(3R,3'R,5'R)-6-chloro-1-methyl-3',5'-bis(2-oxo-2-phenylethyl)-5',6'-dihydrospiro[indoline-3,4'-pyran]-2,2'(3'H)-dione

Base Information

Chemical Name:(3R,3'R,5'R)-6-chloro-1-methyl-3',5'-bis(2-oxo-2-phenylethyl)-5',6'-dihydrospiro[indoline-3,4'-pyran]-2,2'(3'H)-dione
CAS No.:1579957-38-2
Molecular Formula:C₂₉H₂₄ClNO₅
Molecular Weight:501.966
Hs Code.:

Synonyms:(3R,3'R,5'R)-6-chloro-1-methyl-3',5'-bis(2-oxo-2-phenylethyl)-5',6'-dihydrospiro[indoline-3,4'-pyran]-2,2'(3'H)-dione

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Chemical Property of (3R,3'R,5'R)-6-chloro-1-methyl-3',5'-bis(2-oxo-2-phenylethyl)-5',6'-dihydrospiro[indoline-3,4'-pyran]-2,2'(3'H)-dione

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Technology Process of (3R,3'R,5'R)-6-chloro-1-methyl-3',5'-bis(2-oxo-2-phenylethyl)-5',6'-dihydrospiro[indoline-3,4'-pyran]-2,2'(3'H)-dione

There total 5 articles about (3R,3'R,5'R)-6-chloro-1-methyl-3',5'-bis(2-oxo-2-phenylethyl)-5',6'-dihydrospiro[indoline-3,4'-pyran]-2,2'(3'H)-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: 90.0%

: 1579957-18-8
(E)-(E)-4-oxo-4-phenylbut-2-en-1-yl 4-oxo-4-phenylbut-2-enoate

: 156136-55-9
6-chloro-1,3-dihydro-1-methyl-2H-indol-2-one

: 1579957-38-2
(3R,3'R,5'R)-6-chloro-1-methyl-3',5'-bis(2-oxo-2-phenylethyl)-5',6'-dihydrospiro[indoline-3,4'-pyran]-2,2'(3'H)-dione

Guidance literature:: With C₁₉H₂₅F₆N₃S; In toluene; at 20 ℃; for 72h; enantioselective reaction;
DOI:10.1021/ol500547e

Reference yield:

: 98-86-2
acetophenone

: 1579957-38-2
(3R,3'R,5'R)-6-chloro-1-methyl-3',5'-bis(2-oxo-2-phenylethyl)-5',6'-dihydrospiro[indoline-3,4'-pyran]-2,2'(3'H)-dione

Guidance literature:: Multi-step reaction with 5 steps

1: acetic acid; hydrogenchloride / 18 h / Reflux

2: dicyclohexyl-carbodiimide / dichloromethane / 0 - 20 °C

3: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / Reflux

4: dichloromethane / 20 °C

5: C₁₉H₂₅F₆N₃S / toluene / 72 h / 20 °C

With hydrogenchloride; C₁₉H₂₅F₆N₃S; acetic acid; dicyclohexyl-carbodiimide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane; ethyl acetate; toluene; 5: |Michael Addition;
DOI:10.1021/ol500547e

Reference yield:

: 17812-07-6
Benzoylacrylic acid

: 1579957-38-2
(3R,3'R,5'R)-6-chloro-1-methyl-3',5'-bis(2-oxo-2-phenylethyl)-5',6'-dihydrospiro[indoline-3,4'-pyran]-2,2'(3'H)-dione

Guidance literature:: Multi-step reaction with 4 steps

1: dicyclohexyl-carbodiimide / dichloromethane / 0 - 20 °C

2: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / ethyl acetate / Reflux

3: dichloromethane / 20 °C

4: C₁₉H₂₅F₆N₃S / toluene / 72 h / 20 °C

With C₁₉H₂₅F₆N₃S; dicyclohexyl-carbodiimide; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dichloromethane; ethyl acetate; toluene; 4: |Michael Addition;
DOI:10.1021/ol500547e