(2E,6E)-(S)-8-((1R,2S,3S,4R)-3-Benzenesulfonylmethyl-2-benzyloxymethyl-3,4-dimethyl-cyclohexyl)-8-benzyloxymethoxy-2,6-dimethyl-octa-2,6-dien-1-ol

Base Information

Chemical Name:(2E,6E)-(S)-8-((1R,2S,3S,4R)-3-Benzenesulfonylmethyl-2-benzyloxymethyl-3,4-dimethyl-cyclohexyl)-8-benzyloxymethoxy-2,6-dimethyl-octa-2,6-dien-1-ol
CAS No.:182625-07-6
Molecular Formula:C₄₁H₅₄O₆S
Molecular Weight:674.942
Hs Code.:

Synonyms:(2E,6E)-(S)-8-((1R,2S,3S,4R)-3-Benzenesulfonylmethyl-2-benzyloxymethyl-3,4-dimethyl-cyclohexyl)-8-benzyloxymethoxy-2,6-dimethyl-octa-2,6-dien-1-ol

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Chemical Property of (2E,6E)-(S)-8-((1R,2S,3S,4R)-3-Benzenesulfonylmethyl-2-benzyloxymethyl-3,4-dimethyl-cyclohexyl)-8-benzyloxymethoxy-2,6-dimethyl-octa-2,6-dien-1-ol

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Technology Process of (2E,6E)-(S)-8-((1R,2S,3S,4R)-3-Benzenesulfonylmethyl-2-benzyloxymethyl-3,4-dimethyl-cyclohexyl)-8-benzyloxymethoxy-2,6-dimethyl-octa-2,6-dien-1-ol

There total 29 articles about (2E,6E)-(S)-8-((1R,2S,3S,4R)-3-Benzenesulfonylmethyl-2-benzyloxymethyl-3,4-dimethyl-cyclohexyl)-8-benzyloxymethoxy-2,6-dimethyl-octa-2,6-dien-1-ol 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: 73.0%

: 182625-06-5
[(2E,6E)-(S)-8-((1R,2S,3S,4R)-3-Benzenesulfonylmethyl-2-benzyloxymethyl-3,4-dimethyl-cyclohexyl)-8-benzyloxymethoxy-2,6-dimethyl-octa-2,6-dienyloxy]-tert-butyl-dimethyl-silane

: 182625-07-6
(2E,6E)-(S)-8-((1R,2S,3S,4R)-3-Benzenesulfonylmethyl-2-benzyloxymethyl-3,4-dimethyl-cyclohexyl)-8-benzyloxymethoxy-2,6-dimethyl-octa-2,6-dien-1-ol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; Ambient temperature;
DOI:10.1016/0040-4039(96)01585-7

Reference yield:

: 121389-70-6
(E)-2-methyl-hept-2-en-6-yn-1-ol

: 182625-07-6
(2E,6E)-(S)-8-((1R,2S,3S,4R)-3-Benzenesulfonylmethyl-2-benzyloxymethyl-3,4-dimethyl-cyclohexyl)-8-benzyloxymethoxy-2,6-dimethyl-octa-2,6-dien-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) Cp₂ZrCl₂; 2.) I₂ / 1.) CH₂Cl₂, 0 deg C to rt; 2.) THF, -30 deg C

2: 83 percent / imidazole / dimethylformamide / Ambient temperature

3: 72 percent / t-BuLi / tetrahydrofuran

4: 94 percent / i-Pr₂NEt / 50 °C

5: 73 percent / Bu₄NF / tetrahydrofuran / Ambient temperature

With 1H-imidazole; zirconocene dichloride; tetrabutyl ammonium fluoride; iodine; tert.-butyl lithium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(96)01585-7

Reference yield:

: (2E,6E)-7-iodo-2,6-dimethylhepta-2,6-dien-1-ol

: 182625-07-6
(2E,6E)-(S)-8-((1R,2S,3S,4R)-3-Benzenesulfonylmethyl-2-benzyloxymethyl-3,4-dimethyl-cyclohexyl)-8-benzyloxymethoxy-2,6-dimethyl-octa-2,6-dien-1-ol

Guidance literature:: Multi-step reaction with 4 steps

1: 83 percent / imidazole / dimethylformamide / Ambient temperature

2: 72 percent / t-BuLi / tetrahydrofuran

3: 94 percent / i-Pr₂NEt / 50 °C

4: 73 percent / Bu₄NF / tetrahydrofuran / Ambient temperature

With 1H-imidazole; tetrabutyl ammonium fluoride; tert.-butyl lithium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(96)01585-7