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

Name: tert-Butyl ((1R,3S)-3-hydroxycyclopentyl)carbamate
Brand: ChemScene
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CAS No. 225641-84-9
Cat. No. CS-0021874
Purity≥95%
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 ((1R,3S)-3-hydroxycyclopentyl)carbamate|CS-0021874

Structure of 225641-84-9

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General Information

CAS No. 225641-84-9
Cat. No. CS-0021874
Purity ≥95%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₉NO₃
Molecular Weight 201.26
Synonym(s) tert-butyl N-[(1R,3S)-3-hydroxycyclopentyl]carbamate
SMILES O[C@H]1CC[C@@H](NC(OC(C)(C)C)=O)C1

Description

tert-Butyl ((1R,3S)-3-hydroxycyclopentyl)carbamate is a chiral, bench-stable building block featuring a cyclopentane scaffold with defined stereochemistry. The hydroxyl group enables selective derivatization, while the carbamate moiety offers protection and facilitates purification. This compound integrates readily into complex molecular architectures requiring controlled functional group handling under standard conditions.

Application

tert-Butyl ((1R,3S)-3-hydroxycyclopentyl)carbamate serves as a stereochemically defined building block for cyclopentane-based scaffolds, enabling direct access to functionalized intermediates in medicinal chemistry. The protected amine and secondary alcohol allow orthogonal transformations, with the tert-butyl carbamate group offering excellent bench stability and facile removal under mild acidic conditions. Its defined stereochemistry supports reproducible synthesis of complex cyclic architectures.

Synthesis

Route1
- 1036260-18-0
- In-stock
  
  24424-99-5
- ~93%
- In-stock
  
  225641-84-9
References
- VERTEX PHARMACEUTICALS INCORPORATED Patent: WO2009/23269 A2, 2009 ; Location in patent: Page/Page column 42 ; WO 2009/023269 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 : H302
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

TPSA 58.56
LogP 1.4245
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Alcohol

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-hydroxycyclopentyl)carbamate

CAS No. 225641-84-9

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