(1S,2S,3S,6R)-6-Benzenesulfonylmethyl-3-benzyloxy-2-hydroxymethyl-2-methyl-cyclohexanol

Base Information

Chemical Name:(1S,2S,3S,6R)-6-Benzenesulfonylmethyl-3-benzyloxy-2-hydroxymethyl-2-methyl-cyclohexanol
CAS No.:188052-22-4
Molecular Formula:C₂₂H₂₈O₅S
Molecular Weight:404.527
Hs Code.:

Synonyms:(1S,2S,3S,6R)-6-Benzenesulfonylmethyl-3-benzyloxy-2-hydroxymethyl-2-methyl-cyclohexanol

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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 (1S,2S,3S,6R)-6-Benzenesulfonylmethyl-3-benzyloxy-2-hydroxymethyl-2-methyl-cyclohexanol

Chemical Property:

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Technology Process of (1S,2S,3S,6R)-6-Benzenesulfonylmethyl-3-benzyloxy-2-hydroxymethyl-2-methyl-cyclohexanol

There total 7 articles about (1S,2S,3S,6R)-6-Benzenesulfonylmethyl-3-benzyloxy-2-hydroxymethyl-2-methyl-cyclohexanol 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: 98.0%

: 3112-85-4
methylphenylsulfonate

: 188052-21-3
((1R,2R,3S,6S)-3-Benzyloxy-2-methyl-7-oxa-bicyclo[4.1.0]hept-2-yl)-methanol

: 188052-22-4
(1S,2S,3S,6R)-6-Benzenesulfonylmethyl-3-benzyloxy-2-hydroxymethyl-2-methyl-cyclohexanol

Guidance literature:: With n-butyllithium; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -78 - 25 ℃;
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

: 188052-22-4
(1S,2S,3S,6R)-6-Benzenesulfonylmethyl-3-benzyloxy-2-hydroxymethyl-2-methyl-cyclohexanol

Guidance literature:: Multi-step reaction with 6 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

With lithium borohydride; n-butyllithium; zinc(II) tetrahydroborate; 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;
DOI:10.1016/S0040-4039(97)00094-4

Reference yield:

: 100-39-0
benzyl bromide

: 188052-22-4
(1S,2S,3S,6R)-6-Benzenesulfonylmethyl-3-benzyloxy-2-hydroxymethyl-2-methyl-cyclohexanol

Guidance literature:: Multi-step reaction with 4 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

With lithium borohydride; n-butyllithium; 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;
DOI:10.1016/S0040-4039(97)00094-4