((1R,6S)-3-Benzenesulfonylmethyl-6-benzyloxy-1-methyl-cyclohex-2-enyl)-methanol

Base Information

Chemical Name:((1R,6S)-3-Benzenesulfonylmethyl-6-benzyloxy-1-methyl-cyclohex-2-enyl)-methanol
CAS No.:188052-24-6
Molecular Formula:C₂₂H₂₆O₄S
Molecular Weight:386.512
Hs Code.:

Synonyms:((1R,6S)-3-Benzenesulfonylmethyl-6-benzyloxy-1-methyl-cyclohex-2-enyl)-methanol

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of ((1R,6S)-3-Benzenesulfonylmethyl-6-benzyloxy-1-methyl-cyclohex-2-enyl)-methanol

Chemical Property:

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Technology Process of ((1R,6S)-3-Benzenesulfonylmethyl-6-benzyloxy-1-methyl-cyclohex-2-enyl)-methanol

There total 21 articles about ((1R,6S)-3-Benzenesulfonylmethyl-6-benzyloxy-1-methyl-cyclohex-2-enyl)-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: 86.0%

: 188052-23-5
((1R,6S)-3-Benzenesulfonylmethyl-6-benzyloxy-1-methyl-cyclohex-2-enylmethoxy)-tert-butyl-dimethyl-silane

: 188052-24-6
((1R,6S)-3-Benzenesulfonylmethyl-6-benzyloxy-1-methyl-cyclohex-2-enyl)-methanol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 25 ℃;
DOI:10.1016/S0040-4039(97)00094-4

Reference yield:

: 100-39-0
benzyl bromide

: 188052-24-6
((1R,6S)-3-Benzenesulfonylmethyl-6-benzyloxy-1-methyl-cyclohex-2-enyl)-methanol

Guidance literature:: Multi-step reaction with 7 steps

1: 91 percent / KI, KH / tetrahydrofuran / 25 °C

2: 76 percent / I₂ / tetrahydrofuran; H₂O / 25 °C

3: 1.) LiBH₄; 2.) DBU / 1.) THF, -5 deg C; 2.) CH₂Cl₂, 25 deg C

4: 98 percent / n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 - 25 °C

5: 86 percent / imidazole / dimethylformamide / 25 °C

6: 56 percent / Burgess reagent / toluene / 110 °C

7: 86 percent / TBAF / tetrahydrofuran / 25 °C

With 1H-imidazole; lithium borohydride; n-butyllithium; Burgess Reagent; tetrabutyl ammonium fluoride; iodine; potassium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium iodide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(97)00094-4

Reference yield:

: 188052-17-7
(2'S)-1-methoxy-6-{[2'-(methoxymethyl)pyrrolidinyl]carbonyl}-1,4-cyclohexadiene

: 188052-24-6
((1R,6S)-3-Benzenesulfonylmethyl-6-benzyloxy-1-methyl-cyclohex-2-enyl)-methanol

Guidance literature:: Multi-step reaction with 9 steps

1: 1.) n-BuLi / 1.) THF, -78 deg C -> 25 deg C, then 0 deg C; 2.) THF, HMPA, -78 deg C

2: Zn(BH₄)2 / diethyl ether

3: 91 percent / KI, KH / tetrahydrofuran / 25 °C

4: 76 percent / I₂ / tetrahydrofuran; H₂O / 25 °C

5: 1.) LiBH₄; 2.) DBU / 1.) THF, -5 deg C; 2.) CH₂Cl₂, 25 deg C

6: 98 percent / n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 - 25 °C

7: 86 percent / imidazole / dimethylformamide / 25 °C

8: 56 percent / Burgess reagent / toluene / 110 °C

9: 86 percent / TBAF / tetrahydrofuran / 25 °C

With 1H-imidazole; lithium borohydride; n-butyllithium; zinc(II) tetrahydroborate; Burgess Reagent; tetrabutyl ammonium fluoride; iodine; potassium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; potassium iodide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; water; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4039(97)00094-4