(3aR,4R,6aR)-4-Isopropyl-1-(toluene-4-sulfonyl)-hexahydro-cyclopenta[b]pyrrole-2,6-dione

Base Information

Chemical Name:(3aR,4R,6aR)-4-Isopropyl-1-(toluene-4-sulfonyl)-hexahydro-cyclopenta[b]pyrrole-2,6-dione
CAS No.:201014-29-1
Molecular Formula:C₁₇H₂₁NO₄S
Molecular Weight:335.424
Hs Code.:

Synonyms:(3aR,4R,6aR)-4-Isopropyl-1-(toluene-4-sulfonyl)-hexahydro-cyclopenta[b]pyrrole-2,6-dione

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Chemical Property of (3aR,4R,6aR)-4-Isopropyl-1-(toluene-4-sulfonyl)-hexahydro-cyclopenta[b]pyrrole-2,6-dione

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Technology Process of (3aR,4R,6aR)-4-Isopropyl-1-(toluene-4-sulfonyl)-hexahydro-cyclopenta[b]pyrrole-2,6-dione

There total 6 articles about (3aR,4R,6aR)-4-Isopropyl-1-(toluene-4-sulfonyl)-hexahydro-cyclopenta[b]pyrrole-2,6-dione 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: 83.0%

: 1068-55-9
isopropylmagnesium chloride

: 201014-33-7
(3aR,6aR)-1-(Toluene-4-sulfonyl)-1,3,3a,6a-tetrahydro-cyclopenta[b]pyrrole-2,6-dione

: 201014-29-1
(3aR,4R,6aR)-4-Isopropyl-1-(toluene-4-sulfonyl)-hexahydro-cyclopenta[b]pyrrole-2,6-dione

Guidance literature:: With copper(l) iodide; boron trifluoride diethyl etherate; In tetrahydrofuran; at -78 ℃;
DOI:10.1021/ol005750s

Reference yield:

: 201014-31-5
(3aS,6aR)-4-Benzenesulfonyl-6-vinylidene-hexahydro-cyclopenta[b]pyrrol-2-one

: 201014-29-1
(3aR,4R,6aR)-4-Isopropyl-1-(toluene-4-sulfonyl)-hexahydro-cyclopenta[b]pyrrole-2,6-dione

Guidance literature:: Multi-step reaction with 3 steps

1: 1.) nBuLi / 1.) -78 deg C, 2 h, 2.) -78 deg C - 20 deg C

2: 1.) O₃, 2.) Al₂O₃ / 1.) -78 deg C, 45 min, 2.) 12 h

3: 72 percent / CuI, BF₃-EtO₂ / tetrahydrofuran / 2 h / -78 °C

With aluminum oxide; copper(l) iodide; n-butyllithium; boron trifluoride diethyl etherate; ozone; In tetrahydrofuran;
DOI:10.1021/jo971854d

Reference yield:

: 201014-27-9
(3aS,6aR)-4-Benzenesulfonyl-2-oxo-6-vinylidene-octahydro-cyclopenta[b]pyrrole-4-carboxylic acid methyl ester

: 201014-29-1
(3aR,4R,6aR)-4-Isopropyl-1-(toluene-4-sulfonyl)-hexahydro-cyclopenta[b]pyrrole-2,6-dione

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) LiOH, 2.) pyridine / 1.) THF, H₂O, 2.) 90 deg C

2: 1.) nBuLi / 1.) -78 deg C, 2 h, 2.) -78 deg C - 20 deg C

3: 1.) O₃, 2.) Al₂O₃ / 1.) -78 deg C, 45 min, 2.) 12 h

4: 72 percent / CuI, BF₃-EtO₂ / tetrahydrofuran / 2 h / -78 °C

With pyridine; aluminum oxide; lithium hydroxide; copper(l) iodide; n-butyllithium; boron trifluoride diethyl etherate; ozone; In tetrahydrofuran;
DOI:10.1021/jo971854d