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

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Chemical Name:methyl (2S)-2-((2S,5S,6S)-6-[(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl]-5-methyltetrahydro-2H-pyran-2-yl)propanoate
CAS No.:725724-68-5
Molecular Formula:C₂₉H₄₂O₄Si
Molecular Weight:482.736
Hs Code.:

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

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

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

There total 9 articles about methyl (2S)-2-((2S,5S,6S)-6-[(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl]-5-methyltetrahydro-2H-pyran-2-yl)propanoate 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: 85.0%

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

: 18107-18-1
diazomethyl-trimethyl-silane

: 725724-68-5
methyl (2S)-2-((2S,5S,6S)-6-[(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl]-5-methyltetrahydro-2H-pyran-2-yl)propanoate

Guidance literature:: In methanol; hexane; benzene; at 20 ℃; for 1.5h;
DOI:10.1021/jo0496042

Reference yield:

: 58479-61-1
tert-butylchlorodiphenylsilane

: 725724-68-5
methyl (2S)-2-((2S,5S,6S)-6-[(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl]-5-methyltetrahydro-2H-pyran-2-yl)propanoate

Guidance literature:: Multi-step reaction with 5 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

5: 85 percent / benzene; methanol; hexane / 1.5 h / 20 °C

With 1H-imidazole; sodium chlorite; sodium periodate; sodium dihydrogenphosphate; lithium borohydride; 2-methyl-but-2-ene; In methanol; hexane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; tert-butyl alcohol; benzene;
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

: 725724-68-5
methyl (2S)-2-((2S,5S,6S)-6-[(1S)-2-[(tert-butyldiphenylsilyl)oxy]-1-methylethyl]-5-methyltetrahydro-2H-pyran-2-yl)propanoate

Guidance literature:: Multi-step reaction with 4 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

4: 85 percent / benzene; methanol; hexane / 1.5 h / 20 °C

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