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

Name: tert-Butyl ((1S,2R)-2-aminocyclohexyl)carbamate
Brand: ChemScene
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CAS No. 365996-30-1
Cat. No. CS-M0840
Purity≥95%
MDL No.MFCD09952105

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Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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tert-Butyl ((1S,2R)-2-aminocyclohexyl)carbamate|CS-M0840

Structure of 365996-30-1

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General Information

CAS No. 365996-30-1
Cat. No. CS-M0840
Purity ≥95%
MDL No. MFCD09952105
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₂N₂O₂
Molecular Weight 214.30
Synonym(s) (1S,2R)-N1-Boc-1,2-cyclohexanediamine
SMILES O=C(OC(C)(C)C)N[C@@H](CCCC1)[C@@H]1N

Description

tert-Butyl ((1S,2R)-2-aminocyclohexyl)carbamate delivers a chiral cyclohexylamine scaffold with defined stereochemistry, enabling precise incorporation into bioactive molecules. The tert-butyl carbamate group provides stable protection of the primary amine under standard conditions, facilitating sequential synthesis in medicinal chemistry and peptide derivatization workflows.

Application

tert-Butyl ((1S,2R)-2-aminocyclohexyl)carbamate serves as a versatile chiral building block for the synthesis of bioactive molecules, leveraging its protected primary amine and stereodefined cyclohexyl scaffold. The Boc group enables facile deprotection under mild acidic conditions, while the (1S,2R)-stereochemistry provides defined spatial orientation critical for asymmetric synthesis. It exhibits excellent bench stability, tolerates a range of reaction conditions, and functions effectively in standard coupling, cyclization, and functionalization protocols common to medicinal chemistry workflows.

Synthesis

Route1
- 365996-29-8
- ~%
- In-stock
  
  365996-30-1
References
- Organic Letters, , vol. 5, # 17 p. 3013 - 3016
Route2
- In-stock
  
  121282-70-0
- ~%
- In-stock
  
  365996-30-1
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 17, # 16 p. 4683 - 4688
Route3
- 365996-28-7
- ~%
- In-stock
  
  365996-30-1
References
- Bioorganic and Medicinal Chemistry Letters, , vol. 17, # 16 p. 4683 - 4688

Safety Information

Download SDS

GHS Pictogram :	GHS No : GHS07
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 64.35
LogP 1.781
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Fatty ring compounds Cyclohexane compounds

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

CAS No. 365996-30-1

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