2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-hexahydro-furo[2,3-b]furan-3-carbaldehyde

Base Information

Chemical Name:2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-hexahydro-furo[2,3-b]furan-3-carbaldehyde
CAS No.:876173-72-7
Molecular Formula:C₂₅H₃₂O₅Si
Molecular Weight:440.612
Hs Code.:

2-(<i>tert</i>-butyl-diphenyl-silanyloxymethyl)-5-methoxy-hexahydro-furo[2,3-<i>b</i>]furan-3-carbaldehyde

Synonyms:2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-hexahydro-furo[2,3-b]furan-3-carbaldehyde

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Chemical Property of 2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-hexahydro-furo[2,3-b]furan-3-carbaldehyde

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Technology Process of 2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-hexahydro-furo[2,3-b]furan-3-carbaldehyde

There total 11 articles about 2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-hexahydro-furo[2,3-b]furan-3-carbaldehyde 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:

: 1-[2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-hexahydro-furo[2,3-b]furan-3-yl]-ethane-1,2-diol

: 876173-72-7
2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-hexahydro-furo[2,3-b]furan-3-carbaldehyde

Guidance literature:: With lead(IV) acetate; In dichloromethane; at 0 ℃; for 0.5h;
DOI:10.1002/chem.200500513

Reference yield:

: 876173-71-6
tert-butyl-(5-methoxy-3-vinyl-hexahydro-furo[2,3-b]furan-2-ylmethoxy)-diphenyl-silane

: 876173-72-7
2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-hexahydro-furo[2,3-b]furan-3-carbaldehyde

Guidance literature:: Multi-step reaction with 2 steps

1: aq. OsO₄; NMO; pyridine / acetone / 10 h / 25 °C

2: 1.8 g / Pb(OAc)4 / CH₂Cl₂ / 0.5 h / 0 °C

With pyridine; lead(IV) acetate; osmium(VIII) oxide; N-methyl-2-indolinone; In dichloromethane; acetone;
DOI:10.1002/chem.200500513

Reference yield:

: 3-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-isobenzofuran-1,5,6-triol

: 876173-72-7
2-(tert-butyl-diphenyl-silanyloxymethyl)-5-methoxy-hexahydro-furo[2,3-b]furan-3-carbaldehyde

Guidance literature:: Multi-step reaction with 8 steps

1: 8.9 g / Pb(OAc)4 / CH₂Cl₂ / 0.25 h / 0 °C

2: 38.5 percent / Amberlyst 15; 3 Angstroem molecular sieves / diethyl ether / 10 h / 25 °C

3: 100 percent / NaBH₄ / methanol / 0.33 h / 25 °C

4: 3.02 g / imidazole; PPh₃; I₂ / tetrahydrofuran / 0.5 h / 25 °C

5: 91 percent / NaBH₄ / ethanol / 0.75 h / 25 °C

6: 82 percent / aq. NaIO₄ / tetrahydrofuran; methanol / 0.5 h / 25 °C

7: aq. OsO₄; NMO; pyridine / acetone / 10 h / 25 °C

8: 1.8 g / Pb(OAc)4 / CH₂Cl₂ / 0.5 h / 0 °C

With pyridine; 1H-imidazole; lead(IV) acetate; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; Amberlyst 15; 3 A molecular sieve; iodine; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; acetone;
DOI:10.1002/chem.200500513