(S)-1-Benzenesulfonyl-1-[(3aR,4R,5R,6aS)-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-hexahydro-cyclopenta[b]furan-4-yl]-3-(tert-butyl-diphenyl-silanyloxy)-octan-2-ol

Base Information

Chemical Name:(S)-1-Benzenesulfonyl-1-[(3aR,4R,5R,6aS)-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-hexahydro-cyclopenta[b]furan-4-yl]-3-(tert-butyl-diphenyl-silanyloxy)-octan-2-ol
CAS No.:118888-93-0
Molecular Formula:C₄₄H₆₆O₇SSi₂
Molecular Weight:795.241
Hs Code.:

(S)-1-Benzenesulfonyl-1-[(3aR,4R,5R,6aS)-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-hexahydro-cyclopenta[b]furan-4-yl]-3-(tert-butyl-diphenyl-silanyloxy)-octan-2-ol

Synonyms:(S)-1-Benzenesulfonyl-1-[(3aR,4R,5R,6aS)-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-hexahydro-cyclopenta[b]furan-4-yl]-3-(tert-butyl-diphenyl-silanyloxy)-octan-2-ol

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Chemical Property of (S)-1-Benzenesulfonyl-1-[(3aR,4R,5R,6aS)-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-hexahydro-cyclopenta[b]furan-4-yl]-3-(tert-butyl-diphenyl-silanyloxy)-octan-2-ol

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Technology Process of (S)-1-Benzenesulfonyl-1-[(3aR,4R,5R,6aS)-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-hexahydro-cyclopenta[b]furan-4-yl]-3-(tert-butyl-diphenyl-silanyloxy)-octan-2-ol

There total 8 articles about (S)-1-Benzenesulfonyl-1-[(3aR,4R,5R,6aS)-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-hexahydro-cyclopenta[b]furan-4-yl]-3-(tert-butyl-diphenyl-silanyloxy)-octan-2-ol 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:

: 32233-40-2
(3aR,4S,5R,6aS)-5-hydroxy-4-(hydroxymethyl)hexahydro-2H-cyclopenta[b]furan-2-one

: 118888-93-0
(S)-1-Benzenesulfonyl-1-[(3aR,4R,5R,6aS)-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-hexahydro-cyclopenta[b]furan-4-yl]-3-(tert-butyl-diphenyl-silanyloxy)-octan-2-ol

Guidance literature:: Multi-step reaction with 7 steps

1: pyridine / 48 h / -18 °C

2: 1) t-BuOK / 1) DMSO, RT, 2) DMSO, 30 min

3: DIBAL / toluene; CH₂Cl₂ / 0.5 h / -78 °C

4: BF₃*Et₂O / 2 h / -20 °C

5: imidazole / dimethylformamide / 0.17 h / 40 °C

6: 80percent m-chloroperbenzoic acid / CH₂Cl₂ / 1) -78 to 0 deg C, 30 min,2) 0 deg C,2 h

7: 1) n-butyllithium, 2) BF₃*Et₂O / 1) THF, hexane, -78 deg C, 5 min,2) THF, hexane, 10 min, 3) THF, hexane, -30 deg C, 2 h

With pyridine; 1H-imidazole; n-butyllithium; boron trifluoride diethyl etherate; potassium tert-butylate; diisobutylaluminium hydride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(01)86203-7

Reference yield:

: 108-98-5
thiophenol

: 118888-93-0
(S)-1-Benzenesulfonyl-1-[(3aR,4R,5R,6aS)-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-hexahydro-cyclopenta[b]furan-4-yl]-3-(tert-butyl-diphenyl-silanyloxy)-octan-2-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 1) t-BuOK / 1) DMSO, RT, 2) DMSO, 30 min

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

3: BF₃*Et₂O / 2 h / -20 °C

4: imidazole / dimethylformamide / 0.17 h / 40 °C

5: 80percent m-chloroperbenzoic acid / CH₂Cl₂ / 1) -78 to 0 deg C, 30 min,2) 0 deg C,2 h

6: 1) n-butyllithium, 2) BF₃*Et₂O / 1) THF, hexane, -78 deg C, 5 min,2) THF, hexane, 10 min, 3) THF, hexane, -30 deg C, 2 h

With 1H-imidazole; n-butyllithium; boron trifluoride diethyl etherate; potassium tert-butylate; diisobutylaluminium hydride; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/S0040-4020(01)86203-7

Reference yield:

: 86021-78-5,105455-57-0,105455-58-1,118919-53-2,118919-54-3
(3aR,4R,5R,6aS)-4-Phenylsulfanylmethyl-hexahydro-cyclopenta[b]furan-2,5-diol

: 118888-93-0
(S)-1-Benzenesulfonyl-1-[(3aR,4R,5R,6aS)-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-hexahydro-cyclopenta[b]furan-4-yl]-3-(tert-butyl-diphenyl-silanyloxy)-octan-2-ol

Guidance literature:: Multi-step reaction with 4 steps

1: BF₃*Et₂O / 2 h / -20 °C

2: imidazole / dimethylformamide / 0.17 h / 40 °C

3: 80percent m-chloroperbenzoic acid / CH₂Cl₂ / 1) -78 to 0 deg C, 30 min,2) 0 deg C,2 h

4: 1) n-butyllithium, 2) BF₃*Et₂O / 1) THF, hexane, -78 deg C, 5 min,2) THF, hexane, 10 min, 3) THF, hexane, -30 deg C, 2 h

With 1H-imidazole; n-butyllithium; boron trifluoride diethyl etherate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4020(01)86203-7