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27489-62-9

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27489-62-9 Usage

Description

Trans-4-Aminocyclohexanol is also named as Cis-4-Aminocyclohexanol. It was a medical intermediate of ambroxol, which is used in the treatment of respiratory diseases associated with viscid or excessive mucus.1 It is used as a raw material in organic synthesis, such as in the synthesis of N-substituted 7-azabicyclo [2.2.1] hepatanes, which are good substrates for microbial oxidation of unactivated carbons by B.bassiana.2

Reference

Y. Jian, Improved Process of the Synthesis of Trans-4-aminocyclohexanol, Fine Chemicals, 2000, vol. 2 H. F. Olivo, M. S. Hemenway, M. H. Gezginci, Synthesis and Microbial Hydroxylation of Some Azabicycloalkanes, Tetrahedron Letters, 1998, vol. 39, pp. 1309-1312

Chemical Properties

white to light yellow crystal powder

Uses

Different sources of media describe the Uses of 27489-62-9 differently. You can refer to the following data:
1. trans-4-aminocyclohexanol be used as organic intermediates.
2. trans-4-Aminocyclohexanol is used as raw material in organic synthesis and is an important intermediate in the synthesis of drugs such as Ambroxol hydrochloride. It can react with butyric acid-(2-chloro-ethyl ester) to get butyric acid 4-amino-cyclohexyl ester. This reaction needs catalytic agent Aspergillus niger lipase and solvent 2-methyl-butan-2-ol.

Check Digit Verification of cas no

The CAS Registry Mumber 27489-62-9 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,7,4,8 and 9 respectively; the second part has 2 digits, 6 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 27489-62:
(7*2)+(6*7)+(5*4)+(4*8)+(3*9)+(2*6)+(1*2)=149
149 % 10 = 9
So 27489-62-9 is a valid CAS Registry Number.
InChI:InChI=1/C6H13NO/c7-5-1-3-6(8)4-2-5/h5-6,8H,1-4,7H2/t5-,6+

27489-62-9 Well-known Company Product Price

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  • Alfa Aesar

  • (B22365)  trans-4-Aminocyclohexanol, 98+%   

  • 27489-62-9

  • 5g

  • 237.0CNY

  • Detail
  • Alfa Aesar

  • (B22365)  trans-4-Aminocyclohexanol, 98+%   

  • 27489-62-9

  • 25g

  • 894.0CNY

  • Detail
  • Alfa Aesar

  • (B22365)  trans-4-Aminocyclohexanol, 98+%   

  • 27489-62-9

  • 100g

  • 1625.0CNY

  • Detail

27489-62-9SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name trans-4-Aminocyclohexanol

1.2 Other means of identification

Product number -
Other names 1,4-trans-hydroxycyclohexylamine

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:27489-62-9 SDS

27489-62-9Relevant articles and documents

Method for recovering trans - P-aminocyclohexanol by low-concentration waste liquid

-

Paragraph 0044-0068, (2021/09/21)

The invention relates to the technical field of medical chemical raw material recycling, and particularly discloses a method for recovering trans -amino cyclohexanol from low-concentration waste liquid. The method comprises the following steps: adjusting the waste liquor to alkalinity, adding benzaldehyde and stirring, filtering and drying to obtain trans -4 - (benzylidene - amino) - cyclohexanol. The trans -4 - (benzylidene - amino) - cyclohexanol was added to a sulfuric acid solution, and after stirring, the liquid was left standing to obtain trans - p-aminocyclohexanol sulfate aqueous solution. After stirring and decoloring, the alkali content of the filtrate is adjusted to - and after the reaction is stirred, the oil layer is left to stand, and extraction, concentration and purification of the extractant are added to the oil layer to obtain trans 10 - 25% -amino cyclohexanol. To the method, waste liquid discharged in industrial synthesis of ambroxol hydrochloride and alkali waste liquid generated by trans -amino cyclohexanol can be produced, and trans -amino cyclohexanol can be recycled.

One-pot Synthesis of 4-Aminocyclohexanol Isomers by Combining a Keto Reductase and an Amine Transaminase

Sviatenko, Olha,Ríos-Lombardía, Nicolás,Morís, Francisco,González-Sabín, Javier,Venkata Manideep, Kollipara,Merdivan, Simon,Günther, Sebastian,Süss, Philipp,H?hne, Matthias

, p. 5794 - 5799 (2019/08/30)

The efficient multifunctionalization by one-pot or cascade catalytic systems has developed as an important research field, but is often challenging due to incompatibilities or cross-reactivities of the catalysts leading to side product formation. Herein we report the stereoselective preparation of cis- and trans-4-aminocyclohexanol from the potentially bio-based precursor 1,4-cyclohexanedione. We identified regio- and stereoselective enzymes catalyzing reduction and transamination of the diketone, which can be performed in a one-pot sequential or cascade mode. For this, we identified regioselective keto reductases for the selective mono reduction of the diketone to give 4-hydroxycyclohexanone. The system is modular and by choosing stereocomplementary amine transaminases, both cis- and trans-4-aminocyclohexanol were synthesized with good to excellent diastereomeric ratios. Furthermore, we identified an amine transaminase that produces cis-1,4-cyclohexanediamine with diastereomeric ratios >98 : 2. These examples highlight that the high selectivity of enzymes enable short and stereoselective cascade multifunctionalizations to generate high-value building blocks from renewable starting materials. Introduction.

The Rhodium Catalysed Direct Conversion of Phenols to Primary Cyclohexylamines

Tomkins, Patrick,Valgaeren, Carlot,Adriaensen, Koen,Cuypers, Thomas,Vos, Dirk E. De

, p. 3689 - 3693 (2018/07/31)

Cyclohexylamines are important intermediates in chemical industry, which are currently produced from petrochemical sources. Phenols, however, are an attractive sustainable feedstock. We here demonstrate the transformation of phenols with ammonia to primary cyclohexylamines. In contrast to previously reported chemistry which used palladium catalysts, we here show that rhodium is an excellent catalyst for the formation of primary cyclohexylamines. Different parameters were studied and it was shown that the reaction is applicable to a scope of phenolic compounds providing high selectivity.

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