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

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Chemical Name:1-(tert-butyl-diphenyl-silanyloxy)-3-(2-hydroxy-5,5-dimethyl-hexahydro-1,4,6-trioxa-cyclopropa[e]inden-2-yl)-propan-2-one oxime
CAS No.:936487-59-1
Molecular Formula:C₂₈H₃₇NO₆Si
Molecular Weight:511.69
Hs Code.:

1-(<i>tert</i>-butyl-diphenyl-silanyloxy)-3-(2-hydroxy-5,5-dimethyl-hexahydro-1,4,6-trioxa-cyclopropa[<i>e</i>]inden-2-yl)-propan-2-one oxime

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

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

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

There total 20 articles about 1-(tert-butyl-diphenyl-silanyloxy)-3-(2-hydroxy-5,5-dimethyl-hexahydro-1,4,6-trioxa-cyclopropa[e]inden-2-yl)-propan-2-one oxime 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:

: 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

: 936487-59-1
1-(tert-butyl-diphenyl-silanyloxy)-3-(2-hydroxy-5,5-dimethyl-hexahydro-1,4,6-trioxa-cyclopropa[e]inden-2-yl)-propan-2-one oxime

: 934389-48-7
1-(tert-butyl-diphenyl-silanyloxy)-3-(2-hydroxy-5,5-dimethyl-hexahydro-1,4,6-trioxa-cyclopropa[e]inden-2-yl)-propan-2-one oxime

Guidance literature:: With hydroxylamine hydrochloride; sodium acetate; In ethanol; at 20 ℃;
DOI:10.1021/ol062993x

Reference yield:

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

: 936487-59-1
1-(tert-butyl-diphenyl-silanyloxy)-3-(2-hydroxy-5,5-dimethyl-hexahydro-1,4,6-trioxa-cyclopropa[e]inden-2-yl)-propan-2-one oxime

Guidance literature:: Multi-step reaction with 9 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

9.1: NH₂OH*HCl; NaOAc / ethanol / 20 °C

With 1H-imidazole; sodium tetrahydroborate; cerium(III) chloride; camphor-10-sulfonic acid; hydroxylamine hydrochloride; dihydrogen peroxide; sodium acetate; 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

: 936487-59-1
1-(tert-butyl-diphenyl-silanyloxy)-3-(2-hydroxy-5,5-dimethyl-hexahydro-1,4,6-trioxa-cyclopropa[e]inden-2-yl)-propan-2-one oxime

Guidance literature:: Multi-step reaction with 8 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

8: NH₂OH*HCl; NaOAc / ethanol / 20 °C

With 1H-imidazole; sodium tetrahydroborate; cerium(III) chloride; camphor-10-sulfonic acid; hydroxylamine hydrochloride; dihydrogen peroxide; sodium acetate; 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