(2S,3R)-2'-oxo-1-(phenylsulfonyl)spiro[indoline-3,4'-oxazolidine]-2-yl 2,4-dichlorobenzoate

Base Information

Chemical Name:(2S,3R)-2'-oxo-1-(phenylsulfonyl)spiro[indoline-3,4'-oxazolidine]-2-yl 2,4-dichlorobenzoate
CAS No.:1448344-70-4
Molecular Formula:C₂₃H₁₆Cl₂N₂O₆S
Molecular Weight:519.362
Hs Code.:

Synonyms:(2S,3R)-2'-oxo-1-(phenylsulfonyl)spiro[indoline-3,4'-oxazolidine]-2-yl 2,4-dichlorobenzoate

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Chemical Property of (2S,3R)-2'-oxo-1-(phenylsulfonyl)spiro[indoline-3,4'-oxazolidine]-2-yl 2,4-dichlorobenzoate

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Technology Process of (2S,3R)-2'-oxo-1-(phenylsulfonyl)spiro[indoline-3,4'-oxazolidine]-2-yl 2,4-dichlorobenzoate

There total 6 articles about (2S,3R)-2'-oxo-1-(phenylsulfonyl)spiro[indoline-3,4'-oxazolidine]-2-yl 2,4-dichlorobenzoate 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:

: 1448344-52-2
(1-(phenylsulfonyl)-1H-indol-3-yl)methyl 2,4-dichlorobenzoyloxycarbamate

: 1448344-69-1
(2R,3S)-2'-oxo-1-(phenylsulfonyl)spiro[indoline-3,4'-oxazolidine]-2-yl 2,4-dichlorobenzoate

: 1448344-70-4
(2S,3R)-2'-oxo-1-(phenylsulfonyl)spiro[indoline-3,4'-oxazolidine]-2-yl 2,4-dichlorobenzoate

Guidance literature:: With 2,6-dimethylpyridine; (4S,4'S,5R,5'R)-2,2'-(propane-2,2-diyl)bis(4,5-diphenyl-4,5-dihydrooxazole); iron(II) acetate; In toluene; at 20 ℃; for 12h; Reagent/catalyst; Temperature; Time; Concentration; Solvent; stereoselective reaction; Molecular sieve; Inert atmosphere;
DOI:10.1021/ol401666e

Reference yield:

: 487-89-8,1228547-52-1
Indole-3-carboxaldehyde

: 1448344-69-1
(2R,3S)-2'-oxo-1-(phenylsulfonyl)spiro[indoline-3,4'-oxazolidine]-2-yl 2,4-dichlorobenzoate

: 1448344-70-4
(2S,3R)-2'-oxo-1-(phenylsulfonyl)spiro[indoline-3,4'-oxazolidine]-2-yl 2,4-dichlorobenzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / dichloromethane / 0.5 h / 0 °C

1.2: 0.5 h / 20 °C

2.1: sodium tetrahydroborate / methanol / 0.5 h / 0 °C

3.1: acetonitrile / 1 h / 20 °C

3.2: 4 h / 20 °C

4.1: triethylamine / tetrahydrofuran / 1 h / 0 °C

5.1: iron(II) triflate; (4S,4S')-(-)-2,2'-(1-methylethylidene)bis[4,5-dihydro-4-(phenylmethyl)oxazole] / acetonitrile; toluene / 12 h / 20 °C / Inert atmosphere; Molecular sieve

With iron(II) triflate; sodium tetrahydroborate; tetra(n-butyl)ammonium hydrogensulfate; triethylamine; (4S,4S')-(-)-2,2'-(1-methylethylidene)bis[4,5-dihydro-4-(phenylmethyl)oxazole]; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; toluene; acetonitrile;
DOI:10.1021/ol401666e

Reference yield:

: 98-09-9
benzenesulfonyl chloride

: 1448344-69-1
(2R,3S)-2'-oxo-1-(phenylsulfonyl)spiro[indoline-3,4'-oxazolidine]-2-yl 2,4-dichlorobenzoate

: 1448344-70-4
(2S,3R)-2'-oxo-1-(phenylsulfonyl)spiro[indoline-3,4'-oxazolidine]-2-yl 2,4-dichlorobenzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide / dichloromethane / 0.5 h / 0 °C

1.2: 0.5 h / 20 °C

2.1: sodium tetrahydroborate / methanol / 0.5 h / 0 °C

3.1: acetonitrile / 1 h / 20 °C

3.2: 4 h / 20 °C

4.1: triethylamine / tetrahydrofuran / 1 h / 0 °C

5.1: iron(II) triflate; (4S,4S')-(-)-2,2'-(1-methylethylidene)bis[4,5-dihydro-4-(phenylmethyl)oxazole] / acetonitrile; toluene / 12 h / 20 °C / Inert atmosphere; Molecular sieve

With iron(II) triflate; sodium tetrahydroborate; tetra(n-butyl)ammonium hydrogensulfate; triethylamine; (4S,4S')-(-)-2,2'-(1-methylethylidene)bis[4,5-dihydro-4-(phenylmethyl)oxazole]; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; toluene; acetonitrile;
DOI:10.1021/ol401666e