(2S,3S,4R,5S)-[5-benzyloxy-3,4-(cyclohexylidenedioxy)tetrahydropyran-2-yl]-N-methoxy-N-methylacetamide

Base Information

Chemical Name:(2S,3S,4R,5S)-[5-benzyloxy-3,4-(cyclohexylidenedioxy)tetrahydropyran-2-yl]-N-methoxy-N-methylacetamide
CAS No.:482636-05-5
Molecular Formula:C₂₂H₃₁NO₆
Molecular Weight:405.491
Hs Code.:

Synonyms:(2S,3S,4R,5S)-[5-benzyloxy-3,4-(cyclohexylidenedioxy)tetrahydropyran-2-yl]-N-methoxy-N-methylacetamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2S,3S,4R,5S)-[5-benzyloxy-3,4-(cyclohexylidenedioxy)tetrahydropyran-2-yl]-N-methoxy-N-methylacetamide

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Technology Process of (2S,3S,4R,5S)-[5-benzyloxy-3,4-(cyclohexylidenedioxy)tetrahydropyran-2-yl]-N-methoxy-N-methylacetamide

There total 3 articles about (2S,3S,4R,5S)-[5-benzyloxy-3,4-(cyclohexylidenedioxy)tetrahydropyran-2-yl]-N-methoxy-N-methylacetamide 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: 91.0%

: 6638-79-5
N,O-dimethylhydroxylamine*hydrochloride

: 482636-02-2
methyl (2S,3S,4R,5S)-[5-benzyloxy-3,4-(cyclohexylidenedioxy)tetrahydropyran-2-yl]acetate

: 482636-05-5
(2S,3S,4R,5S)-[5-benzyloxy-3,4-(cyclohexylidenedioxy)tetrahydropyran-2-yl]-N-methoxy-N-methylacetamide

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.25h;
DOI:10.1021/ol027192i

Reference yield:

: 108-94-1,11119-77-0,9003-41-2,9075-99-4
cyclohexanone

: 482636-05-5
(2S,3S,4R,5S)-[5-benzyloxy-3,4-(cyclohexylidenedioxy)tetrahydropyran-2-yl]-N-methoxy-N-methylacetamide

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / p-toluenesulfonic acid monohydrate; CuSO₄ / benzene / 1.5 h / 20 °C

2: 91 percent / n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

With n-butyllithium; toluene-4-sulfonic acid; copper(II) sulfate; In tetrahydrofuran; hexane; benzene;
DOI:10.1021/ol027192i

Reference yield:

: 482635-99-4
methyl (2S,3R,4S,5S)-[5-benzyloxy-3,4-(dihydroxy)tetrahydropyran-2-yl]acetate

: 482636-05-5
(2S,3S,4R,5S)-[5-benzyloxy-3,4-(cyclohexylidenedioxy)tetrahydropyran-2-yl]-N-methoxy-N-methylacetamide

Guidance literature:: Multi-step reaction with 2 steps

1: 97 percent / p-toluenesulfonic acid monohydrate; CuSO₄ / benzene / 1.5 h / 20 °C

2: 91 percent / n-BuLi / tetrahydrofuran; hexane / 0.25 h / -78 °C

With n-butyllithium; toluene-4-sulfonic acid; copper(II) sulfate; In tetrahydrofuran; hexane; benzene;
DOI:10.1021/ol027192i