(S)-2-Benzenesulfonyl-4-benzyloxy-1,4-bis-[(2S,5S,2'S,5'S)-5'-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-[2,2']bifuranyl-5-yl]-butan-1-one

Base Information

Chemical Name:(S)-2-Benzenesulfonyl-4-benzyloxy-1,4-bis-[(2S,5S,2'S,5'S)-5'-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-[2,2']bifuranyl-5-yl]-butan-1-one
CAS No.:195731-44-3
Molecular Formula:C₆₇H₈₂O₁₀SSi₂
Molecular Weight:1135.62
Hs Code.:

Synonyms:(S)-2-Benzenesulfonyl-4-benzyloxy-1,4-bis-[(2S,5S,2'S,5'S)-5'-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-[2,2']bifuranyl-5-yl]-butan-1-one

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Chemical Property of (S)-2-Benzenesulfonyl-4-benzyloxy-1,4-bis-[(2S,5S,2'S,5'S)-5'-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-[2,2']bifuranyl-5-yl]-butan-1-one

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Technology Process of (S)-2-Benzenesulfonyl-4-benzyloxy-1,4-bis-[(2S,5S,2'S,5'S)-5'-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-[2,2']bifuranyl-5-yl]-butan-1-one

There total 9 articles about (S)-2-Benzenesulfonyl-4-benzyloxy-1,4-bis-[(2S,5S,2'S,5'S)-5'-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-[2,2']bifuranyl-5-yl]-butan-1-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:

: 100-39-0
benzyl bromide

: 195731-44-3
(S)-2-Benzenesulfonyl-4-benzyloxy-1,4-bis-[(2S,5S,2'S,5'S)-5'-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-[2,2']bifuranyl-5-yl]-butan-1-one

Guidance literature:: Multi-step reaction with 7 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

6: LDA / tetrahydrofuran; hexane / 5 h / -78 - 0 °C

7: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -50 deg C, 30 min, 2.) -50 deg C to 0 deg C, 30 min

With pyridine; sodium tetrahydroborate; oxalyl dichloride; tributylphosphine; sodium hydride; magnesium monoperoxyphthalate hexahydrate; ozone; dimethyl sulfoxide; triethylamine; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane;
DOI:10.1002/chem.19970030723

Reference yield:

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

: 195731-44-3
(S)-2-Benzenesulfonyl-4-benzyloxy-1,4-bis-[(2S,5S,2'S,5'S)-5'-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-[2,2']bifuranyl-5-yl]-butan-1-one

Guidance literature:: Multi-step reaction with 8 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

7: LDA / tetrahydrofuran; hexane / 5 h / -78 - 0 °C

8: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -50 deg C, 30 min, 2.) -50 deg C to 0 deg C, 30 min

With pyridine; sodium tetrahydroborate; oxalyl dichloride; tributylphosphine; sodium hydride; magnesium monoperoxyphthalate hexahydrate; ozone; dimethyl sulfoxide; triethylamine; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane;
DOI:10.1002/chem.19970030723

Reference yield:

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

: 195731-44-3
(S)-2-Benzenesulfonyl-4-benzyloxy-1,4-bis-[(2S,5S,2'S,5'S)-5'-(tert-butyl-diphenyl-silanyloxymethyl)-octahydro-[2,2']bifuranyl-5-yl]-butan-1-one

Guidance literature:: Multi-step reaction with 2 steps

1: LDA / tetrahydrofuran; hexane / 5 h / -78 - 0 °C

2: 1.) (COCl)2, DMSO, 2.) Et₃N / 1.) CH₂Cl₂, -50 deg C, 30 min, 2.) -50 deg C to 0 deg C, 30 min

With oxalyl dichloride; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; hexane;
DOI:10.1002/chem.19970030723