / TBAF, AcOH / tetrahydrofuran / 2 h / 0 °C

2: 91 percent / imidazole / dimethylformamide / 24 h / Ambient temperature

With 1H-imidazole; tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/jo9613601

Reference yield:

: 108-98-5
thiophenol

: 185557-01-1
[(2R,4S,5R)-2-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-5-triisopropylsilanyloxymethyl-dihydro-furan-(3E)-ylidene]-acetic acid tert-butyl ester

: 185556-84-7
1-((3aS,4R,6R,6aR)-2-Oxo-3a-phenylsulfanyl-6-triisopropylsilanyloxymethyl-hexahydro-furo[3,4-b]furan-4-yl)-1H-pyrimidine-2,4-dione

: 185557-00-0
[(2R,3R,4R,5R)-2-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-hydroxy-3-phenylsulfanyl-5-triisopropylsilanyloxymethyl-tetrahydro-furan-3-yl]-acetic acid tert-butyl ester

Guidance literature:: With lithium thiophenoxide; In tetrahydrofuran; for 20h; Yield given. Yields of byproduct given. Title compound not separated from byproducts; Ambient temperature;
DOI:10.1021/jo9613601