((2R,4S,6R)-2-Phenyl-6-triisopropylsilanyloxymethyl-[1,3]dioxan-4-yl)-acetaldehyde

Base Information

Chemical Name:((2R,4S,6R)-2-Phenyl-6-triisopropylsilanyloxymethyl-[1,3]dioxan-4-yl)-acetaldehyde
CAS No.:251641-49-3
Molecular Formula:C₂₂H₃₆O₄Si
Molecular Weight:392.611
Hs Code.:

Synonyms:((2R,4S,6R)-2-Phenyl-6-triisopropylsilanyloxymethyl-[1,3]dioxan-4-yl)-acetaldehyde

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Chemical Property of ((2R,4S,6R)-2-Phenyl-6-triisopropylsilanyloxymethyl-[1,3]dioxan-4-yl)-acetaldehyde

Chemical Property:

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Technology Process of ((2R,4S,6R)-2-Phenyl-6-triisopropylsilanyloxymethyl-[1,3]dioxan-4-yl)-acetaldehyde

There total 4 articles about ((2R,4S,6R)-2-Phenyl-6-triisopropylsilanyloxymethyl-[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: 88.0%

: 251641-48-2
((2R,4S,6R)-2-Phenyl-6-triisopropylsilanyloxymethyl-[1,3]dioxan-4-yl)-acetic acid tert-butyl ester

: 251641-49-3
((2R,4S,6R)-2-Phenyl-6-triisopropylsilanyloxymethyl-[1,3]dioxan-4-yl)-acetaldehyde

Guidance literature:: With diisobutylaluminium hydride; In toluene;
DOI:10.1021/jo9910987

Reference yield:

: 112348-03-5
(R)-3-Hydroxy-4-triisopropylsilanyloxy-butyric acid ethyl ester

: 251641-49-3
((2R,4S,6R)-2-Phenyl-6-triisopropylsilanyloxymethyl-[1,3]dioxan-4-yl)-acetaldehyde

Guidance literature:: Multi-step reaction with 4 steps

1.1: LDA / tetrahydrofuran / -78 °C

1.2: 84 percent / tetrahydrofuran / -78 - 20 °C

2.1: Et₂BOMe; NaBH₄ / methanol; tetrahydrofuran

3.1: pyridinium p-toluenesulfonate / CH₂Cl₂ / Heating

4.1: 88 percent / diisobutylaluminium hydride / toluene

With sodium tetrahydroborate; diethyl methoxy borane; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; lithium diisopropyl amide; In tetrahydrofuran; methanol; dichloromethane; toluene; 1.1: Metallation / 1.2: Condensation / 2.1: Reduction / 3.1: Cyclization / 4.1: Reduction;
DOI:10.1021/jo9910987

Reference yield:

: (3S,5R)-3,5-Dihydroxy-6-triisopropylsilanyloxy-hexanoic acid tert-butyl ester

: 251641-49-3
((2R,4S,6R)-2-Phenyl-6-triisopropylsilanyloxymethyl-[1,3]dioxan-4-yl)-acetaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: pyridinium p-toluenesulfonate / CH₂Cl₂ / Heating

2: 88 percent / diisobutylaluminium hydride / toluene

With pyridinium p-toluenesulfonate; diisobutylaluminium hydride; In dichloromethane; toluene; 1: Cyclization / 2: Reduction;
DOI:10.1021/jo9910987