tert-Butyl-[(2S,3S,3aR,5R,6aR)-5-methoxy-3-(2-phenylselanyl-ethyl)-hexahydro-furo[2,3-b]furan-2-ylmethoxy]-diphenyl-silane

Base Information

Chemical Name:tert-Butyl-[(2S,3S,3aR,5R,6aR)-5-methoxy-3-(2-phenylselanyl-ethyl)-hexahydro-furo[2,3-b]furan-2-ylmethoxy]-diphenyl-silane
CAS No.:678160-08-2
Molecular Formula:C₃₂H₄₀O₄SeSi
Molecular Weight:595.713
Hs Code.:

Synonyms:tert-Butyl-[(2S,3S,3aR,5R,6aR)-5-methoxy-3-(2-phenylselanyl-ethyl)-hexahydro-furo[2,3-b]furan-2-ylmethoxy]-diphenyl-silane

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Chemical Property of tert-Butyl-[(2S,3S,3aR,5R,6aR)-5-methoxy-3-(2-phenylselanyl-ethyl)-hexahydro-furo[2,3-b]furan-2-ylmethoxy]-diphenyl-silane

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Technology Process of tert-Butyl-[(2S,3S,3aR,5R,6aR)-5-methoxy-3-(2-phenylselanyl-ethyl)-hexahydro-furo[2,3-b]furan-2-ylmethoxy]-diphenyl-silane

There total 9 articles about tert-Butyl-[(2S,3S,3aR,5R,6aR)-5-methoxy-3-(2-phenylselanyl-ethyl)-hexahydro-furo[2,3-b]furan-2-ylmethoxy]-diphenyl-silane 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%

: 1666-13-3
diphenyl diselenide

: 876173-62-5
tert-Butyl-[(2S,3S,3aR,5R,6aR)-3-(2-iodo-ethyl)-5-methoxy-hexahydro-furo[2,3-b]furan-2-ylmethoxy]-diphenyl-silane

: 678160-08-2
tert-Butyl-[(2S,3S,3aR,5R,6aR)-5-methoxy-3-(2-phenylselanyl-ethyl)-hexahydro-furo[2,3-b]furan-2-ylmethoxy]-diphenyl-silane

Guidance literature:: With sodium tetrahydroborate; In ethanol; at 25 ℃;
DOI:10.1002/chem.200500513

Reference yield:

: 99315-76-1
(5S)-5-(tert-butyldiphenylsiloxymethyl)-2(5H)-furanone

: 678160-08-2
tert-Butyl-[(2S,3S,3aR,5R,6aR)-5-methoxy-3-(2-phenylselanyl-ethyl)-hexahydro-furo[2,3-b]furan-2-ylmethoxy]-diphenyl-silane

Guidance literature:: Multi-step reaction with 8 steps

1: 85 percent / AlCl₃ / CH₂Cl₂ / 144 h / 60 °C

2: 98 percent / DIBAL-H / CH₂Cl₂; toluene / 0.5 h / -78 °C

3: aq. OsO₄; NMO / acetone; 2-methyl-propan-2-ol / 10 h / 25 °C

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

5: 38.5 percent / Amberlyst 15; 3 Angstroem molecular sieves / diethyl ether / 10 h / 25 °C

6: NaBH₄ / methanol / 25 °C

7: 1.55 g / imidazole; PPh₃; I₂ / tetrahydrofuran / 25 °C

8: 95 percent / NaBH₄ / ethanol / 25 °C

With 1H-imidazole; lead(IV) acetate; sodium tetrahydroborate; osmium(VIII) oxide; aluminium trichloride; N-methyl-2-indolinone; Amberlyst 15; 3 A molecular sieve; iodine; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; acetone; toluene; tert-butyl alcohol; 1: Diels-Alder reaction;
DOI:10.1002/chem.200500513

Reference yield:

: 99333-00-3
(+)-(1R,6S,7S)-7-diphenyl-t-butylsiloxymethyl-8-oxabicyclo-<4.3.0>non-3-en-9-one

: 678160-08-2
tert-Butyl-[(2S,3S,3aR,5R,6aR)-5-methoxy-3-(2-phenylselanyl-ethyl)-hexahydro-furo[2,3-b]furan-2-ylmethoxy]-diphenyl-silane

Guidance literature:: Multi-step reaction with 7 steps

1: 98 percent / DIBAL-H / CH₂Cl₂; toluene / 0.5 h / -78 °C

2: aq. OsO₄; NMO / acetone; 2-methyl-propan-2-ol / 10 h / 25 °C

3: 8.9 g / Pb(OAc)4 / CH₂Cl₂ / 0.25 h / 0 °C

4: 38.5 percent / Amberlyst 15; 3 Angstroem molecular sieves / diethyl ether / 10 h / 25 °C

5: NaBH₄ / methanol / 25 °C

6: 1.55 g / imidazole; PPh₃; I₂ / tetrahydrofuran / 25 °C

7: 95 percent / NaBH₄ / ethanol / 25 °C

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