tert-Butyl N-(4-methylidenecyclohexyl)carbamate

Name: tert-Butyl N-(4-methylidenecyclohexyl)carbamate
Brand: ChemScene
Availability: InStock
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CAS No. 725255-70-9
Cat. No. CS-0038429
Molecule weight211.30
Purity≥98%
MDL No.None

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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+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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tert-Butyl N-(4-methylidenecyclohexyl)carbamate|CS-0038429

Structure of 725255-70-9

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General Information

CAS No. 725255-70-9
Cat. No. CS-0038429
Purity ≥98%
MDL No. None
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₂₁NO₂
Molecular Weight 211.30
Synonym(s) tert-butyl (4-methylenecyclohexyl)carbamate
SMILES C=C1CCC(CC1)N=C(O)OC(C)(C)C

Description

tert-Butyl N-(4-methylidenecyclohexyl)carbamate features a stable tert-butyl carbamate protecting group coupled with a cyclohexylidene moiety, enabling efficient incorporation into complex molecular architectures. The electron-rich alkene facilitates downstream functionalization via transition-metal catalysis or cycloaddition reactions. This compound exhibits excellent bench stability and solubility in common organic solvents, streamlining synthetic workflows in medicinal chemistry and natural product synthesis.

Application

tert-Butyl N-(4-methylidenecyclohexyl)carbamate serves as a versatile building block in synthetic organic chemistry, enabling the construction of functionalized cyclohexane scaffolds. The protected amine and exocyclic alkene functionality offer orthogonal reactivity for downstream transformations, including hydrogenation, electrophilic addition, and transition-metal-catalyzed coupling reactions. Its bench-stable nature and ease of purification make it well-suited for iterative synthesis workflows in medicinal chemistry and process development.

Synthesis

Route1
- 1779-49-3
- In-stock
  
  179321-49-4
- ~92%
- In-stock
  
  725255-70-9
References
- KBP Biosciences Co., Ltd.; ZHANG, Hui; DONG, Yanyan Patent: EP2738156 A1, 2014 ; Location in patent: Page/Page column ;
Route2
- In-stock
  
  2065-66-9
- In-stock
  
  179321-49-4
- ~%
- In-stock
  
  725255-70-9
References
- RANBAXY LABORATORIES LIMITED Patent: WO2005/21515 A2, 2005 ; Location in patent: Page/Page column 73 ; WO 2005/021515 A2

Safety Information

Download SDS

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+P364

Quality Control

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Computational Chemistry Data

TPSA 41.82
LogP 3.2143
H_Acceptors 2
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Olefins

Building Blocks Skeleton Fatty ring compounds Cyclohexane compounds

Key Words

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tert-Butyl N-(4-methylidenecyclohexyl)carbamate

CAS No. 725255-70-9

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