(1S,3S,4R,5S)-3-tetrahydropyranyl-4-tert-butyldiphenylsilyloxymethyl-1-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)bicyclo[3.1.0]hexane

Base Information

Chemical Name:(1S,3S,4R,5S)-3-tetrahydropyranyl-4-tert-butyldiphenylsilyloxymethyl-1-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)bicyclo[3.1.0]hexane
CAS No.:873780-49-5
Molecular Formula:C₃₂H₄₀N₂O₅Si
Molecular Weight:560.765
Hs Code.:

Synonyms:(1S,3S,4R,5S)-3-tetrahydropyranyl-4-tert-butyldiphenylsilyloxymethyl-1-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)bicyclo[3.1.0]hexane

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Chemical Property of (1S,3S,4R,5S)-3-tetrahydropyranyl-4-tert-butyldiphenylsilyloxymethyl-1-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)bicyclo[3.1.0]hexane

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Technology Process of (1S,3S,4R,5S)-3-tetrahydropyranyl-4-tert-butyldiphenylsilyloxymethyl-1-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)bicyclo[3.1.0]hexane

There total 3 articles about (1S,3S,4R,5S)-3-tetrahydropyranyl-4-tert-butyldiphenylsilyloxymethyl-1-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)bicyclo[3.1.0]hexane 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: 72.0%

: 110-87-2
3,4-dihydro-2H-pyran

: 873780-47-3
(1S,3S,4R,5S)-3-hydroxy-4-tert-butyldiphenylsilyloxymethyl-1-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)bicyclo[3.1.0]hexane

: 873780-49-5
(1S,3S,4R,5S)-3-tetrahydropyranyl-4-tert-butyldiphenylsilyloxymethyl-1-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)bicyclo[3.1.0]hexane

Guidance literature:: With toluene-4-sulfonic acid; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/jm050911p

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 873780-49-5
(1S,3S,4R,5S)-3-tetrahydropyranyl-4-tert-butyldiphenylsilyloxymethyl-1-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)bicyclo[3.1.0]hexane

Guidance literature:: Multi-step reaction with 2 steps

1: 71 percent / imidazole / acetonitrile / 4 h / 20 °C

2: 72 percent / para-toluenesulfonic acid / CH₂Cl₂ / 1 h / 20 °C

With 1H-imidazole; toluene-4-sulfonic acid; In dichloromethane; acetonitrile;
DOI:10.1021/jm050911p

Reference yield:

: 190195-68-7
(S)-2'-deoxymethanocarba uridine

: 873780-49-5
(1S,3S,4R,5S)-3-tetrahydropyranyl-4-tert-butyldiphenylsilyloxymethyl-1-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-1-yl)bicyclo[3.1.0]hexane

Guidance literature:: Multi-step reaction with 2 steps

1: 71 percent / imidazole / acetonitrile / 4 h / 20 °C

2: 72 percent / para-toluenesulfonic acid / CH₂Cl₂ / 1 h / 20 °C

With 1H-imidazole; toluene-4-sulfonic acid; In dichloromethane; acetonitrile;
DOI:10.1021/jm050911p