tert-Butyl N-(1-(aminomethyl)cyclopropyl)carbamate

Name: tert-Butyl N-(1-(aminomethyl)cyclopropyl)carbamate
Brand: ChemScene
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CAS No. 1027338-34-6
Cat. No. CS-B0981
Purity≥97%
MDL No.MFCD12404931

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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-(1-(aminomethyl)cyclopropyl)carbamate|CS-B0981

Structure of 1027338-34-6

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General Information

CAS No. 1027338-34-6
Cat. No. CS-B0981
Purity ≥97%
MDL No. MFCD12404931
Storage 4°C, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₉H₁₈N₂O₂
Molecular Weight 186.25
Synonym(s) tert-Butyl 1-(aminomethyl)cyclopropylcarbamate
SMILES O=C(OC(C)(C)C)NC1(CN)CC1

Description

tert-Butyl N-(1-(aminomethyl)cyclopropyl)carbamate is a bench-stable, moisture-tolerant building block featuring a cyclopropyl ring tethered to an aminomethyl group and protected by a tert-butyl carbamate. This configuration enables straightforward deprotection under mild acidic conditions, facilitating rapid access to the corresponding primary amine for use in medicinal chemistry and peptide synthesis workflows.

Application

tert-Butyl N-(1-(aminomethyl)cyclopropyl)carbamate serves as a versatile building block in medicinal chemistry, enabling the incorporation of a cyclopropylmethylamine motif with orthogonal protection. The tert-butyl carbamate group provides bench stability and facile deprotection under mild acidic conditions, while the primary amine functionality supports diverse transformations including alkylation, acylation, and coupling reactions. Its compact, rigid structure enhances metabolic stability and contributes to favorable pharmacokinetic profiles in target-directed synthesis.

Synthesis

Route1
- In-stock
  
  107017-73-2
- ~%
- In-stock
  
  1027338-34-6
References
- MERCK SHARP and DOHME CORP.; ALTMAN, Michael, D.; BIENSTOCK, Corey, E.; BUTCHER, John, W.; CHILDERS, Kaleen Konrad; DI FRANCESCO, Maria Emilia; DONOFRIO, Anthony; ELLIS, John Michael; FISCHER, Christian; HAIDLE, Andrew, M.; JEWELL, James, P.; KNOWLES, Sandra Lee; NORTHRUP, Alan, B.; OTTE, Ryan, D.; PETERSON, Scott, L.; SMITH, Graham Frank Patent: WO2013/52394 A1, 2013 ;
Route2
- In-stock
  
  24424-99-5
- ~%
- In-stock
  
  1027338-34-6
References
- MERCK SHARP and DOHME CORP.; ALTMAN, Michael, D.; BIENSTOCK, Corey, E.; BUTCHER, John, W.; CHILDERS, Kaleen Konrad; DI FRANCESCO, Maria Emilia; DONOFRIO, Anthony; ELLIS, John Michael; FISCHER, Christian; HAIDLE, Andrew, M.; JEWELL, James, P.; KNOWLES, Sandra Lee; NORTHRUP, Alan, B.; OTTE, Ryan, D.; PETERSON, Scott, L.; SMITH, Graham Frank Patent: WO2013/52394 A1, 2013 ;

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 1.0024
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Skeleton Fatty ring compounds Cyclopropane compounds

Key Words

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tert-Butyl N-(1-(aminomethyl)cyclopropyl)carbamate

CAS No. 1027338-34-6

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