(E)-3-Methyl-4-[(2S)-tetrahydro-3α,4α-dihydroxy-5β-[[(2S,3S)-3α-[(1S,2S)-2-hydroxy-1-methylpropyl]oxiran-2β-yl]methyl]-2H-pyran-2β-yl]-2-butenoic acid methyl ester

Base Information

Chemical Name:(E)-3-Methyl-4-[(2S)-tetrahydro-3α,4α-dihydroxy-5β-[[(2S,3S)-3α-[(1S,2S)-2-hydroxy-1-methylpropyl]oxiran-2β-yl]methyl]-2H-pyran-2β-yl]-2-butenoic acid methyl ester
CAS No.:66262-52-0
Molecular Formula:C₁₈H₃₀O₇
Molecular Weight:358.432
Hs Code.:

(E)-3-Methyl-4-[(2S)-tetrahydro-3α,4α-dihydroxy-5β-[[(2S,3S)-3α-[(1S,2S)-2-hydroxy-1-methylpropyl]oxiran-2β-yl]methyl]-2H-pyran-2β-yl]-2-butenoic acid methyl ester

Synonyms:(E)-3-Methyl-4-[(2S)-tetrahydro-3α,4α-dihydroxy-5β-[[(2S,3S)-3α-[(1S,2S)-2-hydroxy-1-methylpropyl]oxiran-2β-yl]methyl]-2H-pyran-2β-yl]-2-butenoic acid methyl ester

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Chemical Property of (E)-3-Methyl-4-[(2S)-tetrahydro-3α,4α-dihydroxy-5β-[[(2S,3S)-3α-[(1S,2S)-2-hydroxy-1-methylpropyl]oxiran-2β-yl]methyl]-2H-pyran-2β-yl]-2-butenoic acid methyl ester

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Technology Process of (E)-3-Methyl-4-[(2S)-tetrahydro-3α,4α-dihydroxy-5β-[[(2S,3S)-3α-[(1S,2S)-2-hydroxy-1-methylpropyl]oxiran-2β-yl]methyl]-2H-pyran-2β-yl]-2-butenoic acid methyl ester

There total 10 articles about (E)-3-Methyl-4-[(2S)-tetrahydro-3α,4α-dihydroxy-5β-[[(2S,3S)-3α-[(1S,2S)-2-hydroxy-1-methylpropyl]oxiran-2β-yl]methyl]-2H-pyran-2β-yl]-2-butenoic acid methyl ester 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:

: 66262-70-2
<(2S,3R,4R,5S)-5-<(2S,3S,4S,5S)-(2,3-epoxy-5-hydroxy-4-methylhexyl)>-3,4-dihydroxytetrahydropyran-2-yl>acetone

: 66262-52-0,66289-99-4,70470-40-5,85405-51-2,112709-80-5
methyl isomonate

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine / 4-(NN-dimethylamino)pyridine / tetrahydrofuran / 2.5 h / 0 deg C to room temp.

2: 1.) LDA / tetrahydrofuran / 1.) -78 deg C, 1 h, 2.) -78 deg C, 1h, room temp., 1 h

4: cc. HCl / tetrahydrofuran; H₂O / 0.08 h

With hydrogenchloride; triethylamine; lithium diisopropyl amide; dmap; In tetrahydrofuran; water;

Reference yield:

: (E)-4-{(3aS,4S,7S,7aR)-2-Hydroxy-7-[(2S,3S)-3-((1S,2S)-2-hydroxy-1-methyl-propyl)-oxiranylmethyl]-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yl}-3-methyl-but-2-enoic acid methyl ester

: 66262-52-0,66289-99-4,70470-40-5,85405-51-2,112709-80-5
methyl (13R)-monate

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / CH₂Cl₂ / 1 h / Ambient temperature

2: dimethylformamide / 18 h / 80 °C

3: 1.) 10M hydrochloric acid; 2.) sodium hydrogen carbonate / 1.) 1,4-dioxane/water, 15 min; 2.) 1,4-dioxane/water, 3 h

With hydrogenchloride; sodium hydrogencarbonate; triethylamine; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)86798-3

Reference yield:

: (E)-4-{(3aS,4S,7S,7aR)-2-Hydroxy-7-[(2S,3S)-3-((1R,2S)-2-methanesulfonyloxy-1-methyl-propyl)-oxiranylmethyl]-tetrahydro-[1,3]dioxolo[4,5-c]pyran-4-yl}-3-methyl-but-2-enoic acid methyl ester

: 66262-52-0,66289-99-4,70470-40-5,85405-51-2,112709-80-5
methyl (13R)-monate

Guidance literature:: Multi-step reaction with 2 steps

1: dimethylformamide / 18 h / 80 °C

2: 1.) 10M hydrochloric acid; 2.) sodium hydrogen carbonate / 1.) 1,4-dioxane/water, 15 min; 2.) 1,4-dioxane/water, 3 h

With hydrogenchloride; sodium hydrogencarbonate; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)86798-3