(2R,3S,5R,6S)-tetrahydro-2-[(methoxymethoxy)methyl]-5-(phenylthio)-6-(prop-2-enyl)-2H-pyran-3-ol

Base Information

Chemical Name:(2R,3S,5R,6S)-tetrahydro-2-[(methoxymethoxy)methyl]-5-(phenylthio)-6-(prop-2-enyl)-2H-pyran-3-ol
CAS No.:745032-79-5
Molecular Formula:C₁₉H₂₆O₅S
Molecular Weight:366.478
Hs Code.:

Synonyms:(2R,3S,5R,6S)-tetrahydro-2-[(methoxymethoxy)methyl]-5-(phenylthio)-6-(prop-2-enyl)-2H-pyran-3-ol

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Chemical Property of (2R,3S,5R,6S)-tetrahydro-2-[(methoxymethoxy)methyl]-5-(phenylthio)-6-(prop-2-enyl)-2H-pyran-3-ol

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Technology Process of (2R,3S,5R,6S)-tetrahydro-2-[(methoxymethoxy)methyl]-5-(phenylthio)-6-(prop-2-enyl)-2H-pyran-3-ol

There total 6 articles about (2R,3S,5R,6S)-tetrahydro-2-[(methoxymethoxy)methyl]-5-(phenylthio)-6-(prop-2-enyl)-2H-pyran-3-ol 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:

: 107-30-2
chloromethyl methyl ether

: 745032-78-4
(2R,3S,5R,6S)-3-(acetyloxy)-tetrahydro-5-(phenylthio)-6-(prop-2-enyl)-2H-pyran-2-methanol

: 745032-79-5
(2R,3S,5R,6S)-tetrahydro-2-[(methoxymethoxy)methyl]-5-(phenylthio)-6-(prop-2-enyl)-2H-pyran-3-ol

: Acetic acid (2R,3S,5R,6R)-6-allyl-2-methoxymethoxymethyl-5-phenylsulfanyl-tetrahydro-pyran-3-yl ester

Guidance literature:: With tetra-(n-butyl)ammonium iodide; N-isopropylethylamine; In dichloromethane; at 0 - 20 ℃; for 22h;
DOI:10.1002/hlca.200490096

Reference yield:

: 108-98-5
thiophenol

: 745032-79-5
(2R,3S,5R,6S)-tetrahydro-2-[(methoxymethoxy)methyl]-5-(phenylthio)-6-(prop-2-enyl)-2H-pyran-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: Et₃N / CH₂Cl₂ / 24 h / 20 °C

1.2: 90 percent / LiEt₃BH / tetrahydrofuran / 0.5 h / -78 °C

2.1: 7.99 g / N,N-dimethylpyridin-4-amine / pyridine; CH₂Cl₂ / 1 h / 20 °C

3.1: BF₃*OEt; Me₃SiOSO₂CF₃ / nitromethane / 3.5 h / -20 °C

4.1: Bu₄NI; iPrNEt / CH₂Cl₂ / 22 h / 0 - 20 °C

With dmap; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; N-isopropylethylamine; triethylamine; In pyridine; nitromethane; dichloromethane;
DOI:10.1002/hlca.200490096

Reference yield:

: 33647-85-7
isolevoglucosenone

: 745032-79-5
(2R,3S,5R,6S)-tetrahydro-2-[(methoxymethoxy)methyl]-5-(phenylthio)-6-(prop-2-enyl)-2H-pyran-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: Et₃N / CH₂Cl₂ / 24 h / 20 °C

1.2: 90 percent / LiEt₃BH / tetrahydrofuran / 0.5 h / -78 °C

2.1: 7.99 g / N,N-dimethylpyridin-4-amine / pyridine; CH₂Cl₂ / 1 h / 20 °C

3.1: BF₃*OEt; Me₃SiOSO₂CF₃ / nitromethane / 3.5 h / -20 °C

4.1: Bu₄NI; iPrNEt / CH₂Cl₂ / 22 h / 0 - 20 °C

With dmap; trimethylsilyl trifluoromethanesulfonate; boron trifluoride diethyl etherate; tetra-(n-butyl)ammonium iodide; N-isopropylethylamine; triethylamine; In pyridine; nitromethane; dichloromethane;
DOI:10.1002/hlca.200490096