(2'R,3'R)-1-benzyl-4-bromo-4'-methoxy-3'-methylspiro[indoline-3,2'-pyran]-2,6'(3'H)-dione

Base Information

Chemical Name:(2'R,3'R)-1-benzyl-4-bromo-4'-methoxy-3'-methylspiro[indoline-3,2'-pyran]-2,6'(3'H)-dione
CAS No.:1526920-71-7
Molecular Formula:C₂₁H₁₈BrNO₄
Molecular Weight:428.282
Hs Code.:

Synonyms:(2'R,3'R)-1-benzyl-4-bromo-4'-methoxy-3'-methylspiro[indoline-3,2'-pyran]-2,6'(3'H)-dione

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Chemical Property of (2'R,3'R)-1-benzyl-4-bromo-4'-methoxy-3'-methylspiro[indoline-3,2'-pyran]-2,6'(3'H)-dione

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Technology Process of (2'R,3'R)-1-benzyl-4-bromo-4'-methoxy-3'-methylspiro[indoline-3,2'-pyran]-2,6'(3'H)-dione

There total 3 articles about (2'R,3'R)-1-benzyl-4-bromo-4'-methoxy-3'-methylspiro[indoline-3,2'-pyran]-2,6'(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: 98.0%

: 1020972-38-6
1-benzyl-4-bromoindoline-2,3-dione

: 126393-67-7
1,3-dimethoxy-1-trimethylsilyloxy-1,3-pentadiene

: 1526920-71-7
(2'R,3'R)-1-benzyl-4-bromo-4'-methoxy-3'-methylspiro[indoline-3,2'-pyran]-2,6'(3'H)-dione

Guidance literature:: 1-benzyl-4-bromoindoline-2,3-dione; 1,3-dimethoxy-1-trimethylsilyloxy-1,3-pentadiene; With magnesium(II) perchlorate; C₃₇H₅₆N₄O₄; In dichloromethane; at 35 ℃; for 1h; Inert atmosphere;

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 2h; stereoselective reaction; Inert atmosphere;
DOI:10.1039/c3cc47800a

Reference yield:

: 30414-53-0
methyl propanoyl acetate

: 1526920-71-7
(2'R,3'R)-1-benzyl-4-bromo-4'-methoxy-3'-methylspiro[indoline-3,2'-pyran]-2,6'(3'H)-dione

Guidance literature:: Multi-step reaction with 3 steps

1.1: sulfuric acid / 24 h / 0 - 20 °C

2.1: lithium diisopropyl amide / tetrahydrofuran / 1.5 h / -78 °C / Inert atmosphere

2.2: -78 - 20 °C / Inert atmosphere

3.1: C₃₇H₅₆N₄O₄; magnesium(II) perchlorate / dichloromethane / 1 h / 35 °C / Inert atmosphere

3.2: 2 h / 20 °C / Inert atmosphere

With magnesium(II) perchlorate; sulfuric acid; C₃₇H₅₆N₄O₄; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; 3.1: |Diels-Alder Cycloaddition;
DOI:10.1039/c3cc47800a

Reference yield:

: 104065-67-0
methyl 3-methoxypent-2-enoate

: 1526920-71-7
(2'R,3'R)-1-benzyl-4-bromo-4'-methoxy-3'-methylspiro[indoline-3,2'-pyran]-2,6'(3'H)-dione

Guidance literature:: Multi-step reaction with 2 steps

1.1: lithium diisopropyl amide / tetrahydrofuran / 1.5 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: C₃₇H₅₆N₄O₄; magnesium(II) perchlorate / dichloromethane / 1 h / 35 °C / Inert atmosphere

2.2: 2 h / 20 °C / Inert atmosphere

With magnesium(II) perchlorate; C₃₇H₅₆N₄O₄; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; 2.1: |Diels-Alder Cycloaddition;
DOI:10.1039/c3cc47800a