(4aS,7aS,9R,10aS)-2,8-Bis-benzenesulfonyl-9-hydroxymethyl-octahydro-pyrrolo[2,3-i]isoquinoline-1,6-dione

Base Information

Chemical Name:(4aS,7aS,9R,10aS)-2,8-Bis-benzenesulfonyl-9-hydroxymethyl-octahydro-pyrrolo[2,3-i]isoquinoline-1,6-dione
CAS No.:221526-53-0
Molecular Formula:C₂₄H₂₆N₂O₇S₂
Molecular Weight:518.612
Hs Code.:

Synonyms:(4aS,7aS,9R,10aS)-2,8-Bis-benzenesulfonyl-9-hydroxymethyl-octahydro-pyrrolo[2,3-i]isoquinoline-1,6-dione

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Chemical Property of (4aS,7aS,9R,10aS)-2,8-Bis-benzenesulfonyl-9-hydroxymethyl-octahydro-pyrrolo[2,3-i]isoquinoline-1,6-dione

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Technology Process of (4aS,7aS,9R,10aS)-2,8-Bis-benzenesulfonyl-9-hydroxymethyl-octahydro-pyrrolo[2,3-i]isoquinoline-1,6-dione

There total 14 articles about (4aS,7aS,9R,10aS)-2,8-Bis-benzenesulfonyl-9-hydroxymethyl-octahydro-pyrrolo[2,3-i]isoquinoline-1,6-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: 78.0%

: 221526-51-8
(4aS,8aS)-2-benzenesulfonyl-8a-[(4R)-3-benzenesulfonyl-2,2-dimethyloxazolidin-4-yl]methyl-1,2,3,4,4a,5,6,8a-octahydroisoquinoline-1,6-dione

: 221526-54-1
N-((1S,6S,10S,13R)-3-Benzenesulfonyl-2,8-dioxo-11-oxa-3-aza-tricyclo[8.4.0.0^1,6]tetradec-13-yl)-benzenesulfonamide

: 221526-53-0
(4aS,7aS,9R,10aS)-2,8-Bis-benzenesulfonyl-9-hydroxymethyl-octahydro-pyrrolo[2,3-i]isoquinoline-1,6-dione

Guidance literature:: With hydrogenchloride; In tetrahydrofuran; for 2h; Heating;
DOI:10.1016/S0040-4039(98)80033-6

Reference yield:

: 7744-25-4
1-Benzenesulfonyl-3,4,5,6-tetrahydropyridin-2-one

: 221526-53-0
(4aS,7aS,9R,10aS)-2,8-Bis-benzenesulfonyl-9-hydroxymethyl-octahydro-pyrrolo[2,3-i]isoquinoline-1,6-dione

Guidance literature:: Multi-step reaction with 9 steps

1: 73 percent / LiN(TMS)2 / tetrahydrofuran / 11 h / -60 °C

2: LiN(TMS)2 / tetrahydrofuran / 2 h / -60 °C

3: n-Bu₃SnH, AIBN / benzene / 0.5 h / Heating

4: KN(TMS)2 / tetrahydrofuran / -30 °C

5: mCPBA / CH₂Cl₂

6: various solvent(s) / 20 h / 180 °C

7: PPTS / CH₂Cl₂

8: 21 percent / HCl / tetrahydrofuran / 2 h / Heating

9: HCl

With hydrogenchloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1016/S0040-4039(98)80033-6

Reference yield:

: 221526-67-6
methyl (4S)-3-benzenesulfonyl-2,2-dimethyloxazolidine-4-carboxylate

: 221526-53-0
(4aS,7aS,9R,10aS)-2,8-Bis-benzenesulfonyl-9-hydroxymethyl-octahydro-pyrrolo[2,3-i]isoquinoline-1,6-dione

Guidance literature:: Multi-step reaction with 10 steps

1: 92 percent / DIBAL-H / toluene / 2 h / -78 °C

2: 73 percent / LiN(TMS)2 / tetrahydrofuran / 11 h / -60 °C

3: LiN(TMS)2 / tetrahydrofuran / 2 h / -60 °C

4: n-Bu₃SnH, AIBN / benzene / 0.5 h / Heating

5: KN(TMS)2 / tetrahydrofuran / -30 °C

6: mCPBA / CH₂Cl₂

7: various solvent(s) / 20 h / 180 °C

8: PPTS / CH₂Cl₂

9: 21 percent / HCl / tetrahydrofuran / 2 h / Heating

10: HCl

With hydrogenchloride; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; diisobutylaluminium hydride; 3-chloro-benzenecarboperoxoic acid; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; toluene; benzene;
DOI:10.1016/S0040-4039(98)80033-6