(2R,3S,4R,5R,6R)-3-acetoxy-6-(triphenylmethoxy)methyl-4,5-bis-O-(tert-butyl(dimethyl)silyloxy)-2-[3-(dimethyl(phenyl)silyl)propyl]tetrahydropyran

Base Information

Chemical Name:(2R,3S,4R,5R,6R)-3-acetoxy-6-(triphenylmethoxy)methyl-4,5-bis-O-(tert-butyl(dimethyl)silyloxy)-2-[3-(dimethyl(phenyl)silyl)propyl]tetrahydropyran
CAS No.:851392-45-5
Molecular Formula:C₅₀H₇₂O₆Si₃
Molecular Weight:853.375
Hs Code.:

(2R,3S,4R,5R,6R)-3-acetoxy-6-(triphenylmethoxy)methyl-4,5-bis-O-(tert-butyl(dimethyl)silyloxy)-2-[3-(dimethyl(phenyl)silyl)propyl]tetrahydropyran

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Chemical Property of (2R,3S,4R,5R,6R)-3-acetoxy-6-(triphenylmethoxy)methyl-4,5-bis-O-(tert-butyl(dimethyl)silyloxy)-2-[3-(dimethyl(phenyl)silyl)propyl]tetrahydropyran

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Technology Process of (2R,3S,4R,5R,6R)-3-acetoxy-6-(triphenylmethoxy)methyl-4,5-bis-O-(tert-butyl(dimethyl)silyloxy)-2-[3-(dimethyl(phenyl)silyl)propyl]tetrahydropyran

There total 5 articles about (2R,3S,4R,5R,6R)-3-acetoxy-6-(triphenylmethoxy)methyl-4,5-bis-O-(tert-butyl(dimethyl)silyloxy)-2-[3-(dimethyl(phenyl)silyl)propyl]tetrahydropyran 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:

: 4028-23-3
Allylchlorodimethylsilane

: 851392-45-5
(2R,3S,4R,5R,6R)-3-acetoxy-6-(triphenylmethoxy)methyl-4,5-bis-O-(tert-butyl(dimethyl)silyloxy)-2-[3-(dimethyl(phenyl)silyl)propyl]tetrahydropyran

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / pyridine; molecular sieves 3 Angstroem / 1 h / 20 °C

2: 97 percent / Bu₃SnH; AIBN / benzene / 2 h / Heating

3: tetrahydrofuran; diethyl ether / 0.08 h / -20 °C

4: pyridine / 12 h / 20 °C

With pyridine; 2,2'-azobis(isobutyronitrile); 3 A molecular sieve; tri-n-butyl-tin hydride; In tetrahydrofuran; diethyl ether; benzene;
DOI:10.1016/j.tet.2005.02.025

Reference yield:

: 288585-04-6
(2R,3R,4R,4aS,9aR)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-6,6-dimethyl-2-trityloxymethyl-octahydro-1,5-dioxa-6-sila-benzocycloheptene

: 851392-45-5
(2R,3S,4R,5R,6R)-3-acetoxy-6-(triphenylmethoxy)methyl-4,5-bis-O-(tert-butyl(dimethyl)silyloxy)-2-[3-(dimethyl(phenyl)silyl)propyl]tetrahydropyran

Guidance literature:: Multi-step reaction with 2 steps

1: tetrahydrofuran; diethyl ether / 0.08 h / -20 °C

2: pyridine / 12 h / 20 °C

With pyridine; In tetrahydrofuran; diethyl ether;
DOI:10.1016/j.tet.2005.02.025

Reference yield:

: 288584-99-6
phenyl 3,4-bis-O-tert-butyldimethylsilyl-6-O-trityl-1-seleno-β-D-glucose

: 851392-45-5
(2R,3S,4R,5R,6R)-3-acetoxy-6-(triphenylmethoxy)methyl-4,5-bis-O-(tert-butyl(dimethyl)silyloxy)-2-[3-(dimethyl(phenyl)silyl)propyl]tetrahydropyran

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / pyridine; molecular sieves 3 Angstroem / 1 h / 20 °C

2: 97 percent / Bu₃SnH; AIBN / benzene / 2 h / Heating

3: tetrahydrofuran; diethyl ether / 0.08 h / -20 °C

4: pyridine / 12 h / 20 °C

With pyridine; 2,2'-azobis(isobutyronitrile); 3 A molecular sieve; tri-n-butyl-tin hydride; In tetrahydrofuran; diethyl ether; benzene;
DOI:10.1016/j.tet.2005.02.025