(2R,4S,5S,6S)-5-tert-butyldimethylsilyloxy-7-(4-methoxybenzyl)oxy-2,4,6-trimethylheptanol

Base Information

Chemical Name:(2R,4S,5S,6S)-5-tert-butyldimethylsilyloxy-7-(4-methoxybenzyl)oxy-2,4,6-trimethylheptanol
CAS No.:114144-63-7
Molecular Formula:C₂₄H₄₄O₄Si
Molecular Weight:424.696
Hs Code.:

Synonyms:(2R,4S,5S,6S)-5-tert-butyldimethylsilyloxy-7-(4-methoxybenzyl)oxy-2,4,6-trimethylheptanol

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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 (2R,4S,5S,6S)-5-tert-butyldimethylsilyloxy-7-(4-methoxybenzyl)oxy-2,4,6-trimethylheptanol

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Technology Process of (2R,4S,5S,6S)-5-tert-butyldimethylsilyloxy-7-(4-methoxybenzyl)oxy-2,4,6-trimethylheptanol

There total 6 articles about (2R,4S,5S,6S)-5-tert-butyldimethylsilyloxy-7-(4-methoxybenzyl)oxy-2,4,6-trimethylheptanol 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: 77.0%

: 114144-62-6
1-[(2S,3S,4S,6R)-3,7-Bis-(tert-butyl-dimethyl-silanyloxy)-2,4,6-trimethyl-heptyloxymethyl]-4-methoxy-benzene

: 114144-63-7
(2R,4S,5S,6S)-5-tert-butyldimethylsilyloxy-7-(4-methoxybenzyl)oxy-2,4,6-trimethylheptanol

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 10h; Ambient temperature;
DOI:10.1248/cpb.35.2196

Reference yield:

: 90093-98-4
(2S,3R,5S,6S)-2-isopropyloxy-3,5-dimethyl-6-<1(S)-methyl-2-hydroxyethyl>tetrahydropyran

: 114144-63-7
(2R,4S,5S,6S)-5-tert-butyldimethylsilyloxy-7-(4-methoxybenzyl)oxy-2,4,6-trimethylheptanol

Guidance literature:: Multi-step reaction with 5 steps

1: 99 percent / NaH / tetrahydrofuran; dimethylsulfoxide / Ambient temperature

2: 81 percent / 1 N HCl / tetrahydrofuran / 5 h / 50 °C

3: 95 percent / NaBH₄, CaCl₂ / ethanol / 3 h / Ambient temperature

4: 94 percent / imidazole / dimethylformamide / 30 h / 90 °C

5: 77 percent / Bu₄NF / tetrahydrofuran / 10 h / Ambient temperature

With 1H-imidazole; hydrogenchloride; sodium tetrahydroborate; tetrabutyl ammonium fluoride; sodium hydride; calcium chloride; In tetrahydrofuran; ethanol; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1248/cpb.35.2196

Reference yield:

: 90074-07-0
(2R,4S,5S,6S)-7-(4-methoxybenzyl)oxy-2,4,6-trimethylheptane-1,5-diol

: 114144-63-7
(2R,4S,5S,6S)-5-tert-butyldimethylsilyloxy-7-(4-methoxybenzyl)oxy-2,4,6-trimethylheptanol

Guidance literature:: Multi-step reaction with 2 steps

1: 94 percent / imidazole / dimethylformamide / 30 h / 90 °C

2: 77 percent / Bu₄NF / tetrahydrofuran / 10 h / Ambient temperature

With 1H-imidazole; tetrabutyl ammonium fluoride; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1248/cpb.35.2196