Methanesulfonic acid (S)-1-{benzenesulfonyl-[(3aR,4R,5R,6aS)-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-hexahydro-cyclopenta[b]furan-4-yl]-methyl}-2-(tert-butyl-diphenyl-silanyloxy)-heptyl ester

Base Information

Chemical Name:Methanesulfonic acid (S)-1-{benzenesulfonyl-[(3aR,4R,5R,6aS)-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-hexahydro-cyclopenta[b]furan-4-yl]-methyl}-2-(tert-butyl-diphenyl-silanyloxy)-heptyl ester
CAS No.:118888-94-1
Molecular Formula:C₄₅H₆₈O₉S₂Si₂
Molecular Weight:873.333
Hs Code.:

Methanesulfonic acid (S)-1-{benzenesulfonyl-[(3aR,4R,5R,6aS)-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-hexahydro-cyclopenta[b]furan-4-yl]-methyl}-2-(tert-butyl-diphenyl-silanyloxy)-heptyl ester

Synonyms:Methanesulfonic acid (S)-1-{benzenesulfonyl-[(3aR,4R,5R,6aS)-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-hexahydro-cyclopenta[b]furan-4-yl]-methyl}-2-(tert-butyl-diphenyl-silanyloxy)-heptyl ester

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Chemical Property of Methanesulfonic acid (S)-1-{benzenesulfonyl-[(3aR,4R,5R,6aS)-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-hexahydro-cyclopenta[b]furan-4-yl]-methyl}-2-(tert-butyl-diphenyl-silanyloxy)-heptyl ester

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Technology Process of Methanesulfonic acid (S)-1-{benzenesulfonyl-[(3aR,4R,5R,6aS)-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-hexahydro-cyclopenta[b]furan-4-yl]-methyl}-2-(tert-butyl-diphenyl-silanyloxy)-heptyl ester

There total 9 articles about Methanesulfonic acid (S)-1-{benzenesulfonyl-[(3aR,4R,5R,6aS)-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-hexahydro-cyclopenta[b]furan-4-yl]-methyl}-2-(tert-butyl-diphenyl-silanyloxy)-heptyl ester 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

: 118888-94-1
Methanesulfonic acid (S)-1-{benzenesulfonyl-[(3aR,4R,5R,6aS)-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-hexahydro-cyclopenta[b]furan-4-yl]-methyl}-2-(tert-butyl-diphenyl-silanyloxy)-heptyl ester

Guidance literature:: Multi-step reaction with 8 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

8: pyridine / 15 h / Ambient temperature

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

: 118888-94-1
Methanesulfonic acid (S)-1-{benzenesulfonyl-[(3aR,4R,5R,6aS)-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-hexahydro-cyclopenta[b]furan-4-yl]-methyl}-2-(tert-butyl-diphenyl-silanyloxy)-heptyl ester

Guidance literature:: Multi-step reaction with 7 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

7: pyridine / 15 h / Ambient temperature

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:

: 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

: 118888-94-1
Methanesulfonic acid (S)-1-{benzenesulfonyl-[(3aR,4R,5R,6aS)-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-hexahydro-cyclopenta[b]furan-4-yl]-methyl}-2-(tert-butyl-diphenyl-silanyloxy)-heptyl ester

Guidance literature:: Multi-step reaction with 5 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

5: pyridine / 15 h / Ambient temperature

With pyridine; 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