(S)-1-(2-furyl)-1-O-<2'-trimethylsilylethoxy)methyl>-2-O-benzyl-1,2-ethanediol

Base Information

Chemical Name:(S)-1-(2-furyl)-1-O-<2'-trimethylsilylethoxy)methyl>-2-O-benzyl-1,2-ethanediol
CAS No.:160053-92-9
Molecular Formula:C₁₉H₂₈O₄Si
Molecular Weight:348.514
Hs Code.:

Synonyms:(S)-1-(2-furyl)-1-O-<2'-trimethylsilylethoxy)methyl>-2-O-benzyl-1,2-ethanediol

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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 (S)-1-(2-furyl)-1-O-<2'-trimethylsilylethoxy)methyl>-2-O-benzyl-1,2-ethanediol

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Technology Process of (S)-1-(2-furyl)-1-O-<2'-trimethylsilylethoxy)methyl>-2-O-benzyl-1,2-ethanediol

There total 5 articles about (S)-1-(2-furyl)-1-O-<2'-trimethylsilylethoxy)methyl>-2-O-benzyl-1,2-ethanediol 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: 94.0%

: 100-39-0
benzyl bromide

: 160053-90-7
(S)-1-(2-furyl)-1-O-<2'-(trimethylsilylethoxy)methyl>-1,2-ethanediol

: 160053-92-9
(S)-1-(2-furyl)-1-O-<2'-trimethylsilylethoxy)methyl>-2-O-benzyl-1,2-ethanediol

Guidance literature:: With sodium hydroxide; tetrabutylammomium bromide; In dichloromethane;
DOI:10.1016/0957-4166(94)80033-2

Reference yield:

: 614-99-3
Ethyl 2-furoate

: 160053-92-9
(S)-1-(2-furyl)-1-O-<2'-trimethylsilylethoxy)methyl>-2-O-benzyl-1,2-ethanediol

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) LDA / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, 10 min

2: 1.) ZnCl₂, 2.) DIBALH / 1.) THF, RT, 30 min, 2.) THF, -78 deg C, 5 h

3: 95 percent / diisopropylethylamine / CH₂Cl₂ / 5 h / 40 °C

4: 1.) collidine, trifluoroacetic anhydride, 2.) aq. NaHCO₃, NaBH₄ / 1.) CH₃CN, 0 deg C, 30 min, 2.) CH₃CN, RT, 10 min

5: 94 percent / 50percent aq. NaOH, tetra n-butyl ammonium bromide / CH₂Cl₂

With 2,3,5-trimethyl-pyridine; sodium hydroxide; sodium tetrahydroborate; tetrabutylammomium bromide; diisobutylaluminium hydride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride; zinc(II) chloride; lithium diisopropyl amide; In dichloromethane;
DOI:10.1016/0957-4166(94)80033-2

Reference yield:

: 160053-83-8
<(S)R>-1-(2-furyl)-1-oxo-2-p-tolylsulfinylethane

: 160053-92-9
(S)-1-(2-furyl)-1-O-<2'-trimethylsilylethoxy)methyl>-2-O-benzyl-1,2-ethanediol

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) ZnCl₂, 2.) DIBALH / 1.) THF, RT, 30 min, 2.) THF, -78 deg C, 5 h

2: 95 percent / diisopropylethylamine / CH₂Cl₂ / 5 h / 40 °C

3: 1.) collidine, trifluoroacetic anhydride, 2.) aq. NaHCO₃, NaBH₄ / 1.) CH₃CN, 0 deg C, 30 min, 2.) CH₃CN, RT, 10 min

4: 94 percent / 50percent aq. NaOH, tetra n-butyl ammonium bromide / CH₂Cl₂

With 2,3,5-trimethyl-pyridine; sodium hydroxide; sodium tetrahydroborate; tetrabutylammomium bromide; diisobutylaluminium hydride; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic anhydride; zinc(II) chloride; In dichloromethane;
DOI:10.1016/0957-4166(94)80033-2