(2R,3S,6S)-2-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-6-iodomethyl-3-methyl-tetrahydro-pyran

Base Information

Chemical Name:(2R,3S,6S)-2-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-6-iodomethyl-3-methyl-tetrahydro-pyran
CAS No.:168333-74-2
Molecular Formula:C₁₆H₂₃IO₃S
Molecular Weight:422.327
Hs Code.:

Synonyms:(2R,3S,6S)-2-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-6-iodomethyl-3-methyl-tetrahydro-pyran

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Chemical Property of (2R,3S,6S)-2-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-6-iodomethyl-3-methyl-tetrahydro-pyran

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Technology Process of (2R,3S,6S)-2-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-6-iodomethyl-3-methyl-tetrahydro-pyran

There total 6 articles about (2R,3S,6S)-2-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-6-iodomethyl-3-methyl-tetrahydro-pyran 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: 95.0%

: 168333-73-1
[(2S,5S,6R)-6-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-5-methyl-tetrahydro-pyran-2-yl]-methanol

: 168333-74-2
(2R,3S,6S)-2-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-6-iodomethyl-3-methyl-tetrahydro-pyran

Guidance literature:: With methyltriphenoxyphosphonium iodide; In N,N-dimethyl-formamide; for 1h; Ambient temperature;
DOI:10.1016/S0040-4020(97)00229-9

Reference yield:

: 168333-71-9
[(2S,5S,6R)-5-Methyl-6-((Z)-2-phenylsulfanyl-2-triethylsilanyl-vinyl)-tetrahydro-pyran-2-yl]-methanol

: 168333-74-2
(2R,3S,6S)-2-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-6-iodomethyl-3-methyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / imidazole / dimethylformamide / 10 h / Ambient temperature

2: 94 percent / MCPBA, Na₂HPO₄ / CH₂Cl₂ / 1 h / Ambient temperature

3: 1.) LiBr, 2.) tetrabutylammonium fluoride / 1.) ether, hexane, -78 deg C, 20 min, 2.) THF, room temperature, 4 h.

4: 95 percent / methyltriphenoxyphosphonium iodide / dimethylformamide / 1 h / Ambient temperature

With 1H-imidazole; disodium hydrogenphosphate; tetrabutyl ammonium fluoride; methyltriphenoxyphosphonium iodide; 3-chloro-benzenecarboperoxoic acid; lithium bromide; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(97)00229-9

Reference yield:

: 168333-70-8
Acetic acid (2S,5S,6R)-5-methyl-6-((Z)-2-phenylsulfanyl-2-triethylsilanyl-vinyl)-tetrahydro-pyran-2-ylmethyl ester

: 168333-74-2
(2R,3S,6S)-2-((S)-2-Benzenesulfonyl-1-methyl-ethyl)-6-iodomethyl-3-methyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / NaOMe / methanol / 1 h / 0 °C

2: 94 percent / imidazole / dimethylformamide / 10 h / Ambient temperature

3: 94 percent / MCPBA, Na₂HPO₄ / CH₂Cl₂ / 1 h / Ambient temperature

4: 1.) LiBr, 2.) tetrabutylammonium fluoride / 1.) ether, hexane, -78 deg C, 20 min, 2.) THF, room temperature, 4 h.

5: 95 percent / methyltriphenoxyphosphonium iodide / dimethylformamide / 1 h / Ambient temperature

With 1H-imidazole; disodium hydrogenphosphate; tetrabutyl ammonium fluoride; methyltriphenoxyphosphonium iodide; sodium methylate; 3-chloro-benzenecarboperoxoic acid; lithium bromide; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(97)00229-9