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Amino Alcohol

N-Isobutylglycinol t-butyl ether

CAS 1250041-90-7
Catalog BAT-002691
Molecular Weight 173.30
Molecular Formula C10H23NO
N-Isobutylglycinol t-butyl ether

N-Isopropylglycinol t-butyl ether

CAS 1250881-39-0
Catalog BAT-002692
Molecular Weight 159.27
Molecular Formula C9H21NO
N-Isopropylglycinol t-butyl ether

Sarcosinol t-butyl ether

CAS 1008119-69-4
Catalog BAT-002693
Molecular Weight 131.22
Molecular Formula C7H17NO
Sarcosinol t-butyl ether

(R)-3-Isopropylamino-1,2-propanediol

CAS 97988-45-9
Catalog BAT-004736
Molecular Weight 133.19
Molecular Formula C6H15NO2
(R)-3-Isopropylamino-1,2-propanediol

(S)-3-Isopropylamino-1,2-propanediol

CAS 90742-94-2
Catalog BAT-004738
Molecular Weight 133.19
Molecular Formula C6H15NO2
(S)-3-Isopropylamino-1,2-propanediol

Azido-PEG5-alcohol

CAS 86770-68-5
Catalog BAT-007620
Molecular Weight 263.29
Molecular Formula C10H21N3O5
Azido-PEG5-alcohol

4-Azido-2,2,6,6-tetramethylpiperidine N-oxide

CAS 63697-61-0
Catalog BAT-007624
Molecular Weight 197.27
Molecular Formula C9H17N4O
4-Azido-2,2,6,6-tetramethylpiperidine N-oxide

(S)-(+)-1-Amino-2-propanol

CAS 2799-17-9
Catalog BAT-008019
Molecular Weight 75.11
Molecular Formula C3H9NO
(S)-(+)-1-Amino-2-propanol

(R)-Propranolol HCl

CAS 13071-11-9
Catalog BAT-008063
Molecular Weight 295.81
Molecular Formula C16H21NO2.HCl
(R)-Propranolol HCl

(S)-(-)-Propranolol hydrochloride

CAS 4199-10-4
Catalog BAT-008082
Molecular Weight 295.8
Molecular Formula C₁₆H₂₂ClNO₂
(S)-(-)-Propranolol hydrochloride

(3R,4R)-3-Aminotetrahydro-2H-Pyran-4-ol

CAS 1350734-61-0
Catalog BAT-008193
Molecular Weight 117.15
Molecular Formula C5H11NO2
(3R,4R)-3-Aminotetrahydro-2H-Pyran-4-ol

Me-Ala-ol HCl

CAS 40916-61-8
Catalog BAT-008233
Molecular Weight 125.6
Molecular Formula C4H12ClNO
Me-Ala-ol HCl

(1H-Pyrrolo(3,2-b)pyridin-6-yl)methanol

CAS 1015609-51-4
Catalog BAT-008768
Molecular Weight 148.16
Molecular Formula C8H8N2O
(1H-Pyrrolo(3,2-b)pyridin-6-yl)methanol

(3S,4S)-3-Aminotetrahydro-2H-Pyran-4-ol

CAS 1240390-32-2
Catalog BAT-008773
Molecular Weight 117.15
Molecular Formula C5H11NO2
(3S,4S)-3-Aminotetrahydro-2H-Pyran-4-ol

(5-Iodopyridin-3-yl)-methanol

CAS 72299-58-2
Catalog BAT-008775
Molecular Weight 235.02
Molecular Formula C6H6INO
(5-Iodopyridin-3-yl)-methanol

D-Erythro-Sphingosine Hydrochloride

CAS 2673-72-5
Catalog BAT-008859
Molecular Weight 336
Molecular Formula C18H38ClNO2
D-Erythro-Sphingosine Hydrochloride

N-Methyl-L-prolinol

CAS 34381-71-0
Catalog BAT-008997
Molecular Weight 115.17
Molecular Formula C6H13NO
N-Methyl-L-prolinol

(S)-3-Amino-3-phenyl-1-propanol

CAS 82769-76-4
Catalog BAT-010885
Molecular Weight 151.21
Molecular Formula C9H13NO
(S)-3-Amino-3-phenyl-1-propanol

sn-Glycero-3-phosphocholine

CAS 28319-77-9
Catalog BAT-015400
Molecular Weight 257.22
Molecular Formula C8H20NO6P
sn-Glycero-3-phosphocholine

(S)-tert-butyl 3-chloro-2-hydroxypropylcarbamate

CAS 415684-05-8
Catalog BAT-016014
Molecular Weight 209.67
Molecular Formula C8H16ClNO3
(S)-tert-butyl 3-chloro-2-hydroxypropylcarbamate

Introduction

Amino alcohols are a group of compounds that have both amino (-NH2) and  hydroxyl (-OH) groups. Amino alcohols are important structural elements that are frequently found in pharmaceutical agents and biologically active natural products. Within SciFinder®, more than 350,000 reactions are currently listed with amino alcohols with secondary alcohols and primary amines function as reactants take place. This fact indicates the diverse potential of these compounds in the chemical industry. Chiral amino alcohols are commonly used as drug intermediates and chiral ligands due to their good coordination ability of N and O atoms. They are widely used in medicine, chemical industry, materials and asymmetric synthesis.

Application

Medince: Cyclic amino alcohols form a large group of biologically active natural products; for example, quinine that is used for malaria treatment. One important class of cyclic amino alcohols is the polyhydroxylated alkaloids, also known as aza-sugars, e.g. castanospermine that was found to be a potent inhibitor of α- and β-glucosidases.

Intermediates: β-Amino alcohols are used as intermediates in the synthesis of a wide range of biologically active natural and synthetic products as well as in unnatural amino acids. The amino alcohols are generally derivatized to improve their chelating ability or to increase their steric directing effect and also used in asymmetric synthesis.

Chiral ligands: The β-amino alcohols also play an important role as chiral ligands, most commonly derived from natural sources. Chiral 1,2-amino alcohols are common structural motifs found in a vast array of natural and biologically active molecules.

Catalysts: Due to good coordination ability of nitrogen and oxygen atoms, amino alcohols can form complexes with many elements to generate chiral catalysts with excellent performance.

References:

  1. Vishal Srivastava, Pravin K. Singh, Sudhanshu Kanaujiac, Praveen P. Singh. Photoredox catalysed synthesis of amino alcohol. New Journal of Chemistry, 2018, 42(1): 688-691.
  2. Torsten Sehl, Zaira Maugeri, Dörte Rother. Multi-step synthesis strategies towards 1,2-amino alcohols with special emphasis on phenylpropanolamines. Journal of Molecular Catalysis B: Enzymatic, 2015, 114: 65-71.

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