tert-Butyl (2-oxocyclohexyl)carbamate

Name: tert-Butyl (2-oxocyclohexyl)carbamate
Brand: ChemScene
Availability: InStock
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CAS No. 291533-10-3
Cat. No. CS-W022967
Purity≥96%
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+
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tert-Butyl (2-oxocyclohexyl)carbamate|CS-W022967

Structure of 291533-10-3

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General Information

CAS No. 291533-10-3
Cat. No. CS-W022967
Purity ≥96%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₉NO₃
Molecular Weight 213.27
Synonym(s) tert-butyl N-(2-oxocyclohexyl)carbaMate
SMILES O=C(OC(C)(C)C)NC1C(CCCC1)=O

Description

tert-Butyl (2-oxocyclohexyl)carbamate serves as a stable, moisture-tolerant protecting group for amines in complex molecule synthesis. The carbamate moiety integrates readily into multistep sequences, while the cyclohexanone functionality provides a handle for downstream functionalization via oxidation or reduction.

Application

tert-Butyl (2-oxocyclohexyl)carbamate serves as a versatile synthetic intermediate for cyclohexanone-derived scaffolds, enabling selective functionalization at the carbonyl position. Its stability under standard reaction conditions and compatibility with common protecting group manipulations facilitate efficient access to functionalized heterocycles and chiral building blocks in medicinal chemistry workflows.

Synthesis

Route1
- In-stock
  
  121282-70-0
- ~%
- In-stock
  
  291533-10-3
References
- Sheppeck II, James E.; Gilmore, John L.; Yang, Anle; Chen, Xiao-Tao; Xue, Chu-Biao; Roderick, John; Liu, Rui-Qin; Covington, Maryanne B.; Decicco, Carl P.; Duan, James J.-W. Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 5 p. 1413 - 1417
Route2
- In-stock
  
  24424-99-5
- ~%
- In-stock
  
  291533-10-3
References
- Sheppeck II, James E.; Gilmore, John L.; Yang, Anle; Chen, Xiao-Tao; Xue, Chu-Biao; Roderick, John; Liu, Rui-Qin; Covington, Maryanne B.; Decicco, Carl P.; Duan, James J.-W. Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 5 p. 1413 - 1417
Route3
- In-stock
  
  931-16-8
- ~%
- In-stock
  
  291533-10-3
References
- Sheppeck II, James E.; Gilmore, John L.; Yang, Anle; Chen, Xiao-Tao; Xue, Chu-Biao; Roderick, John; Liu, Rui-Qin; Covington, Maryanne B.; Decicco, Carl P.; Duan, James J.-W. Bioorganic and Medicinal Chemistry Letters, 2007 , vol. 17, # 5 p. 1413 - 1417

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 55.4
LogP 2.0228
H_Acceptors 3
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Ketone

Building Blocks Skeleton Fatty ring compounds Cyclohexane compounds

Key Words

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tert-Butyl (2-oxocyclohexyl)carbamate

CAS No. 291533-10-3

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