(2R,4R,5R,6R)-2-({3-[4,5-bis(benzyloxy)-6-methyltetrahydropyran-2-yl]furan-2-yl}dimethylsilanyl)ethanol

Base Information

Chemical Name:(2R,4R,5R,6R)-2-({3-[4,5-bis(benzyloxy)-6-methyltetrahydropyran-2-yl]furan-2-yl}dimethylsilanyl)ethanol
CAS No.:915769-82-3
Molecular Formula:C₂₈H₃₆O₅Si
Molecular Weight:480.676
Hs Code.:

Synonyms:(2R,4R,5R,6R)-2-({3-[4,5-bis(benzyloxy)-6-methyltetrahydropyran-2-yl]furan-2-yl}dimethylsilanyl)ethanol

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Chemical Property of (2R,4R,5R,6R)-2-({3-[4,5-bis(benzyloxy)-6-methyltetrahydropyran-2-yl]furan-2-yl}dimethylsilanyl)ethanol

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Technology Process of (2R,4R,5R,6R)-2-({3-[4,5-bis(benzyloxy)-6-methyltetrahydropyran-2-yl]furan-2-yl}dimethylsilanyl)ethanol

There total 5 articles about (2R,4R,5R,6R)-2-({3-[4,5-bis(benzyloxy)-6-methyltetrahydropyran-2-yl]furan-2-yl}dimethylsilanyl)ethanol 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: 94.0%

: 915769-84-5
(2R,4R,5R,6R)-{3-[4,5-bis(benzyloxy)-6-methyltetrahydropyran-2-yl]furan-2-yl}dimethylvinylsilane

: 915769-82-3
(2R,4R,5R,6R)-2-({3-[4,5-bis(benzyloxy)-6-methyltetrahydropyran-2-yl]furan-2-yl}dimethylsilanyl)ethanol

Guidance literature:: (2R,4R,5R,6R)-{3-[4,5-bis(benzyloxy)-6-methyltetrahydropyran-2-yl]furan-2-yl}dimethylvinylsilane; With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; at 20 ℃; for 2h;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; at 0 ℃; for 0.25h; Further stages.;
DOI:10.1016/j.tet.2007.04.031

Reference yield:

: 3,4-bis-benzyloxy-6-(2-{[2-(9-bora-bicyclo[3.3.1]non-9-yl)-ethyl]-dimethyl-silanyl}-furan-3-yl)-2-methyl-tetrahydro-pyran

: 915769-82-3
(2R,4R,5R,6R)-2-({3-[4,5-bis(benzyloxy)-6-methyltetrahydropyran-2-yl]furan-2-yl}dimethylsilanyl)ethanol

Guidance literature:: With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 0 ℃; for 0.25h;
DOI:10.1021/ja0652619

Reference yield:

: 4,5-bis-benzyloxy-2-ethoxy-2-furan-3-yl-6-methyl-tetrahydro-pyran

: 915769-82-3
(2R,4R,5R,6R)-2-({3-[4,5-bis(benzyloxy)-6-methyltetrahydropyran-2-yl]furan-2-yl}dimethylsilanyl)ethanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 0.39 g / NaCNBH₃; HCl / ethanol / 50 °C

2.1: LDA / tetrahydrofuran / 3.5 h / -78 °C

2.2: 70 percent / tetrahydrofuran / 0.08 h / -78 °C

3.1: 9-BBN / tetrahydrofuran / 2 h / 20 °C

3.2: 94 percent / aq. NaOH; aq. H₂O₂ / tetrahydrofuran / 0.25 h / 0 °C

With hydrogenchloride; 9-borabicyclo[3.3.1]nonane dimer; sodium cyanoborohydride; lithium diisopropyl amide; In tetrahydrofuran; ethanol;
DOI:10.1016/j.tet.2007.04.031