tert-Butyl (trans-4-acetylcyclohexyl)carbamate

CAS No. 1198355-02-0
Cat. No. CS-0435085
Purity≥97%
MDL No.None

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tert-Butyl (trans-4-acetylcyclohexyl)carbamate|CS-0435085

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General Information

CAS No. 1198355-02-0
Cat. No. CS-0435085
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₂₃NO₃
Molecular Weight 241.33
Synonym(s) None
SMILES CC([C@H]1CC[C@@H](CC1)NC(OC(C)(C)C)=O)=O

Description

tert-Butyl (trans-4-acetylcyclohexyl)carbamate features a stable, bench-stable carbamate protecting group attached to a trans-configured cyclohexyl scaffold bearing a strategically positioned acetyl moiety. This configuration enables selective functionalization in complex molecule synthesis, particularly in medicinal chemistry and natural product derivatization workflows.

Application

tert-Butyl (trans-4-acetylcyclohexyl)carbamate serves as a versatile, bench-stable building block for the synthesis of functionalized cyclohexane derivatives. The trans-configured cyclohexyl scaffold provides defined stereochemistry, while the acetyl group enables further derivatization via enolization or nucleophilic substitution. The tert-butoxycarbonyl (Boc) protecting group facilitates straightforward deprotection under mild acidic conditions, enabling access to primary amines in late-stage synthesis. This compound exhibits excellent functional group tolerance and is compatible with standard coupling and reduction protocols, making it well-suited for medicinal chemistry and process development workflows.

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 : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 55.4
LogP 2.6589
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Ketone

Building Blocks Skeleton Fatty ring compounds Cyclohexane compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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tert-Butyl (trans-4-acetylcyclohexyl)carbamate

CAS No. 1198355-02-0

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