(2S,5S)-dibenzhydryl-1'-benzyl-5-(2-hydroxyethyl)-2'-oxo-4,5-dihydro-3H-spiro[furan-2,3'-indoline]-3,3-dicarboxylate

Base Information

Chemical Name:(2S,5S)-dibenzhydryl-1'-benzyl-5-(2-hydroxyethyl)-2'-oxo-4,5-dihydro-3H-spiro[furan-2,3'-indoline]-3,3-dicarboxylate
CAS No.:1443041-88-0
Molecular Formula:C₄₈H₄₁NO₇
Molecular Weight:743.856
Hs Code.:

Synonyms:(2S,5S)-dibenzhydryl-1'-benzyl-5-(2-hydroxyethyl)-2'-oxo-4,5-dihydro-3H-spiro[furan-2,3'-indoline]-3,3-dicarboxylate

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Chemical Property of (2S,5S)-dibenzhydryl-1'-benzyl-5-(2-hydroxyethyl)-2'-oxo-4,5-dihydro-3H-spiro[furan-2,3'-indoline]-3,3-dicarboxylate

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Technology Process of (2S,5S)-dibenzhydryl-1'-benzyl-5-(2-hydroxyethyl)-2'-oxo-4,5-dihydro-3H-spiro[furan-2,3'-indoline]-3,3-dicarboxylate

There total 3 articles about (2S,5S)-dibenzhydryl-1'-benzyl-5-(2-hydroxyethyl)-2'-oxo-4,5-dihydro-3H-spiro[furan-2,3'-indoline]-3,3-dicarboxylate 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: 56.0%

: 1443041-65-3
(2S,5S)-dibenzhydryl 1'-benzyl-2'-oxo-5-vinyl-4,5-dihydro-3H-spiro[furan-2,3'-indoline]-3,3-dicarboxylate

: 1443041-88-0
(2S,5S)-dibenzhydryl-1'-benzyl-5-(2-hydroxyethyl)-2'-oxo-4,5-dihydro-3H-spiro[furan-2,3'-indoline]-3,3-dicarboxylate

: 1443041-89-1
(2S,5S)-dibenzhydryl-1'-benzyl-5-(1-hydroxyethyl)-2'-oxo-4,5-dihydro-3H-spiro[furan-2,3'-indoline]-3,3-dicarboxylate

Guidance literature:: (2S,5S)-dibenzhydryl 1'-benzyl-2'-oxo-5-vinyl-4,5-dihydro-3H-spiro[furan-2,3'-indoline]-3,3-dicarboxylate; With borane; In tetrahydrofuran; at 0 ℃; for 1.5h; Inert atmosphere; Schlenk technique;

With dihydrogen peroxide; sodium hydroxide; In tetrahydrofuran; for 15h; Inert atmosphere; Schlenk technique;
DOI:10.1021/om400473p

Reference yield:

: 116021-77-3
C₂₉H₂₄O₄

: 1443041-88-0
(2S,5S)-dibenzhydryl-1'-benzyl-5-(2-hydroxyethyl)-2'-oxo-4,5-dihydro-3H-spiro[furan-2,3'-indoline]-3,3-dicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: caesium carbonate / tetrahydrofuran / 16 h / 60 °C / Inert atmosphere; Schlenk technique

2.1: (4R,5R)-2-((S)-1-(2-(dibutylphosphino)naphthalen-1-yl)naphthalen-2-yl)-4,5-diphenyl-1-tosyl-4,5-dihydro-1H-imidazole; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium chloride / tetrahydrofuran / 48 h / 20 °C / Inert atmosphere; Schlenk technique

3.1: borane / tetrahydrofuran / 1.5 h / 0 °C / Inert atmosphere; Schlenk technique

3.2: 15 h / Inert atmosphere; Schlenk technique

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (4R,5R)-2-((S)-1-(2-(dibutylphosphino)naphthalen-1-yl)naphthalen-2-yl)-4,5-diphenyl-1-tosyl-4,5-dihydro-1H-imidazole; borane; caesium carbonate; lithium chloride; In tetrahydrofuran;
DOI:10.1021/om400473p

Reference yield:

: 1443041-93-7
dibenzhydryl 2-vinylcyclopropane-1,1-dicarboxylate

: 1443041-88-0
(2S,5S)-dibenzhydryl-1'-benzyl-5-(2-hydroxyethyl)-2'-oxo-4,5-dihydro-3H-spiro[furan-2,3'-indoline]-3,3-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: (4R,5R)-2-((S)-1-(2-(dibutylphosphino)naphthalen-1-yl)naphthalen-2-yl)-4,5-diphenyl-1-tosyl-4,5-dihydro-1H-imidazole; tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; lithium chloride / tetrahydrofuran / 48 h / 20 °C / Inert atmosphere; Schlenk technique

2.1: borane / tetrahydrofuran / 1.5 h / 0 °C / Inert atmosphere; Schlenk technique

2.2: 15 h / Inert atmosphere; Schlenk technique

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; (4R,5R)-2-((S)-1-(2-(dibutylphosphino)naphthalen-1-yl)naphthalen-2-yl)-4,5-diphenyl-1-tosyl-4,5-dihydro-1H-imidazole; borane; lithium chloride; In tetrahydrofuran;
DOI:10.1021/om400473p