Production Method 1

155975-19-2

931-16-8

Reaction Conditions

1.1 Reagents: Trifluoroacetic acid Solvents: Dichloromethane

Reference

Hybrid Organo- and Biocatalytic Process for the Asymmetric Transformation of Alcohols into Amines in Aqueous Medium

Liardo, Elisa; Rios-Lombardia, Nicolas; Moris, Francisco; Rebolledo, Francisca; Gonzalez-Sabin, Javier, ACS Catalysis, 2017, 7(7), 4768-4774

Production Method 2

141553-09-5

931-16-8

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol ;  1 - 2 h, 3 atm, rt

Reference

An Improved And Efficient Process For The Scalable Preparation Of Optically Pure Trans-2-Aminocyclohexanols

Xue, Feng; Li, Chang-Gong; Zhu, Yong; Lou, Tian-Jun, Journal of Chemical Research, 2014, 38(5), 322-324

Production Method 3

141553-09-5

931-16-8

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol ;  rt → 30 °C; 30 °C

Reference

Process for preparation of (1R,2R)-2-benzoxycyclohexanamine

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Production Method 4

98462-58-9

931-16-8

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Palladium dihydroxide Solvents: Ethanol ;  12 h, 50 Pa

Reference

Efficient ring opening of aziridines with carboxylic acids

Kumar, Manoj; Gandhi, Shikha; Kalra, Swinderjeet Singh; Singh, Vinod K., Synthetic Communications, 2008, 38(10), 1527-1532

Production Method 5

286-18-0

931-16-8

Reaction Conditions

1.1 Reagents: Perchloric acid Solvents: Water

Reference

Cyclohexenimine (7-azabicyclo[4.1.0]heptane) and the stereochemistry of ethylenimine ring-closure and opening

Paris, Olden E.; Fanta, Paul E., Journal of the American Chemical Society, 1952, 74, 3007-10

Production Method 6

110716-78-4

931-16-8

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethanol

Reference

Asymmetric ring-opening of cyclohexene oxide with trimethylsilyl azide in the presence of titanium isopropoxide/chiral ligand

Emziane, M.; Sutowardoyo, K. I.; Sinou, D., Journal of Organometallic Chemistry, 1988, 346(1),

Production Method 7

931-16-8

Reaction Conditions

Reference

Preparation of optically active trans-2-aminocyclohexanol

, World Intellectual Property Organization, , ,

Production Method 8

931-16-8

Reaction Conditions

Reference

Method for producing optically active trans-2-aminocyclohexanol and derivative thereof

, World Intellectual Property Organization, , ,

Production Method 9

141553-09-5

931-16-8

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol ;  2 h, rt

Reference

Resolution of Racemic 2-Aminocyclohexanol Derivatives and Their Application as Ligands in Asymmetric Catalysis

Schiffers, Ingo; Rantanen, Toni; Schmidt, Frank; Bergmans, Werner; Zani, Lorenzo; et al, Journal of Organic Chemistry, 2006, 71(6), 2320-2331

Production Method 10

931-16-8

Reaction Conditions

1.1 Reagents: Trifluoroacetic acid Solvents: Methanol ;  30 min
1.2 Reagents: Hydrogen Catalysts: Platinum dioxide ;  40 h, rt

Reference

Helix-Forming Propensity of Aliphatic Urea Oligomers Incorporating Noncanonical Residue Substitution Patterns

Pendem, Nagendar; Douat, Celine; Claudon, Paul; Laguerre, Michel; Castano, Sabine; et al, Journal of the American Chemical Society, 2013, 135(12), 4884-4892

Production Method 11

931-16-8

Reaction Conditions

1.1 Reagents: Ammonia Solvents: Methanol ,  Water ;  0 - 5 °C; overnight, 35 - 40 °C

Reference

Preparation of tert-butyl ((1R,2S)-2-aminocyclohexyl)carbamate and benzyl ((1R,2S)-2-aminocyclohexyl)carbamate

, China, , ,

Production Method 12

931-16-8

Reaction Conditions

1.1 Reagents: Ammonia Solvents: Water

Reference

Synthesis of aminoalcohols from epoxides and ammonia

McManus, Samuel P.; Larson, Charles A.; Hearn, Richard A., Synthetic Communications, 1973, 3(3), 177-80

Production Method 13

134108-75-1

931-16-8

Reaction Conditions

1.1 Reagents: Hydrochloric acid Solvents: Methanol

Reference

Opening of epoxides with trimethylsilyl cyanide to produce β-hydroxy isonitriles. A general synthesis of oxazolines and β-amino alcohols

Gassman, Paul G.; Guggenheim, Thomas L., Journal of the American Chemical Society, 1982, 104(21), 5849-50

Production Method 14

110716-78-4

931-16-8

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol

Reference

Metal(II) d-tartrates catalyzed asymmetric ring opening of oxiranes with various nucleophiles

Yamashita, Hiroyuki, Bulletin of the Chemical Society of Japan, 1988, 61(4), 1213-20

Production Method 15

110716-78-4

931-16-8

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol

Reference

A new synthesis of optically active trans-β-amino alcohols by asymmetric ring-opening of symmetrical oxiranes

Yamashita, Hiroyuki, Chemistry Letters, 1987, (3), 525-8

Production Method 16

98462-58-9

931-16-8

Reaction Conditions

1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol

Reference

Application of new chiral auxiliaries, trans-2-(N-arylsulfonyl-N-benzyl)cyclohexanols, in an asymmetric radical cyclization

Nishida, A.; Shirato, F.; Nakagawa, M., Tetrahedron: Asymmetry, 2000, 11(18), 3789-3805

Production Method 17

139753-27-8

931-16-8

Reaction Conditions

1.1 Reagents: Sodium hydroxide ,  Hydrochloric acid ,  Hydrogen peroxide ,  Diborane

Reference

Synthesis and reactions of organic compounds with nitrogen atom. Part VIII. Action of diborane on some cyclic O-acetyl α,β-unsaturated aldo- and ketoximes

Przewoska-Ratajczak, Krystyna; Uzarewicz, Arkadiusz, Polish Journal of Chemistry, 1991, 65(5-6), 945-58

Production Method 18

931-16-8

Reaction Conditions

1.1 Reagents: Phenyl carbamate Catalysts: stereoisomer of [μ-[(4aS,27aS,31aS,54aS)-9,23,36,50-Tetrakis(1,1-dimethylethyl)-… ,  Stereoisomer of [μ3-[(4aS,27aS,31aS,54aS,58aS,81aS)-9,23,36,50,63,77-hexakis(1,1… Solvents: Acetonitrile ;  48 h, 50 °C; 50 °C → rt
1.2 Solvents: Dichloromethane ;  1 h, rt
1.3 Reagents: Potassium hydroxide Solvents: Ethanol ,  Water ;  1 min, rt; 20 h, 85 °C; 85 °C → rt
1.4 Reagents: Potassium hydroxide Solvents: Water ;  rt
1.5 Solvents: Toluene ;  heated; rt; rt → 4 °C

Reference

A Practical Method for the Synthesis of Highly Enantioenriched trans-1,2-Amino Alcohols

Birrell, James A.; Jacobsen, Eric N., Organic Letters, 2013, 15(12), 2895-2897

Production Method 19

216586-54-8

931-16-8

Reaction Conditions

1.1 Reagents: Hydrazine hydrate (1:1) Solvents: Water ;  3 h, 60 °C

Reference

Cyclic trans-β-amino alcohols: preparation and enzymatic kinetic resolution

Rouf, Abdul; Gupta, Pankaj; Aga, Mushtaq A.; Kumar, Brijesh; Parshad, Rajinder; et al, Tetrahedron: Asymmetry, 2011, 22(24), 2134-2143

Production Method 20

931-16-8

Reaction Conditions

1.1 Reagents: Ammonium formate Catalysts: Palladium Solvents: Dimethylformamide

Reference

A convenient method for obtaining trans-2-aminocyclohexanol and trans-2-aminocyclopentanol in enantiomerically pure form

Overman, L. E.; Sugai, S., Journal of Organic Chemistry, 1985, 50(21), 4154-5

(1R,2R)-2-aminocyclohexan-1-ol Raw materials

• (1R,2R)-2-(Benzylamino)cyclohexanol
• (1R,2R)-2-azidocyclohexan-1-ol
• (1R,2R)-2-((R)-1-Phenylethylamino)cyclohexanol
• tert-butyl N-[(1R,2R)-2-hydroxycyclohexyl]carbamate
• 2-Cyclohexen-1-one, O-acetyloxime, (E)- (9CI)
• Cyclohexanol, 2-isocyano-, (1R,2R)-
• 2-[(1R,2R)-2-hydroxycyclohexyl]-1H-isoindole-1,3(2H)-dione
• 7-Azabicyclo[4.1.0]heptane

(1R,2R)-2-aminocyclohexan-1-ol Preparation Products

• (1R,2R)-2-aminocyclohexan-1-ol (931-16-8)

• 1. Dissociation of aryl sulfonyl phthalimide radical anions: relevance to the biological activity of arylsulfonyl amides?
  Abdelaziz Houmam,Emad M. Hamed Chem. Commun., 2012,48, 11328-11330
• 2. Excellent electrochemical performance of LiFe0.4Mn0.6PO4 microspheres produced using a double carbon coating process?
  Yong Ping Huang,Tao Tao,Zheng Chen,Wei Han,Ying Wu,Chunjiang Kuang,Shaoxiong Zhou,Ying Chen J. Mater. Chem. A, 2014,2, 18831-18837
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  Zhiyan Chen,Nan Wu,Yaobing Wang,Bing Wang,Yingde Wang J. Mater. Chem. A, 2018,6, 516-526
• 4. Exchanged ligands on the surface of a giant cluster: [(MoO3)176(H2O)63(CH3OH)17Hn](32 – n)–
  Chem. Commun., 1998, 1501-1502
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  Tao Wang,Yangyang Liu,Yue Deng,Hongbo Fu,Jianmin Chen Environ. Sci.: Nano, 2018,5, 1821-1833

• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Secondary alcohols
• Solvents and Organic Chemicals Organic Compounds Organic oxygen compounds Organooxygen compounds Alcohols and polyols Secondary alcohols
• Solvents and Organic Chemicals Organic Compounds Alcohol/Ether

• 13374-30-6((1S,2S)-2-aminocyclohexanol;hydrochloride)
• 13374-31-7((1R,2R)-2-aminocyclohexan-1-ol hydrochloride)
• 6982-39-4(rel-(1R,2R)-2-Aminocyclohexanol)
• 310401-86-6(Cyclohexanol,2,5-diamino-, (2R,5R)-rel-)
• 190792-72-4((1R,2S)-2-aminocyclohexan-1-ol hydrochloride)
• 200352-28-9((1S,2R)-2-aminocyclohexan-1-ol hydrochloride)
• 6850-38-0(2-Aminocyclohexanol)
• 5456-63-3(trans-2-Aminocyclohexanol hydrochloride)
• 6936-47-6(cis-2-Aminocyclohexanol hydrochloride)
• 2098070-20-1(2-(3-(Pyridin-3-yl)-1H-pyrazol-1-yl)acetimidamide)