(2S,3S,4R,5S)-1-[5-benzyloxy-3,4-(cyclohexylidenedioxy)tetrahydropyran-2-yl]-propan-2-one

Base Information

Chemical Name:(2S,3S,4R,5S)-1-[5-benzyloxy-3,4-(cyclohexylidenedioxy)tetrahydropyran-2-yl]-propan-2-one
CAS No.:482636-04-4
Molecular Formula:C₂₁H₂₈O₅
Molecular Weight:360.45
Hs Code.:

Synonyms:(2S,3S,4R,5S)-1-[5-benzyloxy-3,4-(cyclohexylidenedioxy)tetrahydropyran-2-yl]-propan-2-one

Suppliers and Price of (2S,3S,4R,5S)-1-[5-benzyloxy-3,4-(cyclohexylidenedioxy)tetrahydropyran-2-yl]-propan-2-one

Supply Marketing:

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

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Total 1 raw suppliers

Chemical Property of (2S,3S,4R,5S)-1-[5-benzyloxy-3,4-(cyclohexylidenedioxy)tetrahydropyran-2-yl]-propan-2-one

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (2S,3S,4R,5S)-1-[5-benzyloxy-3,4-(cyclohexylidenedioxy)tetrahydropyran-2-yl]-propan-2-one

There total 4 articles about (2S,3S,4R,5S)-1-[5-benzyloxy-3,4-(cyclohexylidenedioxy)tetrahydropyran-2-yl]-propan-2-one 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: 92.0%

: 75-16-1
methylmagnesium bromide

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

: 482636-04-4
(2S,3S,4R,5S)-1-[5-benzyloxy-3,4-(cyclohexylidenedioxy)tetrahydropyran-2-yl]-propan-2-one

Guidance literature:: In tetrahydrofuran; at 0 ℃; for 0.25h;
DOI:10.1021/ol027192i

Reference yield:

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

: 482636-04-4
(2S,3S,4R,5S)-1-[5-benzyloxy-3,4-(cyclohexylidenedioxy)tetrahydropyran-2-yl]-propan-2-one

Guidance literature:: Multi-step reaction with 3 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

3: 92 percent / tetrahydrofuran / 0.25 h / 0 °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

: 482636-04-4
(2S,3S,4R,5S)-1-[5-benzyloxy-3,4-(cyclohexylidenedioxy)tetrahydropyran-2-yl]-propan-2-one

Guidance literature:: Multi-step reaction with 3 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

3: 92 percent / tetrahydrofuran / 0.25 h / 0 °C

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