(S)-benzyl 4-((S)-(methoxymethoxy)-((S)-6-oxotetrahydro-2H-pyran-2-yl)methyl)-2,2-dimethyloxazolidine-3-carboxylate

Base Information

Chemical Name:(S)-benzyl 4-((S)-(methoxymethoxy)-((S)-6-oxotetrahydro-2H-pyran-2-yl)methyl)-2,2-dimethyloxazolidine-3-carboxylate
CAS No.:956479-80-4
Molecular Formula:C₂₁H₂₉NO₇
Molecular Weight:407.464
Hs Code.:

Synonyms:(S)-benzyl 4-((S)-(methoxymethoxy)-((S)-6-oxotetrahydro-2H-pyran-2-yl)methyl)-2,2-dimethyloxazolidine-3-carboxylate

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Chemical Property of (S)-benzyl 4-((S)-(methoxymethoxy)-((S)-6-oxotetrahydro-2H-pyran-2-yl)methyl)-2,2-dimethyloxazolidine-3-carboxylate

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Technology Process of (S)-benzyl 4-((S)-(methoxymethoxy)-((S)-6-oxotetrahydro-2H-pyran-2-yl)methyl)-2,2-dimethyloxazolidine-3-carboxylate

There total 3 articles about (S)-benzyl 4-((S)-(methoxymethoxy)-((S)-6-oxotetrahydro-2H-pyran-2-yl)methyl)-2,2-dimethyloxazolidine-3-carboxylate 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%

: 956479-77-9
(S)-benzyl 4-((S)-hydroxy-((S)-6-oxotetrahydro-2H-pyran-2-yl)methyl)-2,2-dimethyloxazolidine-3-carboxylate

: 107-30-2
chloromethyl methyl ether

: 956479-80-4
(S)-benzyl 4-((S)-(methoxymethoxy)-((S)-6-oxotetrahydro-2H-pyran-2-yl)methyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃;
DOI:10.1016/j.tetasy.2007.08.018

Reference yield:

: 956479-93-9
(S)-benzyl 4-((R)-hydroxy-((S)-2-oxocyclopentyl)methyl)-2,2-dimethyloxazolidine-3-carboxylate

: 956479-80-4
(S)-benzyl 4-((S)-(methoxymethoxy)-((S)-6-oxotetrahydro-2H-pyran-2-yl)methyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / m-CPBA; NaHCO₃ / CH₂Cl₂ / 12 h / 20 °C

2: 87 percent / diisopropylethyl amine / CH₂Cl₂ / 20 °C

With sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; 1: Bayer-Villiger oxidation;
DOI:10.1016/j.tetasy.2007.08.018

Reference yield:

: 117833-92-8
(4S)-3-benzyloxycarbonyl-2,2-dimethyloxazolidine-4-carbaldehyde

: 956479-80-4
(S)-benzyl 4-((S)-(methoxymethoxy)-((S)-6-oxotetrahydro-2H-pyran-2-yl)methyl)-2,2-dimethyloxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: 78 percent / (S)-proline / CHCl₃; dimethylsulfoxide / 60 h / 5 °C

2: 85 percent / m-CPBA; NaHCO₃ / CH₂Cl₂ / 12 h / 20 °C

3: 87 percent / diisopropylethyl amine / CH₂Cl₂ / 20 °C

With sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; 3-chloro-benzenecarboperoxoic acid; L-proline; In dichloromethane; chloroform; dimethyl sulfoxide; 2: Bayer-Villiger oxidation;
DOI:10.1016/j.tetasy.2007.08.018