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

Base Information

Chemical Name:[(2S,3S,6S)-6-((R)-2-Benzenesulfonyl-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol
CAS No.:189832-21-1
Molecular Formula:C₁₆H₂₄O₄S
Molecular Weight:312.43
Hs Code.:

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

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Chemical Property of [(2S,3S,6S)-6-((R)-2-Benzenesulfonyl-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol

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Technology Process of [(2S,3S,6S)-6-((R)-2-Benzenesulfonyl-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol

There total 9 articles about [(2S,3S,6S)-6-((R)-2-Benzenesulfonyl-1-methyl-ethyl)-3-methyl-tetrahydro-pyran-2-yl]-methanol 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:

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

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

Guidance literature:: Multi-step reaction with 7 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.

With 1H-imidazole; sodium hexachloroplatinate; disodium hydrogenphosphate; 4 A molecular sieve; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; 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

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

Guidance literature:: Multi-step reaction with 8 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.

With pyridine; 1H-imidazole; sodium hexachloroplatinate; disodium hydrogenphosphate; 4 A molecular sieve; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; 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:

: 168333-78-6
[(1S,2S,5R)-2-Methyl-6,8-dioxa-bicyclo[3.2.1]oct-(4E)-ylidene]-hydrazine

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

Guidance literature:: Multi-step reaction with 9 steps

1: 75 percent / NaH / dimethylsulfoxide / 1 h

2: 87 percent / Py / Ambient temperature

3: 99 percent / TsOH*H₂O / CH₂Cl₂ / 2.5 h / Ambient temperature

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

5: 90 percent / Na₂PtCl₆*6H₂O, Et₃N / 1,2-dichloro-ethane; propan-2-ol / 0.5 h / 90 °C

6: 1.52 g / NaOMe / methanol / 2 h / 0 °C

7: 1.65 g / Na₂HPO₄, MCPBA / CH₂Cl₂ / 11 h / 0 °C

8: imidazole / dimethylformamide / 0.83 h / Ambient temperature

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

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