(2R,3R)-(-)-2-butyl-3-benzylindoline

Base Information

Chemical Name:(2R,3R)-(-)-2-butyl-3-benzylindoline
CAS No.:1304141-54-5
Molecular Formula:C₁₉H₂₃N
Molecular Weight:265.398
Hs Code.:

Synonyms:(2R,3R)-(-)-2-butyl-3-benzylindoline

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2R,3R)-(-)-2-butyl-3-benzylindoline

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Technology Process of (2R,3R)-(-)-2-butyl-3-benzylindoline

There total 3 articles about (2R,3R)-(-)-2-butyl-3-benzylindoline 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: 97.0%

: 1357175-01-9
N-((2-butyl-1H-indol-3-yl)(phenyl)methyl)-4-methylbenzenesulfonamide

: 1304141-54-5
(2R,3R)-(-)-2-butyl-3-benzylindoline

Guidance literature:: N-((2-butyl-1H-indol-3-yl)(phenyl)methyl)-4-methylbenzenesulfonamide; With toluene-4-sulfonic acid; In dichloromethane; 2,2,2-trifluoroethanol; at 20 ℃; for 0.0833333h;

With palladium(II) trifluoroacetate; hydrogen; (R)-(+)-2,2'-bis(diphenylphosphanyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl; In dichloromethane; 2,2,2-trifluoroethanol; at 50 ℃; under 31029.7 Torr; optical yield given as %ee; enantioselective reaction; Autoclave;
DOI:10.1039/c1ob06777j

Reference yield: 92.0%

: 100-52-7
benzaldehyde

: 13228-37-0
2-butyl-1H-indole

: 1304141-54-5
(2R,3R)-(-)-2-butyl-3-benzylindoline

Guidance literature:: With palladium(II) trifluoroacetate; hydrogen; toluene-4-sulfonic acid; (R)-(+)-2,2'-bis(diphenylphosphanyl)-5,5',6,6',7,7',8,8'-octahydro-1,1'-binaphthyl; In dichloromethane; 2,2,2-trifluoroethanol; at 50 ℃; under 31029.7 Torr; optical yield given as %ee; enantioselective reaction; Autoclave;
DOI:10.1002/chem.201100576

Reference yield:

: 51608-60-7
N-(benzylidene)-p-methylbenzenesulfonamide

: 13228-37-0
2-butyl-1H-indole

: 1304141-54-5
(2R,3R)-(-)-2-butyl-3-benzylindoline

Guidance literature:: Multi-step reaction with 2 steps

1.1: phosphonic acid diethyl ester / toluene / 0.25 h / 0 - 20 °C / Inert atmosphere

1.2: 12 h / 0 - 20 °C / Inert atmosphere

2.1: toluene-4-sulfonic acid / dichloromethane; 2,2,2-trifluoroethanol / 0.08 h / 20 °C

2.2: 50 °C / 31029.7 Torr / Autoclave

With toluene-4-sulfonic acid; phosphonic acid diethyl ester; In dichloromethane; 2,2,2-trifluoroethanol; toluene; 1.1: Friedel Crafts alkylation / 1.2: Friedel Crafts alkylation;
DOI:10.1039/c1ob06777j