1-(tert-butyl-diphenyl-silanyloxy)-3-(2-hydroxy-5,5-dimethyl-hexahydro-1,4,6-trioxacyclopropa[e]inden-2-yl)-propan-2-one

Base Information

Chemical Name:1-(tert-butyl-diphenyl-silanyloxy)-3-(2-hydroxy-5,5-dimethyl-hexahydro-1,4,6-trioxacyclopropa[e]inden-2-yl)-propan-2-one
CAS No.:934389-47-6
Molecular Formula:C₂₈H₃₆O₆Si
Molecular Weight:496.676
Hs Code.:

Synonyms:1-(tert-butyl-diphenyl-silanyloxy)-3-(2-hydroxy-5,5-dimethyl-hexahydro-1,4,6-trioxacyclopropa[e]inden-2-yl)-propan-2-one

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Chemical Property of 1-(tert-butyl-diphenyl-silanyloxy)-3-(2-hydroxy-5,5-dimethyl-hexahydro-1,4,6-trioxacyclopropa[e]inden-2-yl)-propan-2-one

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Technology Process of 1-(tert-butyl-diphenyl-silanyloxy)-3-(2-hydroxy-5,5-dimethyl-hexahydro-1,4,6-trioxacyclopropa[e]inden-2-yl)-propan-2-one

There total 19 articles about 1-(tert-butyl-diphenyl-silanyloxy)-3-(2-hydroxy-5,5-dimethyl-hexahydro-1,4,6-trioxacyclopropa[e]inden-2-yl)-propan-2-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: 95.0%

: 2-[3-(tert-butyl-diphenyl-silanyloxy)-2-hydroxy-propyl]-5,5-dimethyl-hexahydro-1,4,6-trioxa-cyclopropa[e]inden-2-ol

: 934389-47-6
1-(tert-butyl-diphenyl-silanyloxy)-3-(2-hydroxy-5,5-dimethyl-hexahydro-1,4,6-trioxacyclopropa[e]inden-2-yl)-propan-2-one

Guidance literature:: With Dess-Martin periodane; In dichloromethane;

Reference yield:

: 934389-33-0
Δ^6,7-8,9-O-isopropylidene-1-oxa-spiro[4.5]decan-2-one

: 934389-47-6
1-(tert-butyl-diphenyl-silanyloxy)-3-(2-hydroxy-5,5-dimethyl-hexahydro-1,4,6-trioxacyclopropa[e]inden-2-yl)-propan-2-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: KHMDS / tetrahydrofuran / 0.5 h / -78 °C

1.2: 67 percent / molybdenum petnoxide*HMPA*pyridine complex / tetrahydrofuran / 2 h / -78 - 20 °C

2.1: 100 percent / imidazole

3.1: 81 percent / AcOH / tetrahydrofuran; H₂O / 45 °C

4.1: 97 percent / TFAA; aq. H₂O₂; NaHPO₄ / CH₂Cl₂ / 0 °C

5.1: 100 percent / TsOH*H₂O / acetone / 20 °C

6.1: NaBH₄; CeCl₃ / ethanol / 0.5 h / -15 °C

7.1: 0.150 g / NaBH₄ / ethanol / 0 °C

8.1: 90 percent / NaHCO₃; Dess-Martin reagent / CH₂Cl₂

With 1H-imidazole; sodium tetrahydroborate; cerium(III) chloride; camphor-10-sulfonic acid; dihydrogen peroxide; potassium hexamethylsilazane; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; acetic acid; trifluoroacetic anhydride; In tetrahydrofuran; ethanol; dichloromethane; water; acetone; 8.1: Dess-Martin oxidation;
DOI:10.1021/ol062993x

Reference yield:

: 934389-34-1
3-hydroxy-Δ^6,7-8,9-O-isopropylidene-1-oxa-spiro[4.5]decan-2-one

: 934389-47-6
1-(tert-butyl-diphenyl-silanyloxy)-3-(2-hydroxy-5,5-dimethyl-hexahydro-1,4,6-trioxacyclopropa[e]inden-2-yl)-propan-2-one

Guidance literature:: Multi-step reaction with 7 steps

1: 100 percent / imidazole

2: 81 percent / AcOH / tetrahydrofuran; H₂O / 45 °C

3: 97 percent / TFAA; aq. H₂O₂; NaHPO₄ / CH₂Cl₂ / 0 °C

4: 100 percent / TsOH*H₂O / acetone / 20 °C

5: NaBH₄; CeCl₃ / ethanol / 0.5 h / -15 °C

6: 0.150 g / NaBH₄ / ethanol / 0 °C

7: 90 percent / NaHCO₃; Dess-Martin reagent / CH₂Cl₂

With 1H-imidazole; sodium tetrahydroborate; cerium(III) chloride; camphor-10-sulfonic acid; dihydrogen peroxide; sodium hydrogencarbonate; Dess-Martin periodane; toluene-4-sulfonic acid; acetic acid; trifluoroacetic anhydride; In tetrahydrofuran; ethanol; dichloromethane; water; acetone; 7: Dess-Martin oxidation;
DOI:10.1021/ol062993x