(all-S)-phenyl-<3-benzyloxy-3-<5'-(5''-tert-butyldiphenylsiloxymethyltetrahydrofuran-2''-yl)-tetrahydrofuran-2'-yl>propyl>sulfone

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Chemical Name:(all-S)-phenyl-<3-benzyloxy-3-<5'-(5''-tert-butyldiphenylsiloxymethyltetrahydrofuran-2''-yl)-tetrahydrofuran-2'-yl>propyl>sulfone
CAS No.:157732-28-0
Molecular Formula:C₄₁H₅₀O₆SSi
Molecular Weight:698.996
Hs Code.:

Synonyms:(all-S)-phenyl-<3-benzyloxy-3-<5'-(5''-tert-butyldiphenylsiloxymethyltetrahydrofuran-2''-yl)-tetrahydrofuran-2'-yl>propyl>sulfone

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Chemical Property of (all-S)-phenyl-<3-benzyloxy-3-<5'-(5''-tert-butyldiphenylsiloxymethyltetrahydrofuran-2''-yl)-tetrahydrofuran-2'-yl>propyl>sulfone

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Technology Process of (all-S)-phenyl-<3-benzyloxy-3-<5'-(5''-tert-butyldiphenylsiloxymethyltetrahydrofuran-2''-yl)-tetrahydrofuran-2'-yl>propyl>sulfone

There total 9 articles about (all-S)-phenyl-<3-benzyloxy-3-<5'-(5''-tert-butyldiphenylsiloxymethyltetrahydrofuran-2''-yl)-tetrahydrofuran-2'-yl>propyl>sulfone 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: 90.0%

: 195731-42-1
[(2S,5S,2'S,5'S)-5'-((S)-1-Benzyloxy-3-phenylsulfanyl-propyl)-octahydro-[2,2']bifuranyl-5-ylmethoxy]-tert-butyl-diphenyl-silane

: 157732-28-0
(all-S)-phenyl-<3-benzyloxy-3-<5'-(5''-tert-butyldiphenylsiloxymethyltetrahydrofuran-2''-yl)-tetrahydrofuran-2'-yl>propyl>sulfone

Guidance literature:: With magnesium monoperoxyphthalate hexahydrate; In ethanol;

Reference yield:

: 157732-26-8
(2S,5S,2'S,5'S)-5-<5'-<(tert-Butyldiphenylsiloxy)methyl>tetrahydrofuran-2'-yl>tetrahydrofuran-2-carboxaldehyde

: 157732-28-0
(all-S)-phenyl-<3-benzyloxy-3-<5'-(5''-tert-butyldiphenylsiloxymethyltetrahydrofuran-2''-yl)-tetrahydrofuran-2'-yl>propyl>sulfone

Guidance literature:: Multi-step reaction with 6 steps

2: NaH / tetrahydrofuran / 6 h / 45 °C

3: 1.) O₃, 2.) PPh₃ / 1.) CH₂Cl₂, -78 deg C, 2.) -78 deg C to r.t., 1 h

4: 99 percent / NaBH₄ / methanol / 0.5 h

5: 90 percent / pyridine, tri-n-butylphosphine / CH₂Cl₂ / 1 h

6: 76 percent / magnesium monoperoxophthalate / ethanol / 0.5 h / 20 °C

With pyridine; sodium tetrahydroborate; tributylphosphine; sodium hydride; magnesium monoperoxyphthalate hexahydrate; ozone; triphenylphosphine; In tetrahydrofuran; methanol; ethanol; dichloromethane;
DOI:10.1002/chem.19970030723

Reference yield:

: 1-[(2S,5S,2'S,5'S)-5'-(tert-Butyl-diphenyl-silanyloxymethyl)-octahydro-[2,2']bifuranyl-5-yl]-but-3-en-1-ol

: 157732-28-0
(all-S)-phenyl-<3-benzyloxy-3-<5'-(5''-tert-butyldiphenylsiloxymethyltetrahydrofuran-2''-yl)-tetrahydrofuran-2'-yl>propyl>sulfone

Guidance literature:: Multi-step reaction with 5 steps

1: NaH / tetrahydrofuran / 6 h / 45 °C

2: 1.) O₃, 2.) PPh₃ / 1.) CH₂Cl₂, -78 deg C, 2.) -78 deg C to r.t., 1 h

3: 99 percent / NaBH₄ / methanol / 0.5 h

4: 90 percent / pyridine, tri-n-butylphosphine / CH₂Cl₂ / 1 h

5: 76 percent / magnesium monoperoxophthalate / ethanol / 0.5 h / 20 °C

With pyridine; sodium tetrahydroborate; tributylphosphine; sodium hydride; magnesium monoperoxyphthalate hexahydrate; ozone; triphenylphosphine; In tetrahydrofuran; methanol; ethanol; dichloromethane;
DOI:10.1002/chem.19970030723