Acetic acid (2R,3R,4R,5R)-4-cyanomethyl-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-phenylsulfanyl-2-triisopropylsilanyloxymethyl-tetrahydro-furan-3-yl ester

Base Information

Chemical Name:Acetic acid (2R,3R,4R,5R)-4-cyanomethyl-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-phenylsulfanyl-2-triisopropylsilanyloxymethyl-tetrahydro-furan-3-yl ester
CAS No.:180896-10-0
Molecular Formula:C₂₈H₃₉N₃O₆SSi
Molecular Weight:573.786
Hs Code.:

Acetic acid (2R,3R,4R,5R)-4-cyanomethyl-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-phenylsulfanyl-2-triisopropylsilanyloxymethyl-tetrahydro-furan-3-yl ester

Synonyms:Acetic acid (2R,3R,4R,5R)-4-cyanomethyl-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-phenylsulfanyl-2-triisopropylsilanyloxymethyl-tetrahydro-furan-3-yl ester

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Chemical Property of Acetic acid (2R,3R,4R,5R)-4-cyanomethyl-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-phenylsulfanyl-2-triisopropylsilanyloxymethyl-tetrahydro-furan-3-yl ester

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Technology Process of Acetic acid (2R,3R,4R,5R)-4-cyanomethyl-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-phenylsulfanyl-2-triisopropylsilanyloxymethyl-tetrahydro-furan-3-yl ester

There total 10 articles about Acetic acid (2R,3R,4R,5R)-4-cyanomethyl-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-phenylsulfanyl-2-triisopropylsilanyloxymethyl-tetrahydro-furan-3-yl 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%

: 108-24-7
acetic anhydride

: 180896-07-5
[(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]-acetonitrile

: 180896-10-0
Acetic acid (2R,3R,4R,5R)-4-cyanomethyl-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-phenylsulfanyl-2-triisopropylsilanyloxymethyl-tetrahydro-furan-3-yl ester

Guidance literature:: With triethylamine; In acetonitrile; at 0 ℃; for 1h;
DOI:10.1021/jo960577s

Reference yield:

: 84828-97-7
1-((6aR,8R,9aR)-2,2,4,4-tetraisopropyl-9-oxotetrahydro-6H-furo[3,2-f][1,3,5,2,4]trioxadisilocin-8-yl)pyrimidine-2,4(1H,3H)-dione

: 180896-10-0
Acetic acid (2R,3R,4R,5R)-4-cyanomethyl-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-phenylsulfanyl-2-triisopropylsilanyloxymethyl-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 93 percent / CH₂Cl₂; tetrahydrofuran / 3 h / Ambient temperature

2: 59 percent / PhSH / tetrahydrofuran / 3 h / Ambient temperature

3: 71 percent / NH₄F / methanol / 2 h / 65 °C

4: 71 percent / imidazole / dimethylformamide / 17 h / Ambient temperature

5: 91 percent / Et₃N / acetonitrile / 1 h / 0 °C

With 1H-imidazole; ammonium fluoride; thiophenol; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo960577s

Reference yield:

: 161258-54-4
[(2R,3aS,9aR)-2-(2,4-Dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-5,5,7,7-tetraisopropyl-dihydro-1,4,6,8-tetraoxa-5,7-disila-cyclopentacycloocten-(3Z)-ylidene]-acetonitrile

: 180896-10-0
Acetic acid (2R,3R,4R,5R)-4-cyanomethyl-5-(2,4-dioxo-3,4-dihydro-2H-pyrimidin-1-yl)-4-phenylsulfanyl-2-triisopropylsilanyloxymethyl-tetrahydro-furan-3-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 59 percent / PhSH / tetrahydrofuran / 3 h / Ambient temperature

2: 71 percent / NH₄F / methanol / 2 h / 65 °C

3: 71 percent / imidazole / dimethylformamide / 17 h / Ambient temperature

4: 91 percent / Et₃N / acetonitrile / 1 h / 0 °C

With 1H-imidazole; ammonium fluoride; thiophenol; triethylamine; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo960577s