tert-Butyl ((1R,3S)-3-aminocyclopentyl)carbamate

Name: tert-Butyl ((1R,3S)-3-aminocyclopentyl)carbamate
Brand: ChemScene
Availability: InStock
Rating: 5 (1 reviews)

CAS No. 774212-81-6
Cat. No. CS-0058566
Purity≥97%
MDL No.MFCD18831392

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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 ((1R,3S)-3-aminocyclopentyl)carbamate|CS-0058566

Structure of 774212-81-6

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General Information

CAS No. 774212-81-6
Cat. No. CS-0058566
Purity ≥97%
MDL No. MFCD18831392
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₂₀N₂O₂
Molecular Weight 200.28
Synonym(s) Carbamic acid, [(1R,3S)-3-aminocyclopentyl]-, 1,1-dimethylethyl ester (9CI)
SMILES N[C@H]1CC[C@@H](NC(OC(C)(C)C)=O)C1

Description

tert-Butyl ((1R,3S)-3-aminocyclopentyl)carbamate delivers a chiral cyclopentane scaffold with a selectively protected amine, enabling direct incorporation into asymmetric synthesis. The tert-butyl carbamate group ensures stability and ease of removal under mild acidic conditions, while the (1R,3S) stereochemistry provides defined spatial orientation for downstream functionalization in medicinal chemistry and peptide mimetics.

Application

tert-Butyl ((1R,3S)-3-aminocyclopentyl)carbamate serves as a versatile chiral building block for the synthesis of bioactive cyclopentane-containing compounds. The protected amine enables selective functionalization at the 3-position of the cyclopentane ring, with the tert-butyl carbamate group offering excellent stability and ease of removal under mild acidic conditions. Its defined stereochemistry supports efficient asymmetric synthesis, while broad functional group tolerance facilitates integration into diverse coupling and cyclization workflows common in medicinal chemistry and process development.

Synthesis

Route1
- 774212-79-2
- ~75%
- In-stock
  
  774212-81-6
References
- F. HOFFMANN-LA ROCHE AG; BERGERON, Philippe; BODIL VAN NIEL, Monique; DRAGOVICH, Peter; HURLEY, Christopher; KULAGOWSKI, Janusz; LABADIE, Sharada; MCLEAN, Neville James; MENDONCA, Rohan; PULK, Rebecca; ZAK, Mark Patent: WO2013/7765 A1, 2013 ; Location in patent: Page/Page column 168-169 ; WO 2013/007765 A1
Route2
- In-stock
  
  261165-05-3
- ~%
- In-stock
  
  774212-81-6
References
- F. HOFFMANN-LA ROCHE AG; BERGERON, Philippe; BODIL VAN NIEL, Monique; DRAGOVICH, Peter; HURLEY, Christopher; KULAGOWSKI, Janusz; LABADIE, Sharada; MCLEAN, Neville James; MENDONCA, Rohan; PULK, Rebecca; ZAK, Mark Patent: WO2013/7765 A1, 2013 ; WO 2013/007765 A1

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-P330-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

TPSA 64.35
LogP 1.3909
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 Cyclopentane compounds

Key Words

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tert-Butyl ((1R,3S)-3-aminocyclopentyl)carbamate

CAS No. 774212-81-6

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