(S)-2-[(1S,2R,3R)-4-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-butyl]-6-hydroxy-5,6-dimethyl-6H-pyran-3-one

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Chemical Name:(S)-2-[(1S,2R,3R)-4-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-butyl]-6-hydroxy-5,6-dimethyl-6H-pyran-3-one
CAS No.:97806-83-2
Molecular Formula:C₂₆H₄₂O₅Si
Molecular Weight:462.702
Hs Code.:

Synonyms:(S)-2-[(1S,2R,3R)-4-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-butyl]-6-hydroxy-5,6-dimethyl-6H-pyran-3-one

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Chemical Property of (S)-2-[(1S,2R,3R)-4-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-butyl]-6-hydroxy-5,6-dimethyl-6H-pyran-3-one

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Technology Process of (S)-2-[(1S,2R,3R)-4-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-butyl]-6-hydroxy-5,6-dimethyl-6H-pyran-3-one

There total 7 articles about (S)-2-[(1S,2R,3R)-4-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-butyl]-6-hydroxy-5,6-dimethyl-6H-pyran-3-one 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%

: 85828-13-3,85880-74-6,134931-87-6
(1S,2S,3R,4R)-5-Benzyloxy-3-(tert-butyl-dimethyl-silanyloxy)-1-(4,5-dimethyl-furan-2-yl)-2,4-dimethyl-pentan-1-ol

: 97806-83-2
(S)-2-[(1S,2R,3R)-4-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-butyl]-6-hydroxy-5,6-dimethyl-6H-pyran-3-one

Guidance literature:: With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1016/S0040-4039(00)74320-6

Reference yield:

: 52480-43-0
4,5-dimethyl-2-formylfuran

: 97806-83-2
(S)-2-[(1S,2R,3R)-4-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-butyl]-6-hydroxy-5,6-dimethyl-6H-pyran-3-one

Guidance literature:: Multi-step reaction with 6 steps

1: 2) aq. H₂O₂, pH₇ buffer / 1) CH₂Cl₂, 0 deg C, 12 h; 2) MeOH, 1 h

2: 100 percent / Me₄N*HB(OAc)3 / acetonitrile; acetic acid / 12 h / -20 °C

3: 77 percent / tetrahydrofuran / -78 deg C, then 20 deg C, 40 min

4: 2,6-lutidine / CH₂Cl₂ / 0.75 h / -78 °C

5: K₂CO₃ / methanol / 1.25 h / 20 °C

6: 80 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 0.5 h / 0 °C

With 2,6-dimethylpyridine; pH₇ buffer; dihydrogen peroxide; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; methanol; dichloromethane; acetic acid; acetonitrile;
DOI:10.1016/S0040-4039(00)74320-6

Reference yield:

: 134860-58-5
(1S,2R,3R,4R)-5-Benzyloxy-1-(4,5-dimethyl-furan-2-yl)-2,4-dimethyl-pentane-1,3-diol

: 97806-83-2
(S)-2-[(1S,2R,3R)-4-Benzyloxy-2-(tert-butyl-dimethyl-silanyloxy)-1,3-dimethyl-butyl]-6-hydroxy-5,6-dimethyl-6H-pyran-3-one

Guidance literature:: Multi-step reaction with 4 steps

1: 77 percent / tetrahydrofuran / -78 deg C, then 20 deg C, 40 min

2: 2,6-lutidine / CH₂Cl₂ / 0.75 h / -78 °C

3: K₂CO₃ / methanol / 1.25 h / 20 °C

4: 80 percent / m-chloroperoxybenzoic acid / CH₂Cl₂ / 0.5 h / 0 °C

With 2,6-dimethylpyridine; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1016/S0040-4039(00)74320-6