tert-Butyl ((1R,2S)-2-aminocyclohexyl)carbamate

CAS No. 364385-54-6
Cat. No. CS-0137432
Purity≥97%
MDL No.None

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tert-Butyl ((1R,2S)-2-aminocyclohexyl)carbamate|CS-0137432

Structure of 364385-54-6

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Description

tert-Butyl ((1R,2S)-2-aminocyclohexyl)carbamate is a chiral auxiliary featuring a stereodefined cyclohexylamine scaffold with a bench-stable tert-butoxycarbonyl (Boc) protecting group. This configuration enables selective functionalization in asymmetric synthesis, particularly in the construction of nitrogen-containing heterocycles and bioactive molecules. The rigid, trans-fused ring system facilitates stereocontrol during downstream transformations.

Application

tert-Butyl ((1R,2S)-2-aminocyclohexyl)carbamate serves as a versatile chiral building block in medicinal chemistry, enabling stereoselective synthesis of cyclohexyl-containing bioactive molecules. The protected amine functionality offers excellent bench stability and facilitates straightforward deprotection under mild acidic conditions. Its rigid cyclohexyl scaffold provides defined spatial orientation, enhancing predictability in conformationally constrained target design.

General Information

CAS No. 364385-54-6
Cat. No. CS-0137432
Purity ≥97%
MDL No. None
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₂N₂O₂
Molecular Weight 214.30
Synonym(s) tert-butyl N-[(1R,2S)-2-aminocyclohexyl]carbamate
SMILES O=C(OC(C)(C)C)N[C@H]1[C@@H](N)CCCC1

Computational Chemistry Data

TPSA 64.35
LogP 1.781
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

Safety Information

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GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

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Other Classifications

Building Blocks Functional Group Amine

Building Blocks Skeleton Fatty ring compounds Cyclohexane compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

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tert-Butyl ((1R,2S)-2-aminocyclohexyl)carbamate

CAS No. 364385-54-6

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