1,2-dideoxy-3,4-di-O-isopropylidene-5-O-(4-methoxybenzyl)-6-S-phenylthio-L-lyxo-hex-1-enitol

Base Information

Chemical Name:1,2-dideoxy-3,4-di-O-isopropylidene-5-O-(4-methoxybenzyl)-6-S-phenylthio-L-lyxo-hex-1-enitol
CAS No.:1400742-75-7
Molecular Formula:C₂₃H₂₈O₄S
Molecular Weight:400.539
Hs Code.:

Synonyms:1,2-dideoxy-3,4-di-O-isopropylidene-5-O-(4-methoxybenzyl)-6-S-phenylthio-L-lyxo-hex-1-enitol

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Chemical Property of 1,2-dideoxy-3,4-di-O-isopropylidene-5-O-(4-methoxybenzyl)-6-S-phenylthio-L-lyxo-hex-1-enitol

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Technology Process of 1,2-dideoxy-3,4-di-O-isopropylidene-5-O-(4-methoxybenzyl)-6-S-phenylthio-L-lyxo-hex-1-enitol

There total 6 articles about 1,2-dideoxy-3,4-di-O-isopropylidene-5-O-(4-methoxybenzyl)-6-S-phenylthio-L-lyxo-hex-1-enitol 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: 81.0%

: 1400742-74-6
1,2-dideoxy-3,4-di-O-isopropylidene-6-S-phenylthio-L-lyxo-hex-1-enitol

: 2746-25-0
p-Methoxybenzyl bromide

: 1400742-75-7
1,2-dideoxy-3,4-di-O-isopropylidene-5-O-(4-methoxybenzyl)-6-S-phenylthio-L-lyxo-hex-1-enitol

Guidance literature:: With 1H-imidazole; tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 16h; Inert atmosphere;
DOI:10.3390/molecules17077709

Reference yield:

: C₂₆H₃₆O₆SSi

: 1400742-75-7
1,2-dideoxy-3,4-di-O-isopropylidene-5-O-(4-methoxybenzyl)-6-S-phenylthio-L-lyxo-hex-1-enitol

Guidance literature:: Multi-step reaction with 3 steps

1.1: tetrabutyl ammonium fluoride; potassium carbonate / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

1.2: 16 h / Inert atmosphere

2.1: tetrahydrofuran / 16 h / 0 - 20 °C / Inert atmosphere

3.1: 1H-imidazole; tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 16 h / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;
DOI:10.3390/molecules17077709

Reference yield:

: 681853-93-0
(1R)-(-)-1-[(4R,5S)-2,2-dimethyl-5-vinyl-1,3-dioxolan-4-yl]-2-(tert-butyldiphenylsilyloxy)ethan-1-ol

: 1400742-75-7
1,2-dideoxy-3,4-di-O-isopropylidene-5-O-(4-methoxybenzyl)-6-S-phenylthio-L-lyxo-hex-1-enitol

Guidance literature:: Multi-step reaction with 4 steps

1.1: triethylamine / dichloromethane / 16 h / 0 - 20 °C / Inert atmosphere

2.1: tetrabutyl ammonium fluoride; potassium carbonate / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

2.2: 16 h / Inert atmosphere

3.1: tetrahydrofuran / 16 h / 0 - 20 °C / Inert atmosphere

4.1: 1H-imidazole; tetra-(n-butyl)ammonium iodide; sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 16 h / 0 - 20 °C / Inert atmosphere

With 1H-imidazole; tetrabutyl ammonium fluoride; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; mineral oil;
DOI:10.3390/molecules17077709