(S)-5-(benzyloxymethyl)-3-[2-methoxy-3-(2-naphthylmethoxy)propoxy]-2-methylpyridine-4-carbaldehyde dimethyl acetal

Base Information

Chemical Name:(S)-5-(benzyloxymethyl)-3-[2-methoxy-3-(2-naphthylmethoxy)propoxy]-2-methylpyridine-4-carbaldehyde dimethyl acetal
CAS No.:252272-52-9
Molecular Formula:C₃₂H₃₇NO₆
Molecular Weight:531.649
Hs Code.:

Synonyms:(S)-5-(benzyloxymethyl)-3-[2-methoxy-3-(2-naphthylmethoxy)propoxy]-2-methylpyridine-4-carbaldehyde dimethyl acetal

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Chemical Property of (S)-5-(benzyloxymethyl)-3-[2-methoxy-3-(2-naphthylmethoxy)propoxy]-2-methylpyridine-4-carbaldehyde dimethyl acetal

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Technology Process of (S)-5-(benzyloxymethyl)-3-[2-methoxy-3-(2-naphthylmethoxy)propoxy]-2-methylpyridine-4-carbaldehyde dimethyl acetal

There total 3 articles about (S)-5-(benzyloxymethyl)-3-[2-methoxy-3-(2-naphthylmethoxy)propoxy]-2-methylpyridine-4-carbaldehyde dimethyl acetal 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: 72.0%

: 169689-25-2
5-(benzyloxymethyl)-3-hydroxy-2-methylpyridine-4-carbaldehyde dimethyl acetal

: 252272-47-2
(S)-1-bromo-2-methoxy-3-(2-naphthylmethoxy)propane

: 252272-52-9
(S)-5-(benzyloxymethyl)-3-[2-methoxy-3-(2-naphthylmethoxy)propoxy]-2-methylpyridine-4-carbaldehyde dimethyl acetal

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 80 ℃;
DOI:10.1039/CC9960001073

Reference yield:

: 1592-38-7
2-Naphthalenemethanol

: 252272-52-9
(S)-5-(benzyloxymethyl)-3-[2-methoxy-3-(2-naphthylmethoxy)propoxy]-2-methylpyridine-4-carbaldehyde dimethyl acetal

Guidance literature:: Multi-step reaction with 5 steps

1.1: 74 percent / tropylium tetrafluoroborate / 3 h / 70 °C

2.1: NaH / tetrahydrofuran / 1 h / 20 °C

2.2: 97 percent / 4 h / 20 °C

3.1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 10 h / 20 °C

4.1: 76 percent / triphenylphosphine, NBS / CH₂Cl₂ / 0.08 h / 20 °C

5.1: NaH / dimethylformamide / 1 h / 20 °C

5.2: 72 percent / dimethylformamide / 4 h / 80 °C

With N-Bromosuccinimide; tetrabutyl ammonium fluoride; tropylium tetrafluoroborate; sodium hydride; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1.1: Addition / 2.1: Metallation / 2.2: Substitution / 3.1: Substitution / 4.1: Bromination / 5.1: Metallation / 5.2: Substitution;
DOI:10.1016/S0040-4020(99)00708-5

Reference yield:

: 252272-36-9
(S)-1-(t-butyldiphenylsiloxy)-2-methoxy-3-(2-naphthylmethoxy)propane

: 252272-52-9
(S)-5-(benzyloxymethyl)-3-[2-methoxy-3-(2-naphthylmethoxy)propoxy]-2-methylpyridine-4-carbaldehyde dimethyl acetal

Guidance literature:: Multi-step reaction with 3 steps

1.1: 99 percent / tetrabutylammonium fluoride / tetrahydrofuran / 10 h / 20 °C

2.1: 76 percent / triphenylphosphine, NBS / CH₂Cl₂ / 0.08 h / 20 °C

3.1: NaH / dimethylformamide / 1 h / 20 °C

3.2: 72 percent / dimethylformamide / 4 h / 80 °C

With N-Bromosuccinimide; tetrabutyl ammonium fluoride; sodium hydride; triphenylphosphine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 1.1: Substitution / 2.1: Bromination / 3.1: Metallation / 3.2: Substitution;
DOI:10.1016/S0040-4020(99)00708-5