2,2'-anhydro-5-methyl-1-((1R,2S,3R)-tetrahydro-2-hydroxy-3-(1,1-dimethylethyldiphenyl)-silyloxymethyl-1-furanyl)-2,4(1H,3H)-pyrimidinedione

Base Information

Chemical Name:2,2'-anhydro-5-methyl-1-((1R,2S,3R)-tetrahydro-2-hydroxy-3-(1,1-dimethylethyldiphenyl)-silyloxymethyl-1-furanyl)-2,4(1H,3H)-pyrimidinedione
CAS No.:287933-82-8
Molecular Formula:C₂₆H₃₀N₂O₄Si
Molecular Weight:462.621
Hs Code.:

Synonyms:2,2'-anhydro-5-methyl-1-((1R,2S,3R)-tetrahydro-2-hydroxy-3-(1,1-dimethylethyldiphenyl)-silyloxymethyl-1-furanyl)-2,4(1H,3H)-pyrimidinedione

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Chemical Property of 2,2'-anhydro-5-methyl-1-((1R,2S,3R)-tetrahydro-2-hydroxy-3-(1,1-dimethylethyldiphenyl)-silyloxymethyl-1-furanyl)-2,4(1H,3H)-pyrimidinedione

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Technology Process of 2,2'-anhydro-5-methyl-1-((1R,2S,3R)-tetrahydro-2-hydroxy-3-(1,1-dimethylethyldiphenyl)-silyloxymethyl-1-furanyl)-2,4(1H,3H)-pyrimidinedione

There total 10 articles about 2,2'-anhydro-5-methyl-1-((1R,2S,3R)-tetrahydro-2-hydroxy-3-(1,1-dimethylethyldiphenyl)-silyloxymethyl-1-furanyl)-2,4(1H,3H)-pyrimidinedione 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%

: 287933-75-9
5-methyl-1-((1R,2R,3R)-tetrahydro-2-hydroxy-3-(1,1-dimethylethyldiphenyl)-silyloxymethyl-1-furanyl)-2,4(1H,3H)-pyrimidinedione

: 287933-82-8
2,2'-anhydro-5-methyl-1-((1R,2S,3R)-tetrahydro-2-hydroxy-3-(1,1-dimethylethyldiphenyl)-silyloxymethyl-1-furanyl)-2,4(1H,3H)-pyrimidinedione

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 25 ℃; for 1h;
DOI:10.1016/S0040-4039(00)00467-6

Reference yield:

: tert-Butyl-[(R)-1-(2,6-dioxa-bicyclo[3.1.0]hex-4-yl)methoxy]-diphenyl-silane

: 287933-82-8
2,2'-anhydro-5-methyl-1-((1R,2S,3R)-tetrahydro-2-hydroxy-3-(1,1-dimethylethyldiphenyl)-silyloxymethyl-1-furanyl)-2,4(1H,3H)-pyrimidinedione

Guidance literature:: Multi-step reaction with 2 steps

1: 7 mg / CDCl₃; CHCl₃ / 36 h / 20 °C

2: 97 percent / triphenyl phosphine; diisopropyl azodicarboxylate / tetrahydrofuran / 1 h / 20 °C / Mitsunobu reaction

With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; chloroform-d1; chloroform;
DOI:10.1007/s007060200024

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 287933-82-8
2,2'-anhydro-5-methyl-1-((1R,2S,3R)-tetrahydro-2-hydroxy-3-(1,1-dimethylethyldiphenyl)-silyloxymethyl-1-furanyl)-2,4(1H,3H)-pyrimidinedione

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / Et₃N; DMAP

2: 100 percent / 5 percent Na/Hg; NaH₂PO₄ / methanol; tetrahydrofuran

3: dimethyl dioxirane / CH₂Cl₂

4: 78 percent / HCl / CDCl₃; H₂O

5: 100 percent / PPh₃; DIAD / tetrahydrofuran / 1 h / 25 °C

With hydrogenchloride; dmap; sodium dihydrogenphosphate; sodium amalgam; di-isopropyl azodicarboxylate; 3,3-dimethyldioxirane; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; chloroform-d1; dichloromethane; water; 1: Silylation / 2: Reduction / 3: Epoxidation / 4: Alkylation / 5: internal Mitsunobu;
DOI:10.1016/S0040-4039(00)00467-6