(2S,6S)-8-(benzyloxy)-1-<(tert-butyldimethylsilyl)oxy>-2,6-dimethyl-5-(phenylsulfonyl)octane

Base Information

Chemical Name:(2S,6S)-8-(benzyloxy)-1-<(tert-butyldimethylsilyl)oxy>-2,6-dimethyl-5-(phenylsulfonyl)octane
CAS No.:188692-79-7
Molecular Formula:C₂₉H₄₆O₄SSi
Molecular Weight:518.833
Hs Code.:

Synonyms:(2S,6S)-8-(benzyloxy)-1-<(tert-butyldimethylsilyl)oxy>-2,6-dimethyl-5-(phenylsulfonyl)octane

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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,6S)-8-(benzyloxy)-1-<(tert-butyldimethylsilyl)oxy>-2,6-dimethyl-5-(phenylsulfonyl)octane

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Technology Process of (2S,6S)-8-(benzyloxy)-1-<(tert-butyldimethylsilyl)oxy>-2,6-dimethyl-5-(phenylsulfonyl)octane

There total 12 articles about (2S,6S)-8-(benzyloxy)-1-<(tert-butyldimethylsilyl)oxy>-2,6-dimethyl-5-(phenylsulfonyl)octane 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%

: 156592-94-8
(3S)-1-<(tert-butyldimethylsilyl)oxy>-4-iodo-3-methylbutane

: 88408-99-5
(2S)-4-(benzyloxy)-1-(phenylsulfonyl)-2-methylbutane

: 188692-79-7
(2S,6S)-8-(benzyloxy)-1-<(tert-butyldimethylsilyl)oxy>-2,6-dimethyl-5-(phenylsulfonyl)octane

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; In tetrahydrofuran; hexane; 1.) -78 deg C, 20 min; room temperature, 10 min, 2.) -25 deg C, 1 h; room temperature, 1 h;
DOI:10.1021/jo962327h

Reference yield:

: 188692-77-5
(3S)-4-<(1-ethoxyethyl)oxy>-3-methylbutanenitrile

: 188692-79-7
(2S,6S)-8-(benzyloxy)-1-<(tert-butyldimethylsilyl)oxy>-2,6-dimethyl-5-(phenylsulfonyl)octane

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) 2N HCl, 2.) imidazole / 1.) THF, room temperature, 2 h, 2.) DMF, room temperature, 2 h

2: 1.) DIBAH, 2.) DIBAH / 1.) toluene, -78 deg C, 15 min, 2.) toluene, -78 deg C, 10 min

3: 85 percent / imidazole, PPh₃, I₂ / benzene / 1 h / Ambient temperature

4: 73 percent / n-BuLi, HMPA / tetrahydrofuran; hexane / 1.) -78 deg C, 20 min; room temperature, 10 min, 2.) -25 deg C, 1 h; room temperature, 1 h

With 1H-imidazole; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; iodine; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; hexane; benzene;
DOI:10.1021/jo962327h

Reference yield:

: 156592-93-7
(3S)-4-<(tert-butyldimethylsilyl)oxy>-3-methylbutanol

: 188692-79-7
(2S,6S)-8-(benzyloxy)-1-<(tert-butyldimethylsilyl)oxy>-2,6-dimethyl-5-(phenylsulfonyl)octane

Guidance literature:: Multi-step reaction with 2 steps

1: 85 percent / imidazole, PPh₃, I₂ / benzene / 1 h / Ambient temperature

2: 73 percent / n-BuLi, HMPA / tetrahydrofuran; hexane / 1.) -78 deg C, 20 min; room temperature, 10 min, 2.) -25 deg C, 1 h; room temperature, 1 h

With 1H-imidazole; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; iodine; triphenylphosphine; In tetrahydrofuran; hexane; benzene;
DOI:10.1021/jo962327h