2-((2S,4R,5S,6S)-6-((R)-4-(tert-butyldimethylsilyloxy)-pentyl)-5-(4-methoxybenzyloxy)-2-phenyl-1,3-dioxan-4-yl)acetaldehyde

Base Information

Chemical Name:2-((2S,4R,5S,6S)-6-((R)-4-(tert-butyldimethylsilyloxy)-pentyl)-5-(4-methoxybenzyloxy)-2-phenyl-1,3-dioxan-4-yl)acetaldehyde
CAS No.:1206481-34-6
Molecular Formula:C₃₁H₄₆O₆Si
Molecular Weight:542.788
Hs Code.:

Synonyms:2-((2S,4R,5S,6S)-6-((R)-4-(tert-butyldimethylsilyloxy)-pentyl)-5-(4-methoxybenzyloxy)-2-phenyl-1,3-dioxan-4-yl)acetaldehyde

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Chemical Property of 2-((2S,4R,5S,6S)-6-((R)-4-(tert-butyldimethylsilyloxy)-pentyl)-5-(4-methoxybenzyloxy)-2-phenyl-1,3-dioxan-4-yl)acetaldehyde

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Technology Process of 2-((2S,4R,5S,6S)-6-((R)-4-(tert-butyldimethylsilyloxy)-pentyl)-5-(4-methoxybenzyloxy)-2-phenyl-1,3-dioxan-4-yl)acetaldehyde

There total 1 articles about 2-((2S,4R,5S,6S)-6-((R)-4-(tert-butyldimethylsilyloxy)-pentyl)-5-(4-methoxybenzyloxy)-2-phenyl-1,3-dioxan-4-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: 96.0%

: 1206481-33-5
2-((2S,4R,5S,6S)-6-((R)-4-(tert-butyldimethylsilyloxy)-pentyl)-5-(4-methoxybenzyloxy)-2-phenyl-1,3-dioxan-4-yl)acetonitrile

: 1206481-34-6
2-((2S,4R,5S,6S)-6-((R)-4-(tert-butyldimethylsilyloxy)-pentyl)-5-(4-methoxybenzyloxy)-2-phenyl-1,3-dioxan-4-yl)acetaldehyde

Guidance literature:: 2-((2S,4R,5S,6S)-6-((R)-4-(tert-butyldimethylsilyloxy)-pentyl)-5-(4-methoxybenzyloxy)-2-phenyl-1,3-dioxan-4-yl)acetonitrile; With diisobutylaluminium hydride; In hexane; dichloromethane; at -80 ℃; Inert atmosphere;

With water; ammonium chloride; In hexane; dichloromethane; at -80 - 20 ℃; Inert atmosphere;
DOI:10.1016/j.tet.2009.11.024

Reference yield: 94.0%

: 1206481-34-6
2-((2S,4R,5S,6S)-6-((R)-4-(tert-butyldimethylsilyloxy)-pentyl)-5-(4-methoxybenzyloxy)-2-phenyl-1,3-dioxan-4-yl)acetaldehyde

: 1206481-47-1
2-((2S,4R,5S,6S)-6-((R)-4-(tert-butyldimethylsilyloxy)-pentyl)-5-(4-methoxybenzyloxy)-2-phenyl-1,3-dioxan-4-yl)ethanol

Guidance literature:: 2-((2S,4R,5S,6S)-6-((R)-4-(tert-butyldimethylsilyloxy)-pentyl)-5-(4-methoxybenzyloxy)-2-phenyl-1,3-dioxan-4-yl)acetaldehyde; With sodium tetrahydroborate; In tetrahydrofuran; methanol; for 1h; Inert atmosphere; Cooling with ice/salt bath;

With water; ammonium chloride; In methanol; Cooling with ice/salt bath; Inert atmosphere;
DOI:10.1016/j.tet.2009.11.024

Reference yield: 75.0%

: 1206481-34-6
2-((2S,4R,5S,6S)-6-((R)-4-(tert-butyldimethylsilyloxy)-pentyl)-5-(4-methoxybenzyloxy)-2-phenyl-1,3-dioxan-4-yl)acetaldehyde

: 1779-49-3
Methyltriphenylphosphonium bromide

: 1206481-35-7
((R)-5-((2S,4S,5S,6R)-6-allyl-5-(4-methoxybenzyloxy)-2-phenyl-1,3-dioxan-4-yl)pentan-2-yloxy)(tert-butyl)dimethylsilane

Guidance literature:: Methyltriphenylphosphonium bromide; With potassium tert-butylate; In tetrahydrofuran; at 0 - 20 ℃; for 0.75h; Inert atmosphere;

2-((2S,4R,5S,6S)-6-((R)-4-(tert-butyldimethylsilyloxy)-pentyl)-5-(4-methoxybenzyloxy)-2-phenyl-1,3-dioxan-4-yl)acetaldehyde; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1016/j.tet.2009.11.024