(2S)-2-((2S,5S,6S)-6-[(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl]-5-methyltetrahydro-2H-pyran-2-yl)propanoic acid

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Chemical Name:(2S)-2-((2S,5S,6S)-6-[(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl]-5-methyltetrahydro-2H-pyran-2-yl)propanoic acid
CAS No.:460997-53-9
Molecular Formula:C₂₈H₄₀O₄Si
Molecular Weight:468.709
Hs Code.:

Synonyms:(2S)-2-((2S,5S,6S)-6-[(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl]-5-methyltetrahydro-2H-pyran-2-yl)propanoic acid

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Chemical Property of (2S)-2-((2S,5S,6S)-6-[(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl]-5-methyltetrahydro-2H-pyran-2-yl)propanoic acid

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Technology Process of (2S)-2-((2S,5S,6S)-6-[(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl]-5-methyltetrahydro-2H-pyran-2-yl)propanoic acid

There total 7 articles about (2S)-2-((2S,5S,6S)-6-[(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl]-5-methyltetrahydro-2H-pyran-2-yl)propanoic acid 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:

: 460997-52-8
(S)-2-{(2S,5S,6S)-6-[(S)-2-(tert-Butyl-diphenyl-silanyloxy)-1-methyl-ethyl]-5-methyl-tetrahydro-pyran-2-yl}-propionaldehyde

: 460997-53-9
(2S)-2-((2S,5S,6S)-6-[(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl]-5-methyltetrahydro-2H-pyran-2-yl)propanoic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; In water; tert-butyl alcohol; at 20 ℃;
DOI:10.1002/1521-3773(20020617)41:12<2144::AID-ANIE2144>3.0.CO;2-E

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 460997-53-9
(2S)-2-((2S,5S,6S)-6-[(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl]-5-methyltetrahydro-2H-pyran-2-yl)propanoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / imidazole / dimethylformamide / 5 h / 20 °C

2: LiBH₄ / dimethylsulfoxide / -78 - 20 °C

3: NaIO₄ / methanol; H₂O / 2 h / 20 °C

4: 176 mg / 2-methyl-2-butene; NaH₂PO₄*H₂O; NaClO₂ / 2-methyl-propan-2-ol; H₂O / 1.5 h / 20 °C

With 1H-imidazole; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; lithium borohydride; 2-methyl-but-2-ene; In methanol; water; dimethyl sulfoxide; N,N-dimethyl-formamide; tert-butyl alcohol;
DOI:10.1021/jo0496042

Reference yield:

: 460997-51-7
(1R,3S)-3-[(2S,5S,6S)-6-{(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl}-5-methyltetrahydro-2H-pyran-2-yl]-1-methyl-2-oxobutyl benzoate

: 460997-53-9
(2S)-2-((2S,5S,6S)-6-[(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl]-5-methyltetrahydro-2H-pyran-2-yl)propanoic acid

Guidance literature:: Multi-step reaction with 3 steps

1: LiBH₄ / dimethylsulfoxide / -78 - 20 °C

2: NaIO₄ / methanol; H₂O / 2 h / 20 °C

3: 176 mg / 2-methyl-2-butene; NaH₂PO₄*H₂O; NaClO₂ / 2-methyl-propan-2-ol; H₂O / 1.5 h / 20 °C

With sodium chlorite; sodium periodate; sodium dihydrogenphosphate; lithium borohydride; 2-methyl-but-2-ene; In methanol; water; dimethyl sulfoxide; tert-butyl alcohol;
DOI:10.1021/jo0496042