[(2R,4S,6S)-4-{[tert-butyl(dimethyl)silyl]oxy}-6-(2-{[tert-butyl(diphenyl)silyl]oxy}ethyl)tetrahydro-2H-pyran-2-yl]acetaldehyde

Base Information

Chemical Name:[(2R,4S,6S)-4-{[tert-butyl(dimethyl)silyl]oxy}-6-(2-{[tert-butyl(diphenyl)silyl]oxy}ethyl)tetrahydro-2H-pyran-2-yl]acetaldehyde
CAS No.:957666-47-6
Molecular Formula:C₃₁H₄₈O₄Si₂
Molecular Weight:540.891
Hs Code.:

Synonyms:[(2R,4S,6S)-4-{[tert-butyl(dimethyl)silyl]oxy}-6-(2-{[tert-butyl(diphenyl)silyl]oxy}ethyl)tetrahydro-2H-pyran-2-yl]acetaldehyde

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Chemical Property of [(2R,4S,6S)-4-{[tert-butyl(dimethyl)silyl]oxy}-6-(2-{[tert-butyl(diphenyl)silyl]oxy}ethyl)tetrahydro-2H-pyran-2-yl]acetaldehyde

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Technology Process of [(2R,4S,6S)-4-{[tert-butyl(dimethyl)silyl]oxy}-6-(2-{[tert-butyl(diphenyl)silyl]oxy}ethyl)tetrahydro-2H-pyran-2-yl]acetaldehyde

There total 9 articles about [(2R,4S,6S)-4-{[tert-butyl(dimethyl)silyl]oxy}-6-(2-{[tert-butyl(diphenyl)silyl]oxy}ethyl)tetrahydro-2H-pyran-2-yl]acetaldehyde 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: 87.0%

: 1392820-85-7
(2-((2S,4R,6S)-6-allyl-4-((tert-butyldimethylsilyl)oxy)-tetrahydro-2H-pyran-2-yl)ethoxy)(tert-butyl)diphenylsilane

: 957666-47-6
[(2R,4S,6S)-4-{[tert-butyl(dimethyl)silyl]oxy}-6-(2-{[tert-butyl(diphenyl)silyl]oxy}ethyl)tetrahydro-2H-pyran-2-yl]acetaldehyde

Guidance literature:: (2-((2S,4R,6S)-6-allyl-4-((tert-butyldimethylsilyl)oxy)-tetrahydro-2H-pyran-2-yl)ethoxy)(tert-butyl)diphenylsilane; With ozone; In dichloromethane; at -78 ℃; for 0.5h; Inert atmosphere;

With triphenylphosphine; In dichloromethane; for 4h;
DOI:10.1021/jo301122b

Reference yield:

: 1392820-82-4
(4S,6S)-4-((tert-butyldimethylsilyl)oxy)-6-(2-((tertbutyldiphenylsilyl)oxy)ethyl)tetrahydro-2H-pyran-2-one

: 957666-47-6
[(2R,4S,6S)-4-{[tert-butyl(dimethyl)silyl]oxy}-6-(2-{[tert-butyl(diphenyl)silyl]oxy}ethyl)tetrahydro-2H-pyran-2-yl]acetaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1.1: diisobutylaluminium hydride / dichloromethane; toluene / 4 h / -78 °C / Inert atmosphere

2.1: pyridine; dmap / dichloromethane / 16 h / 20 °C / Inert atmosphere

3.1: boron trifluoride diethyl etherate / dichloromethane / -78 °C / Inert atmosphere

4.1: ozone / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

4.2: 4 h

With pyridine; dmap; boron trifluoride diethyl etherate; diisobutylaluminium hydride; ozone; In dichloromethane; toluene;
DOI:10.1021/jo301122b

Reference yield:

: C₂₉H₄₆O₄Si₂

: 957666-47-6
[(2R,4S,6S)-4-{[tert-butyl(dimethyl)silyl]oxy}-6-(2-{[tert-butyl(diphenyl)silyl]oxy}ethyl)tetrahydro-2H-pyran-2-yl]acetaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine; dmap / dichloromethane / 16 h / 20 °C / Inert atmosphere

2.1: boron trifluoride diethyl etherate / dichloromethane / -78 °C / Inert atmosphere

3.1: ozone / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

3.2: 4 h

With pyridine; dmap; boron trifluoride diethyl etherate; ozone; In dichloromethane;
DOI:10.1021/jo301122b