(4aR,6R,8aS)-4,4a,6,8a-Tetrahydro-6-[3-(tert-butyldiphenylsiloxy)propyl]-2,2-dimethylpyrano[3,2-d]-m-dioxin

Base Information

Chemical Name:(4aR,6R,8aS)-4,4a,6,8a-Tetrahydro-6-[3-(tert-butyldiphenylsiloxy)propyl]-2,2-dimethylpyrano[3,2-d]-m-dioxin
CAS No.:122490-45-3
Molecular Formula:C₂₈H₃₈O₄Si
Molecular Weight:466.693
Hs Code.:

Synonyms:(4aR,6R,8aS)-4,4a,6,8a-Tetrahydro-6-[3-(tert-butyldiphenylsiloxy)propyl]-2,2-dimethylpyrano[3,2-d]-m-dioxin

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Chemical Property of (4aR,6R,8aS)-4,4a,6,8a-Tetrahydro-6-[3-(tert-butyldiphenylsiloxy)propyl]-2,2-dimethylpyrano[3,2-d]-m-dioxin

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Technology Process of (4aR,6R,8aS)-4,4a,6,8a-Tetrahydro-6-[3-(tert-butyldiphenylsiloxy)propyl]-2,2-dimethylpyrano[3,2-d]-m-dioxin

There total 4 articles about (4aR,6R,8aS)-4,4a,6,8a-Tetrahydro-6-[3-(tert-butyldiphenylsiloxy)propyl]-2,2-dimethylpyrano[3,2-d]-m-dioxin 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: 98.0%

: 122490-44-2
(4aR,6R,8aS)-4,4a,6,8a-Tetrahydro-2,2-dimethylpyrano<3,2-d>-m-dioxin-6-propanol

: 58479-61-1
tert-butylchlorodiphenylsilane

: 122490-45-3
(4aR,6R,8aS)-4,4a,6,8a-Tetrahydro-6-[3-(tert-butyldiphenylsiloxy)propyl]-2,2-dimethylpyrano[3,2-d]-m-dioxin

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 25 ℃; for 1h;
DOI:10.1021/ja00199a029

Reference yield:

: 82740-87-2
(2R,3S,6R)-2-acetoxymethyl-6-allyl-3,6-dihydro-2H-pyran-3-yl acetate

: 122490-45-3
(4aR,6R,8aS)-4,4a,6,8a-Tetrahydro-6-[3-(tert-butyldiphenylsiloxy)propyl]-2,2-dimethylpyrano[3,2-d]-m-dioxin

Guidance literature:: Multi-step reaction with 4 steps

1: 100 percent / K₂CO₃ / methanol / 4 h / 25 °C

2: 100 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 1.) 0 deg C, 2 h, 2.) 3 h

3: 1.) BH₃*THF, 2-methyl-2-butene, 2.) aq. NaOH, aq. H₂O₂ / 1.) THF, 1 h, 2.) 15 min

4: 98 percent / imidazole / dimethylformamide / 1 h / 25 °C

With 1H-imidazole; sodium hydroxide; borane-THF; 2-methyl-but-2-ene; dihydrogen peroxide; pyridinium p-toluenesulfonate; potassium carbonate; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00199a029

Reference yield:

: 95791-07-4
(2R,3S,6R)-6-allyl-2-hydroxymethyl-3,6-dihydro-2H-pyran-3-ol

: 122490-45-3
(4aR,6R,8aS)-4,4a,6,8a-Tetrahydro-6-[3-(tert-butyldiphenylsiloxy)propyl]-2,2-dimethylpyrano[3,2-d]-m-dioxin

Guidance literature:: Multi-step reaction with 3 steps

1: 100 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 1.) 0 deg C, 2 h, 2.) 3 h

2: 1.) BH₃*THF, 2-methyl-2-butene, 2.) aq. NaOH, aq. H₂O₂ / 1.) THF, 1 h, 2.) 15 min

3: 98 percent / imidazole / dimethylformamide / 1 h / 25 °C

With 1H-imidazole; sodium hydroxide; borane-THF; 2-methyl-but-2-ene; dihydrogen peroxide; pyridinium p-toluenesulfonate; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja00199a029