5-[2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-β-D-ribofuranosyl]-2,4-[bis(4-methoxybenzyloxy)]pyrimidine

Base Information

Chemical Name:5-[2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-β-D-ribofuranosyl]-2,4-[bis(4-methoxybenzyloxy)]pyrimidine
CAS No.:664988-38-9
Molecular Formula:C₃₇H₅₄N₂O₈Si₂
Molecular Weight:711.015
Hs Code.:

Synonyms:

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Chemical Property of 5-[2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-β-D-ribofuranosyl]-2,4-[bis(4-methoxybenzyloxy)]pyrimidine

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MSDS Files:: SDS file from LookChem

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Technology Process of 5-[2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-β-D-ribofuranosyl]-2,4-[bis(4-methoxybenzyloxy)]pyrimidine

There total 8 articles about 5-[2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-β-D-ribofuranosyl]-2,4-[bis(4-methoxybenzyloxy)]pyrimidine 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:

: (6S,7R)-6-{2-[2,4-Bis-(4-methoxy-benzyloxy)-pyrimidin-5-yl]-2-hydroxy-ethyl}-2,2,4,4-tetraisopropyl-[1,3,5,2,4]trioxadisilocan-7-ol

: 664988-38-9
5-[2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-β-D-ribofuranosyl]-2,4-[bis(4-methoxybenzyloxy)]pyrimidine

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at 20 ℃; for 3h;
DOI:10.1039/b306341k

Reference yield:

: 69304-37-6
1,3-Dichloro-1,1,3,3-tetraisopropyldisiloxane

: 664988-38-9
5-[2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-β-D-ribofuranosyl]-2,4-[bis(4-methoxybenzyloxy)]pyrimidine

Guidance literature:: Multi-step reaction with 6 steps

1.1: 15.0 g / imidazole / tetrahydrofuran / 1.5 h / 20 °C

2.1: 4.20 g / aq. CF₃COOH / CH₂Cl₂ / 0.33 h / -15 °C

3.1: 85 percent / pyridinium chloroformate / CH₂Cl₂ / 16 h / 20 °C

4.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -100 °C

4.2: tetrahydrofuran; hexane / 3 h / -100 - -78 °C

5.1: 5.20 g / L-Selectride / tetrahydrofuran / -78 - 0 °C

6.1: 3.72 g / diisopropyl azodicarboxylate; Ph₃P / tetrahydrofuran / 3 h / 20 °C

With 1H-imidazole; n-butyllithium; pyridinium chloroformate; di-isopropyl azodicarboxylate; L-Selectride; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; hexane; dichloromethane; 6.1: Mitsunobu cyclization;
DOI:10.1039/b306341k

Reference yield:

: 105-13-5
4-Methoxybenzyl alcohol

: 664988-38-9
5-[2-deoxy-3,5-O-(1,1,3,3-tetraisopropyldisiloxan-1,3-diyl)-β-D-ribofuranosyl]-2,4-[bis(4-methoxybenzyloxy)]pyrimidine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 92 percent / NaH / tetrahydrofuran / 1.5 h / 0 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -100 °C

2.2: tetrahydrofuran; hexane / 3 h / -100 - -78 °C

3.1: 5.20 g / L-Selectride / tetrahydrofuran / -78 - 0 °C

4.1: 3.72 g / diisopropyl azodicarboxylate; Ph₃P / tetrahydrofuran / 3 h / 20 °C

With n-butyllithium; di-isopropyl azodicarboxylate; L-Selectride; sodium hydride; triphenylphosphine; In tetrahydrofuran; hexane; 4.1: Mitsunobu cyclization;
DOI:10.1039/b306341k