(2S,4S,5S,6S)-3,3-dimethyl-4-methoxy-5-methoxymethoxy-2-(phenylselenyl)methyl-2H-tetrahydropyran-6-carboxaldehyde

Base Information

Chemical Name:(2S,4S,5S,6S)-3,3-dimethyl-4-methoxy-5-methoxymethoxy-2-(phenylselenyl)methyl-2H-tetrahydropyran-6-carboxaldehyde
CAS No.:925222-27-1
Molecular Formula:C₁₈H₂₆O₅Se
Molecular Weight:401.361
Hs Code.:

Synonyms:(2S,4S,5S,6S)-3,3-dimethyl-4-methoxy-5-methoxymethoxy-2-(phenylselenyl)methyl-2H-tetrahydropyran-6-carboxaldehyde

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Chemical Property of (2S,4S,5S,6S)-3,3-dimethyl-4-methoxy-5-methoxymethoxy-2-(phenylselenyl)methyl-2H-tetrahydropyran-6-carboxaldehyde

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Technology Process of (2S,4S,5S,6S)-3,3-dimethyl-4-methoxy-5-methoxymethoxy-2-(phenylselenyl)methyl-2H-tetrahydropyran-6-carboxaldehyde

There total 4 articles about (2S,4S,5S,6S)-3,3-dimethyl-4-methoxy-5-methoxymethoxy-2-(phenylselenyl)methyl-2H-tetrahydropyran-6-carboxaldehyde 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: 73.0%

: 925222-26-0
(2S,4S,5S,6R)-3,3-dimethyl-6-hydroxymethyl-4-methoxy-5-methoxymethoxy-2-(phenylselenyl)methyl-2H-tetrahydropyran

: 925222-27-1
(2S,4S,5S,6S)-3,3-dimethyl-4-methoxy-5-methoxymethoxy-2-(phenylselenyl)methyl-2H-tetrahydropyran-6-carboxaldehyde

Guidance literature:: With oxalyl dichloride; dimethyl sulfoxide; triethylamine; In dichloromethane; at -78 - 20 ℃;
DOI:10.1021/jo0615145

Reference yield:

: 925222-24-8
(2S,4S,5S,6R)-6-(benzoyloxymethyl)-3,3-dimethyl-5-hydroxy-4-methoxy-2-(phenylselenyl)methyl-2H-tetrahydropyran

: 925222-27-1
(2S,4S,5S,6S)-3,3-dimethyl-4-methoxy-5-methoxymethoxy-2-(phenylselenyl)methyl-2H-tetrahydropyran-6-carboxaldehyde

Guidance literature:: Multi-step reaction with 3 steps

1: 98 percent / P₂O₅ / CH₂Cl₂ / 3 h

2: 98 percent / NaOH / methanol / 24 h / 20 °C

3: 73 percent / oxalyl chloride; triethylamine; DMSO / CH₂Cl₂ / -78 - 20 °C

With sodium hydroxide; oxalyl dichloride; phosphorus pentoxide; dimethyl sulfoxide; triethylamine; In methanol; dichloromethane; 3: Swern oxidation;
DOI:10.1021/jo0615145

Reference yield:

: 925222-25-9
(2S,4S,5S,6R)-6-(benzoyloxymethyl)-3,3-dimethyl-4-methoxy-5-methoxymethoxy-2-(phenylselenyl)methyl-2H-tetrahydropyran

: 925222-27-1
(2S,4S,5S,6S)-3,3-dimethyl-4-methoxy-5-methoxymethoxy-2-(phenylselenyl)methyl-2H-tetrahydropyran-6-carboxaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / NaOH / methanol / 24 h / 20 °C

2: 73 percent / oxalyl chloride; triethylamine; DMSO / CH₂Cl₂ / -78 - 20 °C

With sodium hydroxide; oxalyl dichloride; dimethyl sulfoxide; triethylamine; In methanol; dichloromethane; 2: Swern oxidation;
DOI:10.1021/jo0615145