(1S,2S)-2-Aminocyclohexanol

Name: (1S,2S)-2-Aminocyclohexanol
Brand: ChemScene
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CAS No. 74111-21-0
Cat. No. CS-D0607
Purity≥97%
MDL No.MFCD08061326

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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General Information

CAS No. 74111-21-0
Cat. No. CS-D0607
Purity ≥97%
MDL No. MFCD08061326
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₆H₁₃NO
Molecular Weight 115.17
Synonym(s) (S,S)-2-Aminocyclohexanol
SMILES N[C@@H](CCCC1)[C@H]1O

Description

(1S,2S)-2-Aminocyclohexanol is a chiral cyclohexanol derivative featuring a primary amine group in the cis-configuration relative to the hydroxyl moiety. This stereochemically defined scaffold delivers enhanced diastereoselectivity in asymmetric synthesis, particularly in catalytic amination and cyclization reactions. The molecule's dual functional groups—bearing both nucleophilic amine and hydrogen-bonding hydroxyl—enable precise molecular recognition and stabilization of transition states. Bench-stable and readily handled under standard conditions, it serves as a high-performance building block for complex natural product and pharmaceutical intermediates.

Application

(1S,2S)-2-Aminocyclohexanol serves as a chiral building block for asymmetric synthesis, enabling stereoselective transformations in medicinal chemistry and catalytic processes. Its bench-stable nature and dual functionality—primary amine and hydroxyl groups—facilitate diverse derivatization, including protection strategies and coupling reactions. The defined stereochemistry supports predictable reactivity in the construction of bioactive heterocycles and pharmaceutical intermediates.

Safety Information

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GHS Pictogram :	GHS No : GHS05
Signal Word : Danger	UN#: 3259
Class : 8	Packing Group : Ⅲ
Hazard Statements : H314
Precautionary Statements : P260-P264-P280-P301+P330+P331-P304+P340-P363-P405-P501

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Computational Chemistry Data

TPSA 46.25
LogP 0.2486
H_Acceptors 2
H_Donors 2
Rotatable_Bonds 0

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Fatty ring compounds Cyclohexane compounds

Key Words

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(1S,2S)-2-Aminocyclohexanol

CAS No. 74111-21-0

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