tert-Butyl N-[(1R,3R)-3-hydroxycyclopentyl]carbamate

Name: tert-Butyl N-[(1R,3R)-3-hydroxycyclopentyl]carbamate
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CAS No. 1290191-64-8
Cat. No. CS-0038203
Purity≥97%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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tert-Butyl N-[(1R,3R)-3-hydroxycyclopentyl]carbamate|CS-0038203

Structure of 1290191-64-8

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General Information

CAS No. 1290191-64-8
Cat. No. CS-0038203
Purity ≥97%
MDL No. None
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₁₉NO₃
Molecular Weight 201.26
Synonym(s) tert-butyl [(1R,3R)-3-hydroxycyclopentyl]carbamate
SMILES CC(C)(C)OC(=O)N[C@@H]1CC[C@H](C1)O

Description

tert-Butyl N-[(1R,3R)-3-hydroxycyclopentyl]carbamate features a chiral cyclopentane scaffold bearing a hydroxyl group and a carbamate protecting group. This configuration enables selective functionalization in asymmetric synthesis, where the hydroxyl moiety serves as a handle for derivatization under mild conditions. The tert-butyl carbamate offers stability during reaction sequences and can be removed cleanly when required.

Application

tert-Butyl N-[(1R,3R)-3-hydroxycyclopentyl]carbamate serves as a versatile chiral building block in synthetic organic chemistry, enabling stereoselective transformations via its protected amine and pendant hydroxyl group. The (1R,3R)-configured cyclopentane ring provides a rigid scaffold for conformationally constrained libraries, while the tert-butoxycarbonyl (Boc) group offers excellent bench stability and facile deprotection under mild acidic conditions. This compound facilitates efficient functionalization at both nitrogen and carbon centers, supporting diverse downstream applications in medicinal chemistry and natural product synthesis.

Safety Information

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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

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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 N-[(1R,3R)-3-hydroxycyclopentyl]carbamate

CAS No. 1290191-64-8

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