(2S,3S,4R,5S,6S,7S)-1-benzyloxy-2,4,6-trimethyl-8-((2S,4R,6S)-2-methyl-4-methoxytetrahydropyran-6-yl)-3,5-di-tert-butylsilylenedioxyoctan-7-ol

Base Information

Chemical Name:(2S,3S,4R,5S,6S,7S)-1-benzyloxy-2,4,6-trimethyl-8-((2S,4R,6S)-2-methyl-4-methoxytetrahydropyran-6-yl)-3,5-di-tert-butylsilylenedioxyoctan-7-ol
CAS No.:142144-30-7
Molecular Formula:C₃₃H₅₈O₆Si
Molecular Weight:578.905
Hs Code.:

Synonyms:(2S,3S,4R,5S,6S,7S)-1-benzyloxy-2,4,6-trimethyl-8-((2S,4R,6S)-2-methyl-4-methoxytetrahydropyran-6-yl)-3,5-di-tert-butylsilylenedioxyoctan-7-ol

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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 (2S,3S,4R,5S,6S,7S)-1-benzyloxy-2,4,6-trimethyl-8-((2S,4R,6S)-2-methyl-4-methoxytetrahydropyran-6-yl)-3,5-di-tert-butylsilylenedioxyoctan-7-ol

Chemical Property:

Purity/Quality:: 98% ^*data from raw suppliers

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Technology Process of (2S,3S,4R,5S,6S,7S)-1-benzyloxy-2,4,6-trimethyl-8-((2S,4R,6S)-2-methyl-4-methoxytetrahydropyran-6-yl)-3,5-di-tert-butylsilylenedioxyoctan-7-ol

There total 8 articles about (2S,3S,4R,5S,6S,7S)-1-benzyloxy-2,4,6-trimethyl-8-((2S,4R,6S)-2-methyl-4-methoxytetrahydropyran-6-yl)-3,5-di-tert-butylsilylenedioxyoctan-7-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: 80.0%

: 142144-29-4
(E)-(2S,3S,4R,5R)-1-benzyloxy-2,4,6-trimethyl-8-((2S,4R,6S)-2-methyl-4-methoxytetrahydropyran-6-yl)-3,5-di-tert-butylsilylenedioxyoct-6-ene

: 142144-30-7
(2S,3S,4R,5S,6S,7S)-1-benzyloxy-2,4,6-trimethyl-8-((2S,4R,6S)-2-methyl-4-methoxytetrahydropyran-6-yl)-3,5-di-tert-butylsilylenedioxyoctan-7-ol

Guidance literature:: With sodium hydroxide; thexylborane; dihydrogen peroxide; In tetrahydrofuran; 0 deg C, 2 h, room temp., 1 h; 0 to 20 deg C, 1 h;
DOI:10.1016/0040-4020(95)00546-K

Reference yield:

: 237056-36-9
(2S,4R,6RS)-2-methyl-4,6-dimethoxytetrahydropyran

: 142144-30-7
(2S,3S,4R,5S,6S,7S)-1-benzyloxy-2,4,6-trimethyl-8-((2S,4R,6S)-2-methyl-4-methoxytetrahydropyran-6-yl)-3,5-di-tert-butylsilylenedioxyoctan-7-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 96 percent / Me₃SiOTf / acetonitrile / 0.03 h / -20 °C

2: 1) O₃, NaHCO₃(s), 2) Me₂S / 1) CH₂Cl₂/MeOH, -78 deg C, 10 min, 2) 20 deg C,

3: benzene / 18 h / Heating

5: 84 percent / Me₄NBH(OAc)3 / acetic acid; acetonitrile / 19 h / -20 °C

6: 86 percent / 2,6-lutidine / CH₂Cl₂ / 17 h / 20 °C

7: 1) thexylborane, 2) H₂O₂/NaOH / 1) THF, 20 deg C, 3 h, 2) 1 h

With 2,6-dimethylpyridine; sodium hydroxide; dimethylsulfide; thexylborane; dihydrogen peroxide; sodium hydrogencarbonate; ozone; tetramethylammonium triacetoxyborohydride; trimethylsilyl trifluoromethanesulfonate; In dichloromethane; acetic acid; acetonitrile; benzene;
DOI:10.1016/S0040-4039(00)78876-9

Reference yield:

: 116546-78-2
(S)-1-benzyloxy-2-methylpentan-3-one

: 142144-30-7
(2S,3S,4R,5S,6S,7S)-1-benzyloxy-2,4,6-trimethyl-8-((2S,4R,6S)-2-methyl-4-methoxytetrahydropyran-6-yl)-3,5-di-tert-butylsilylenedioxyoctan-7-ol

Guidance literature:: Multi-step reaction with 4 steps

2: 84 percent / Me₄NBH(OAc)3 / acetic acid; acetonitrile / 19 h / -20 °C

3: 86 percent / 2,6-lutidine / CH₂Cl₂ / 17 h / 20 °C

4: 1) thexylborane, 2) H₂O₂/NaOH / 1) THF, 20 deg C, 3 h, 2) 1 h

With 2,6-dimethylpyridine; sodium hydroxide; thexylborane; dihydrogen peroxide; tetramethylammonium triacetoxyborohydride; In dichloromethane; acetic acid; acetonitrile;
DOI:10.1016/S0040-4039(00)78876-9