(1R,2R,3R,4R)-1-{3-(2-cyanoethyl)thymine-1-yl}methyl-2-O-methyl-1-phenyl-3,5-O-(1,1,3,3-tetraisopropyl-1,3-disiloxyl)ribose

Base Information

Chemical Name:(1R,2R,3R,4R)-1-{3-(2-cyanoethyl)thymine-1-yl}methyl-2-O-methyl-1-phenyl-3,5-O-(1,1,3,3-tetraisopropyl-1,3-disiloxyl)ribose
CAS No.:1418182-72-5
Molecular Formula:C₃₃H₅₁N₃O₇Si₂
Molecular Weight:657.955
Hs Code.:

Synonyms:(1R,2R,3R,4R)-1-{3-(2-cyanoethyl)thymine-1-yl}methyl-2-O-methyl-1-phenyl-3,5-O-(1,1,3,3-tetraisopropyl-1,3-disiloxyl)ribose

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Chemical Property of (1R,2R,3R,4R)-1-{3-(2-cyanoethyl)thymine-1-yl}methyl-2-O-methyl-1-phenyl-3,5-O-(1,1,3,3-tetraisopropyl-1,3-disiloxyl)ribose

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Technology Process of (1R,2R,3R,4R)-1-{3-(2-cyanoethyl)thymine-1-yl}methyl-2-O-methyl-1-phenyl-3,5-O-(1,1,3,3-tetraisopropyl-1,3-disiloxyl)ribose

There total 7 articles about (1R,2R,3R,4R)-1-{3-(2-cyanoethyl)thymine-1-yl}methyl-2-O-methyl-1-phenyl-3,5-O-(1,1,3,3-tetraisopropyl-1,3-disiloxyl)ribose 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: 99.0%

: 1418182-69-0
(1R,2R,3S,4R)-1-{3-(2-cyanoethyl)thymine-1-yl}-methyl-1-phenyl-3,5-O-(1,1,3,3-tetraisopropyl-1,3-disiloxyl)ribose

: 420-37-1
trimethoxonium tetrafluoroborate

: 1418182-72-5
(1R,2R,3R,4R)-1-{3-(2-cyanoethyl)thymine-1-yl}methyl-2-O-methyl-1-phenyl-3,5-O-(1,1,3,3-tetraisopropyl-1,3-disiloxyl)ribose

Guidance literature:: With proton-sponge; In dichloromethane; at 20 ℃; for 5h;
DOI:10.1016/j.tet.2012.11.016

Reference yield:

: C₂₄H₃₆N₂O₇Si

: 1418182-72-5
(1R,2R,3R,4R)-1-{3-(2-cyanoethyl)thymine-1-yl}methyl-2-O-methyl-1-phenyl-3,5-O-(1,1,3,3-tetraisopropyl-1,3-disiloxyl)ribose

Guidance literature:: Multi-step reaction with 4 steps

1: sulfuric acid / water / 1.5 h / 90 °C

2: pyridine; tetra(n-butyl)ammonium hydroxide / methanol / 22 h / 90 °C

3: pyridine / 5 h / 20 °C

4: proton-sponge / dichloromethane / 5 h / 20 °C

With pyridine; sulfuric acid; tetra(n-butyl)ammonium hydroxide; In methanol; dichloromethane; water;
DOI:10.1016/j.tet.2012.11.016

Reference yield:

: 1418182-89-4
(1R,5R,6RS,8R)-6-cyano-3,3-dimethyl-6-phenyl-8-(t-butyldiphenylsilyloxymethyl)-2,4,7-trioxabicyclo[3.3.0]octane

: 1418182-72-5
(1R,2R,3R,4R)-1-{3-(2-cyanoethyl)thymine-1-yl}methyl-2-O-methyl-1-phenyl-3,5-O-(1,1,3,3-tetraisopropyl-1,3-disiloxyl)ribose

Guidance literature:: Multi-step reaction with 6 steps

1.1: lithium aluminium tetrahydride / tetrahydrofuran / 2 h / Reflux

2.1: triethylamine; silver nitrate / benzene / 1 h

2.2: 3 h

3.1: sulfuric acid / water / 1.5 h / 90 °C

4.1: pyridine; tetra(n-butyl)ammonium hydroxide / methanol / 22 h / 90 °C

5.1: pyridine / 5 h / 20 °C

6.1: proton-sponge / dichloromethane / 5 h / 20 °C

With pyridine; lithium aluminium tetrahydride; sulfuric acid; tetra(n-butyl)ammonium hydroxide; silver nitrate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; water; benzene;
DOI:10.1016/j.tet.2012.11.016