Production Method 1

88196-70-7

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethanol ;  56 h, 10 bar, rt

Reference

Stereoselective Metal-Free Reduction of Chiral Imines in Batch and Flow Mode: A Convenient Strategy for the Synthesis of Chiral Active Pharmaceutical Ingredients

Brenna, Davide ; et al, European Journal of Organic Chemistry, 2017, 2017(1), 39-44

Production Method 2

586-37-8

88196-70-7

Reaction Conditions

1.1 Reagents: Ammonium acetate ,  Hydrogen Catalysts: (OC-6-22)-Bis(acetato-κO,κO′)[1,1′-[(6S,8S,13aR)-7,8-dihydro-6,8-dimethyl-6H-dib… Solvents: 2,2,2-Trifluoroethanol ;  24 h, 57 bar, 100 °C; cooled
1.2 Reagents: Hydrochloric acid Solvents: Water
1.3 Reagents: Sodium hydroxide Solvents: Water ;  basified

Reference

Asymmetric Synthesis of Chiral Primary Amines by Ruthenium-Catalyzed Direct Reductive Amination of Alkyl Aryl Ketones with Ammonium Salts and Molecular H2

Tan, Xuefeng ; et al, Journal of the American Chemical Society, 2018, 140(6), 2024-2027

Production Method 3

88196-70-7

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Water ;  16 h, 80 °C

Reference

Chemoenzymatic synthesis of the calcimimetic (+)-NPS R-568 via asymmetric reductive acylation of ketoxime intermediate

Han, Kiwon; et al, Tetrahedron Letters, 2010, 51(27), 3536-3537

Production Method 4

88196-70-7

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol ;  12 h, 10 atm, 60 °C
1.2 Reagents: Potassium carbonate Solvents: Water ;  1 h, rt

Reference

A simple and efficient synthesis of (S)- and (R)-1-(3-methoxyphenyl)ethylamine

Hu, Meng; et al, Letters in Organic Chemistry, 2007, 4(2), 126-128

Production Method 5

885411-21-2

88196-70-7

Reaction Conditions

1.1 Reagents: Thiophenol ,  Potassium carbonate Solvents: Dimethylformamide ;  4 h, rt
1.2 Reagents: Hydrochloric acid Solvents: Water ;  rt

Reference

Rhodium-Catalyzed Enantioselective Arylation of Aliphatic Imines

Kato, Naoya; et al, Chemistry - A European Journal, 2016, 22(23), 7739-7742

Production Method 6

17199-29-0

88196-70-7

88196-70-7

Reaction Conditions

1.1 rt

Reference

A low-waste process to Rivastigmine by waste isomer racemization

Reddy, Ganta Madhusudhan; et al, Chemistry & Biology Interface, 2011, 1(2), 192-197

Production Method 7

91-00-9

100-06-1

88196-70-7

Reaction Conditions

1.1 Reagents: Trifluoroacetic acid ,  Titanium isopropoxide ,  Hydrogen Catalysts: Di-μ-chlorobis[(1,2,5,6-η)-1,5-cyclooctadiene]diiridium ,  1-(11bR)-Dinaphtho[2,1-d:1′,2′-f][1,3,2]dioxaphosphepin-4-ylpiperidine Solvents: Dichloromethane ;  24 h, 60 atm, 50 °C
1.2 Reagents: Sodium bicarbonate Solvents: Water ;  neutralized
2.1 Reagents: Hydrogen Catalysts: Palladium dihydroxide

Reference

Iridium-catalyzed direct asymmetric reductive amination of aromatic ketones

Huang, Haizhou; et al, Organic Chemistry Frontiers, 2017, 4(10), 1976-1980

Production Method 8

586-37-8

88196-70-7

Reaction Conditions

1.1 Reagents: Hydrogen ,  Ammonia Catalysts: Ammonium iodide ,  Carbonylchlorohydrotris(triphenylphosphine)ruthenium ,  Sodium hexafluorophosphate ,  1,1′-Bis[(11bS)-3,5-dihydro-4H-dinaphtho[2,1-c:1′,2′-e]phosphepin-4-yl]ferrocene Solvents: Toluene ;  18 h, 46 bar, 120 °C

Reference

Direct Asymmetric Ruthenium-Catalyzed Reductive Amination of Alkyl-Aryl Ketones with Ammonia and Hydrogen

Gallardo-Donaire, Joan; et al, Journal of the American Chemical Society, 2018, 140(1), 355-361

Production Method 9

88196-70-7

Reaction Conditions

1.1 Reagents: Trifluoroacetic acid Solvents: Methanol ;  0 °C → rt; overnight, rt
1.2 -

Reference

N-Isopropylsulfinylimines as Useful Intermediates in the Synthesis of Chiral Amines: Expeditive Asymmetric Synthesis of the Calcimimetic (+)-NPS R-568

Fernandez, Inmaculada; et al, Journal of Organic Chemistry, 2008, 73(2), 745-748

Production Method 10

2161394-64-3

88196-70-7

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Palladium dihydroxide

Reference

Iridium-catalyzed direct asymmetric reductive amination of aromatic ketones

Huang, Haizhou; et al, Organic Chemistry Frontiers, 2017, 4(10), 1976-1980

Production Method 11

2316585-58-5

88196-70-7

Reaction Conditions

1.1 Reagents: Anisole ,  Aluminum chloride Solvents: Dichloromethane ;  2 h, rt
1.2 Reagents: Sodium hydroxide Solvents: Dichloromethane ,  Water ;  rt

Reference

Nickel-Catalyzed Asymmetric Hydrogenation of N-Sulfonyl Imines

Li, Bowen; et al, Angewandte Chemie, 2019, 58(22), 7329-7334

Production Method 12

88196-70-7

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Methanol ,  1,4-Dioxane ;  0.5 - 1 h, rt

Reference

Iridium-catalyzed diastereoselective amination of alcohols with chiral tert-butanesulfinamide by the use of a borrowing hydrogen methodology

Xi, Xiaomei; et al, Organic & Biomolecular Chemistry, 2019, 17(33), 7651-7654

Production Method 13

1384454-55-0

88196-70-7

Reaction Conditions

1.1 Catalysts: Borane ,  (3aR,5R,7R,7aS)-Octahydro-6,6-dimethyl-5,7-methano-1,3,2-benzoxazaborole Solvents: Tetrahydrofuran ;  5 h, 0 °C
1.2 Solvents: Tetrahydrofuran ;  0 °C; 24 h, rt
1.3 Reagents: Borane Solvents: Tetrahydrofuran ;  24 h, reflux; cooled
1.4 Reagents: Hydrochloric acid Solvents: Water ;  24 h, acidified, rt
1.5 Reagents: Sodium hydroxide Solvents: Water ;  basified

Reference

Enantioselective reduction of ketoxime ethers with borane-oxazaborolidines and synthesis of the key intermediate leading to (S)-rivastigmine

Pakulski, Marcin M.; et al, Tetrahedron: Asymmetry, 2012, 23(9), 716-721

Production Method 14

1233707-35-1

88196-70-7

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Methanol ,  Water ;  overnight, rt
1.2 Reagents: Sodium hydroxide Solvents: Water ;  neutralized, rt

Reference

A dimethylzinc/diphenylphosphinoylimine approach to the asymmetric synthesis of the calcimimetic agent NPS R-568

Banerjee, Sucharita; et al, Applied Organometallic Chemistry, 2011, 25(2), 105-109

Production Method 15

88196-70-7

Reaction Conditions

1.1 Reagents: Ceric ammonium nitrate Solvents: Acetonitrile ,  Water ;  6 h, 0 °C

Reference

Sulfinamide Phosphinates as Chiral Catalysts for the Enantioselective Organocatalytic Reduction of Imines

Chelouan, Ahmed; et al, Organic Letters, 2016, 18(13), 3258-3261

Production Method 16

3005994-34-0

88196-70-7

Reaction Conditions

1.1 Reagents: Zinc ,  Hydrochloric acid Solvents: Tetrahydrofuran ,  Water ;  8 h, rt
1.2 Reagents: Sodium hydroxide Solvents: Water ;  basified, rt

Reference

Cobalt-Catalyzed Enantioselective C-H Annulation of Benzylamines with Alkynes: Application to the Modular and Asymmetric Syntheses of Bioactive Molecules

Wu, Yong-Jie; et al, Journal of the American Chemical Society, 2023, 145(45), 24499-24505

(R)-1-(3-Methoxyphenyl)ethanamine Raw materials

• 1-(3-methoxyphenyl)ethan-1-one
• (S)-(+)-Mandelic Acid
• (αR)-N-(Diphenylmethyl)-4-methoxy-α-methylbenzenemethanamine
• N-[(1R)-1-(3-Methoxyphenyl)ethyl]-2-methyl-2-propanesulfonamide
• 3-Pyridinecarboxylic acid, 6-[[[(1R)-1-(3-methoxyphenyl)ethyl]amino]carbonyl]-, methyl ester
• (R)-N-(1-(3-methoxyphenyl)ethyl)-P,P-diphenylphosphinic amide
• N-[1-(3-Methoxyphenyl)ethyl]-4-nitrobenzenesulfonamide
• (R)-1-(3-Methoxyphenyl)ethanamine
• diphenylmethanamine
• (E)-1-(3-methoxyphenyl)ethanone O-benzyl oxime
• 1-(4-methoxyphenyl)ethan-1-one

(R)-1-(3-Methoxyphenyl)ethanamine Preparation Products

• (R)-1-(3-Methoxyphenyl)ethanamine (88196-70-7)

• 1. An amide probe as a selective Al3+ and Fe3+ sensor inside the HeLa and a549 cell lines: Pictet–Spengler reaction for the rapid detection of tryptophan amino acid?
  Bidyut Kumar Kundu,Rinky Singh,Ritudhwaj Tiwari,Debasis Nayak New J. Chem., 2019,43, 4867-4877
• 2. An intermolecular C–C coupling reaction of iridium complexes?
  Kathrin Kutlescha,Rhett Kempe New J. Chem., 2010,34, 1954-1960
• 3. An air-stable organometallic polymer containing titanafluorene moieties obtained by the Sonogashira–Hagihara cross-coupling polycondensation?
  Alvin Tanudjaja,Shinsuke Inagi,Fusao Kitamura,Toshikazu Takata,Ikuyoshi Tomita Dalton Trans., 2021,50, 3037-3043
• 4. An atomically efficient, highly stable and redox active Ce0.5Tb0.5Ox (3% mol.)/MgO catalyst for total oxidation of methane?
  Juan J. Sánchez,Miguel López-Haro,Juan C. Hernández-Garrido,Ginesa Blanco,Miguel A. Cauqui,José M. Rodríguez-Izquierdo,José A. Pérez-Omil,José J. Calvino,María P. Yeste J. Mater. Chem. A, 2019,7, 8993-9003
• 5. An analyte-triggered artificial peroxidase system based on dimanganese complex for a versatile enzyme assay?
  Suji Lee,Min Su Han Chem. Commun., 2021,57, 9450-9453

• Solvents and Organic Chemicals Organic Compounds Benzenoids Phenol ethers Anisoles

• 22038-86-4((R)-(+)-1-(4-Methoxyphenyl)ethylamine)
• 97294-78-5(1-(3,5-dimethoxyphenyl)ethan-1-amine)
• 1167414-89-2((1R)-1-(3-methoxyphenyl)ethan-1-amine hydrochloride)
• 6298-96-0(1-(4-Methoxyphenyl)ethanamine)
• 781580-43-6((1S)-1-(3,5-dimethoxyphenyl)ethan-1-amine)
• 62409-13-6(1-(3-Methoxyphenyl)ethanamine)
• 82796-69-8((S)-1-(3-Methoxyphenyl)ethylamine)
• 854184-18-2(1-(3-Methoxyphenyl)ethylamine hydrochloride)
• 41851-59-6((-)-(S)-1-(4-Methoxyphenyl)ethylamine)
• 102077-19-0(1-(4-Phenoxyphenyl)ethanamine)