(3R,5S)-2-[3-Benzenesulfonyl-2-(1-benzenesulfonyl-1H-pyrrol-3-yl)-2-hydroxy-1-methyl-propyl]-3,5-dimethyl-cyclopentanone

Base Information

Chemical Name:(3R,5S)-2-[3-Benzenesulfonyl-2-(1-benzenesulfonyl-1H-pyrrol-3-yl)-2-hydroxy-1-methyl-propyl]-3,5-dimethyl-cyclopentanone
CAS No.:147484-85-3
Molecular Formula:C₂₇H₃₁NO₆S₂
Molecular Weight:529.678
Hs Code.:

Synonyms:(3R,5S)-2-[3-Benzenesulfonyl-2-(1-benzenesulfonyl-1H-pyrrol-3-yl)-2-hydroxy-1-methyl-propyl]-3,5-dimethyl-cyclopentanone

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Chemical Property of (3R,5S)-2-[3-Benzenesulfonyl-2-(1-benzenesulfonyl-1H-pyrrol-3-yl)-2-hydroxy-1-methyl-propyl]-3,5-dimethyl-cyclopentanone

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Technology Process of (3R,5S)-2-[3-Benzenesulfonyl-2-(1-benzenesulfonyl-1H-pyrrol-3-yl)-2-hydroxy-1-methyl-propyl]-3,5-dimethyl-cyclopentanone

There total 7 articles about (3R,5S)-2-[3-Benzenesulfonyl-2-(1-benzenesulfonyl-1H-pyrrol-3-yl)-2-hydroxy-1-methyl-propyl]-3,5-dimethyl-cyclopentanone 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:

: 143949-41-1
(αξ)-α-<(1ξ)-1-<(1ξ,3S,5R)-3,5-dimethyl-2-methylenecyclopentyl>ethyl>-1-(phenylsulfonyl)-α-<(phenylsulfonyl)methyl>-1H-pyrrole-3-methanol

: (4R,6S)-2-Benzenesulfonylmethyl-2-(1-benzenesulfonyl-1H-pyrrol-3-yl)-3,4,6-trimethyl-hexahydro-cyclopenta[b]furan-6a-ol

: 147484-85-3
(3R,5S)-2-[3-Benzenesulfonyl-2-(1-benzenesulfonyl-1H-pyrrol-3-yl)-2-hydroxy-1-methyl-propyl]-3,5-dimethyl-cyclopentanone

Guidance literature:: With sodium periodate; osmium(VIII) oxide; In tetrahydrofuran; water; at 21 ℃; for 19h; Title compound not separated from byproducts;
DOI:10.1016/S0040-4039(00)61322-9

Reference yield:

: 88075-95-0
1-(phenylsulfonyl)-1H-pyrrole-3-carbaldehyde

: 147484-85-3
(3R,5S)-2-[3-Benzenesulfonyl-2-(1-benzenesulfonyl-1H-pyrrol-3-yl)-2-hydroxy-1-methyl-propyl]-3,5-dimethyl-cyclopentanone

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) LDA / 1.) THF, -68 deg C to -65 deg C, 40 min, 2.) THF, -78 deg C, 40 min

2: 81 percent / MnO₂ / CH₂Cl₂ / 2 h / Heating

3: 70 percent / LiCl, H₂O / hexamethylphosphoric acid triamide / 24 h / 130 - 133 °C

4: 1.) BuLi / 1.) THF, hexane, -20 deg C, 30 min, 2.) THF, hexane, -75 deg C to -70 deg C, 50 min

5: NaIO₄, OsO₄ / tetrahydrofuran; H₂O / 19 h / Ambient temperature

With manganese(IV) oxide; sodium periodate; osmium(VIII) oxide; n-butyllithium; water; lithium chloride; lithium diisopropyl amide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; water;
DOI:10.1248/cpb.42.854

Reference yield:

: 143949-39-7
ethyl (αξ)-α-<(1ξ,3S,5R)-3,5-dimethyl-2-methylenecyclopentyl>-α-methyl-β-oxo-1-(phenylsulfonyl)-1H-pyrrole-3-propanoate

: 147484-85-3
(3R,5S)-2-[3-Benzenesulfonyl-2-(1-benzenesulfonyl-1H-pyrrol-3-yl)-2-hydroxy-1-methyl-propyl]-3,5-dimethyl-cyclopentanone

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / LiCl, H₂O / hexamethylphosphoric acid triamide / 24 h / 130 - 133 °C

2: 1.) BuLi / 1.) THF, hexane, -20 deg C, 30 min, 2.) THF, hexane, -75 deg C to -70 deg C, 50 min

3: NaIO₄, OsO₄ / tetrahydrofuran; H₂O / 19 h / Ambient temperature

With sodium periodate; osmium(VIII) oxide; n-butyllithium; water; lithium chloride; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; water;
DOI:10.1248/cpb.42.854