(S)-4-Benzyl-3-[(2S,3S,4S,5R)-3,5-dihydroxy-6-((2S,4R,6S)-4-methoxy-6-methyl-tetrahydro-pyran-2-yl)-2,4-dimethyl-hexanoyl]-oxazolidin-2-one

Base Information

Chemical Name:(S)-4-Benzyl-3-[(2S,3S,4S,5R)-3,5-dihydroxy-6-((2S,4R,6S)-4-methoxy-6-methyl-tetrahydro-pyran-2-yl)-2,4-dimethyl-hexanoyl]-oxazolidin-2-one
CAS No.:237056-40-5
Molecular Formula:C₂₅H₃₇NO₇
Molecular Weight:463.571
Hs Code.:

Synonyms:(S)-4-Benzyl-3-[(2S,3S,4S,5R)-3,5-dihydroxy-6-((2S,4R,6S)-4-methoxy-6-methyl-tetrahydro-pyran-2-yl)-2,4-dimethyl-hexanoyl]-oxazolidin-2-one

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Chemical Property of (S)-4-Benzyl-3-[(2S,3S,4S,5R)-3,5-dihydroxy-6-((2S,4R,6S)-4-methoxy-6-methyl-tetrahydro-pyran-2-yl)-2,4-dimethyl-hexanoyl]-oxazolidin-2-one

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Technology Process of (S)-4-Benzyl-3-[(2S,3S,4S,5R)-3,5-dihydroxy-6-((2S,4R,6S)-4-methoxy-6-methyl-tetrahydro-pyran-2-yl)-2,4-dimethyl-hexanoyl]-oxazolidin-2-one

There total 7 articles about (S)-4-Benzyl-3-[(2S,3S,4S,5R)-3,5-dihydroxy-6-((2S,4R,6S)-4-methoxy-6-methyl-tetrahydro-pyran-2-yl)-2,4-dimethyl-hexanoyl]-oxazolidin-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: 90.0%

: 237056-39-2
(4S)-4-benzyl-3-<(2S,4S,5R)-2,4-dimethyl-5-hydroxy-6-((2S,4R,6S)-4-(methoxy)-6-methyltetrahydropyran-2-yl)-3-oxohexanoyl>-2-oxazolidinone

: 237056-40-5
(S)-4-Benzyl-3-[(2S,3S,4S,5R)-3,5-dihydroxy-6-((2S,4R,6S)-4-methoxy-6-methyl-tetrahydro-pyran-2-yl)-2,4-dimethyl-hexanoyl]-oxazolidin-2-one

Guidance literature:: With tetramethylammonium triacetoxyborohydride; In acetic acid; acetonitrile; for 45h;
DOI:10.1021/jo990291y

Reference yield:

: 136521-65-8
(4S,6S)-4-Hydroxy-6-(benzyloxy)-1-heptene

: 237056-40-5
(S)-4-Benzyl-3-[(2S,3S,4S,5R)-3,5-dihydroxy-6-((2S,4R,6S)-4-methoxy-6-methyl-tetrahydro-pyran-2-yl)-2,4-dimethyl-hexanoyl]-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: 1.) KH / 1.) THF, 0 deg C, 20 min, 2.) room temperature, 1 h

2: 96 percent / Li/NH₃ / 4 h / -78 - 20 °C

3: 1.) O₃, 2.) DMS / 1.) -78 deg C, 2.) room temperature, 12 h

4: 84 percent / TMSOTf / acetonitrile / 0.25 h

5: 1.) O₃, 2.) PPh₃ / 1.) CH₂Cl₂, -78 deg C, 2.) room temperature, 2.5 h

6: 1.) TiCl₄, i-Pr₂NEt / 1.) CH₂Cl₂, -5 deg C, 1 h, 2.) -78 deg C, 2.5 h; -40 deg C, 1.5 h

7: 90 percent / Me₄NBH(OAc)3 / acetonitrile; acetic acid / 45 h

With 2,3-dimercapto-succinic acid; trimethylsilyl trifluoromethanesulfonate; ammonia; titanium tetrachloride; lithium; potassium hydride; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; tetramethylammonium triacetoxyborohydride; In acetic acid; acetonitrile;
DOI:10.1021/jo990291y

Reference yield:

: 142144-27-2
(2R,4R,6S)-4-(dimethoxy)-6-methyl-2-(prop-1-enyl)tetrahydropyran

: 237056-40-5
(S)-4-Benzyl-3-[(2S,3S,4S,5R)-3,5-dihydroxy-6-((2S,4R,6S)-4-methoxy-6-methyl-tetrahydro-pyran-2-yl)-2,4-dimethyl-hexanoyl]-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) O₃, 2.) PPh₃ / 1.) CH₂Cl₂, -78 deg C, 2.) room temperature, 2.5 h

2: 1.) TiCl₄, i-Pr₂NEt / 1.) CH₂Cl₂, -5 deg C, 1 h, 2.) -78 deg C, 2.5 h; -40 deg C, 1.5 h

3: 90 percent / Me₄NBH(OAc)3 / acetonitrile; acetic acid / 45 h

With titanium tetrachloride; ozone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; tetramethylammonium triacetoxyborohydride; In acetic acid; acetonitrile;
DOI:10.1021/jo990291y