(1S,2R,3S,4R)-1-deoxy-3,5-O-(1,3-disiloxanediyl-1,1,3,3-tetraisopropyl)-2-O-methyl-1-phenylribose

Base Information

Chemical Name:(1S,2R,3S,4R)-1-deoxy-3,5-O-(1,3-disiloxanediyl-1,1,3,3-tetraisopropyl)-2-O-methyl-1-phenylribose
CAS No.:757956-97-1
Molecular Formula:C₂₄H₄₂O₅Si₂
Molecular Weight:466.765
Hs Code.:

Synonyms:(1S,2R,3S,4R)-1-deoxy-3,5-O-(1,3-disiloxanediyl-1,1,3,3-tetraisopropyl)-2-O-methyl-1-phenylribose

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1S,2R,3S,4R)-1-deoxy-3,5-O-(1,3-disiloxanediyl-1,1,3,3-tetraisopropyl)-2-O-methyl-1-phenylribose

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Technology Process of (1S,2R,3S,4R)-1-deoxy-3,5-O-(1,3-disiloxanediyl-1,1,3,3-tetraisopropyl)-2-O-methyl-1-phenylribose

There total 8 articles about (1S,2R,3S,4R)-1-deoxy-3,5-O-(1,3-disiloxanediyl-1,1,3,3-tetraisopropyl)-2-O-methyl-1-phenylribose 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: 77.0%

: 757956-96-0
(1S,2R,3S,4R)-1-deoxy-3,5-O-(1,3-disiloxanediyl-1,1,3,3-tetraisopropyl)-1-phenylribose

: 74-88-4
methyl iodide

: 757956-97-1
(1S,2R,3S,4R)-1-deoxy-3,5-O-(1,3-disiloxanediyl-1,1,3,3-tetraisopropyl)-2-O-methyl-1-phenylribose

Guidance literature:: With sodium hexamethyldisilazane; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1016/j.tet.2012.11.016

Reference yield:

: 174590-90-0
5-O-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-1-phenyl-D-ribofuranose

: 757956-97-1
(1S,2R,3S,4R)-1-deoxy-3,5-O-(1,3-disiloxanediyl-1,1,3,3-tetraisopropyl)-2-O-methyl-1-phenylribose

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 0.67 h / -78 - -40 °C

2.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h

2.2: DOWEX-50WX₈-100 / 40 h

3.1: pyridine / 1 h / 0 - 20 °C

4.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / 0 °C

With pyridine; triethylsilane; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; In tetrahydrofuran; dichloromethane;
DOI:10.1016/j.tet.2012.11.016

Reference yield:

: 177471-62-4
tert-butyl(((3aR,4R,6S,6aS)-2,2-dimethyl-6-phenyl-tetrahydrofuro[3,4-d][1,3]dioxol-4-yl)methoxy)diphenylsilane

: 757956-97-1
(1S,2R,3S,4R)-1-deoxy-3,5-O-(1,3-disiloxanediyl-1,1,3,3-tetraisopropyl)-2-O-methyl-1-phenylribose

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 2 h

1.2: DOWEX-50WX₈-100 / 40 h

2.1: pyridine / 1 h / 0 - 20 °C

3.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / 0 °C

With pyridine; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; In tetrahydrofuran;
DOI:10.1016/j.tet.2012.11.016