(3S,3'S)-3'-acetyl-6'-(4-bromophenyl)-1-(3,5-dimethylbenzyl)-1'-tosyl-2',3'-dihydro-1'H-spiro[indoline-3,4'-pyridin]-2-one

Base Information

Chemical Name:(3S,3'S)-3'-acetyl-6'-(4-bromophenyl)-1-(3,5-dimethylbenzyl)-1'-tosyl-2',3'-dihydro-1'H-spiro[indoline-3,4'-pyridin]-2-one
CAS No.:1590444-10-2
Molecular Formula:C₃₆H₃₃BrN₂O₄S
Molecular Weight:669.639
Hs Code.:

Synonyms:(3S,3'S)-3'-acetyl-6'-(4-bromophenyl)-1-(3,5-dimethylbenzyl)-1'-tosyl-2',3'-dihydro-1'H-spiro[indoline-3,4'-pyridin]-2-one

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Chemical Property of (3S,3'S)-3'-acetyl-6'-(4-bromophenyl)-1-(3,5-dimethylbenzyl)-1'-tosyl-2',3'-dihydro-1'H-spiro[indoline-3,4'-pyridin]-2-one

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Technology Process of (3S,3'S)-3'-acetyl-6'-(4-bromophenyl)-1-(3,5-dimethylbenzyl)-1'-tosyl-2',3'-dihydro-1'H-spiro[indoline-3,4'-pyridin]-2-one

There total 4 articles about (3S,3'S)-3'-acetyl-6'-(4-bromophenyl)-1-(3,5-dimethylbenzyl)-1'-tosyl-2',3'-dihydro-1'H-spiro[indoline-3,4'-pyridin]-2-one 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:

: 1590444-35-1
(3E)-1-(3,5-dimethylbenzyl)-3-((E)-2-(4-bromophenyl)-2-tosyliminoethylidene)indolin-2-one

: 78-94-4,25038-87-3
methyl vinyl ketone

: 1590444-10-2
(3S,3'S)-3'-acetyl-6'-(4-bromophenyl)-1-(3,5-dimethylbenzyl)-1'-tosyl-2',3'-dihydro-1'H-spiro[indoline-3,4'-pyridin]-2-one

: 3'-acetyl-6'-(4-bromophenyl)-1-(3,5-dimethylbenzyl)-1'-tosyl-2',3'-dihydro-1'H-spiro[indoline-3,4'-pyridin]-2-one

Guidance literature:: With (S)-1-(di-p-tolylmethyl)-3-(1-(diphenylphosphino)-3-methylbutan-2-yl)thiourea; In toluene; at 20 ℃; for 48h; Overall yield = 78 %; Overall yield = 52 mg; enantioselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2014.02.052

Reference yield:

: 1590444-36-2
(3E)-1-(3,5-dimethylbenzyl)-3-((Z)-2-(4-bromophenyl)-2-tosyliminoethylidene)indolin-2-one

: 78-94-4,25038-87-3
methyl vinyl ketone

: 1590444-10-2
(3S,3'S)-3'-acetyl-6'-(4-bromophenyl)-1-(3,5-dimethylbenzyl)-1'-tosyl-2',3'-dihydro-1'H-spiro[indoline-3,4'-pyridin]-2-one

: 3'-acetyl-6'-(4-bromophenyl)-1-(3,5-dimethylbenzyl)-1'-tosyl-2',3'-dihydro-1'H-spiro[indoline-3,4'-pyridin]-2-one

Guidance literature:: With (S)-1-(di-p-tolylmethyl)-3-(1-(diphenylphosphino)-3-methylbutan-2-yl)thiourea; In toluene; at 20 ℃; for 48h; Overall yield = 76 %; enantioselective reaction; Inert atmosphere;
DOI:10.1016/j.tet.2014.02.052

Reference yield:

: 1590444-53-3
C₂₅H₂₀BrNO₂

: 1590444-10-2
(3S,3'S)-3'-acetyl-6'-(4-bromophenyl)-1-(3,5-dimethylbenzyl)-1'-tosyl-2',3'-dihydro-1'H-spiro[indoline-3,4'-pyridin]-2-one

: 3'-acetyl-6'-(4-bromophenyl)-1-(3,5-dimethylbenzyl)-1'-tosyl-2',3'-dihydro-1'H-spiro[indoline-3,4'-pyridin]-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine; titanium tetrachloride / dichloromethane / 0 °C / Inert atmosphere; Reflux

2: (S)-1-(di-p-tolylmethyl)-3-(1-(diphenylphosphino)-3-methylbutan-2-yl)thiourea / toluene / 48 h / 20 °C / Inert atmosphere

With (S)-1-(di-p-tolylmethyl)-3-(1-(diphenylphosphino)-3-methylbutan-2-yl)thiourea; titanium tetrachloride; triethylamine; In dichloromethane; toluene;
DOI:10.1016/j.tet.2014.02.052