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

Base Information

Chemical Name:(2S,3S,6S)-6-((R)-2-Benzenesulfonyl-1-methyl-ethyl)-2-iodomethyl-3-methyl-tetrahydro-pyran
CAS No.:189832-22-2
Molecular Formula:C₁₆H₂₃IO₃S
Molecular Weight:422.327
Hs Code.:

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

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

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

There total 10 articles about (2S,3S,6S)-6-((R)-2-Benzenesulfonyl-1-methyl-ethyl)-2-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: 88.0%

: 189832-21-1
[(2S,3S,6S)-6-((R)-2-Benzenesulfonyl-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol

: 189832-22-2
(2S,3S,6S)-6-((R)-2-Benzenesulfonyl-1-methyl-ethyl)-2-iodomethyl-3-methyl-tetrahydro-pyran

Guidance literature:: With methyltriphenoxyphosphonium iodide; In N,N-dimethyl-formamide; for 0.5h; Ambient temperature;
DOI:10.1016/S0040-4020(97)00229-9

Reference yield:

: 98815-75-9
6-O-acetyl-1,5-anhydro-2,3,4-trideoxy-4-C-methyl-D-erythro-hex-1-enitol

: 189832-22-2
(2S,3S,6S)-6-((R)-2-Benzenesulfonyl-1-methyl-ethyl)-2-iodomethyl-3-methyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 8 steps

1: 99 percent / TsOH*H₂O / CH₂Cl₂ / 2.5 h / Ambient temperature

2: 62 percent / BF₃*Et₂O, molecular sieve 4 Angstroem / acetonitrile / 0.17 h / 0 °C

3: 90 percent / Na₂PtCl₆*6H₂O, Et₃N / 1,2-dichloro-ethane; propan-2-ol / 0.5 h / 90 °C

4: 1.52 g / NaOMe / methanol / 2 h / 0 °C

5: 1.65 g / Na₂HPO₄, MCPBA / CH₂Cl₂ / 11 h / 0 °C

6: imidazole / dimethylformamide / 0.83 h / Ambient temperature

7: 1.) LiBr, 2.) tetrabutylammonium fluoride / 1.) hexane, ether, -78 deg C, 25 min, 2.) THF, 10 h.

8: 88 percent / methyltriphenoxyphosphonium iodide / dimethylformamide / 0.5 h / Ambient temperature

With 1H-imidazole; sodium hexachloroplatinate; disodium hydrogenphosphate; 4 A molecular sieve; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; methyltriphenoxyphosphonium iodide; sodium methylate; toluene-4-sulfonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium bromide; In methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;
DOI:10.1016/S0040-4020(97)00229-9

Reference yield:

: 168333-79-7
((2S,3S)-3-Methyl-3,4-dihydro-2H-pyran-2-yl)-methanol

: 189832-22-2
(2S,3S,6S)-6-((R)-2-Benzenesulfonyl-1-methyl-ethyl)-2-iodomethyl-3-methyl-tetrahydro-pyran

Guidance literature:: Multi-step reaction with 9 steps

1: 87 percent / Py / Ambient temperature

2: 99 percent / TsOH*H₂O / CH₂Cl₂ / 2.5 h / Ambient temperature

3: 62 percent / BF₃*Et₂O, molecular sieve 4 Angstroem / acetonitrile / 0.17 h / 0 °C

4: 90 percent / Na₂PtCl₆*6H₂O, Et₃N / 1,2-dichloro-ethane; propan-2-ol / 0.5 h / 90 °C

5: 1.52 g / NaOMe / methanol / 2 h / 0 °C

6: 1.65 g / Na₂HPO₄, MCPBA / CH₂Cl₂ / 11 h / 0 °C

7: imidazole / dimethylformamide / 0.83 h / Ambient temperature

8: 1.) LiBr, 2.) tetrabutylammonium fluoride / 1.) hexane, ether, -78 deg C, 25 min, 2.) THF, 10 h.

9: 88 percent / methyltriphenoxyphosphonium iodide / dimethylformamide / 0.5 h / Ambient temperature

With pyridine; 1H-imidazole; sodium hexachloroplatinate; disodium hydrogenphosphate; 4 A molecular sieve; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; methyltriphenoxyphosphonium iodide; sodium methylate; toluene-4-sulfonic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; lithium bromide; In methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; isopropyl alcohol; acetonitrile;
DOI:10.1016/S0040-4020(97)00229-9