tert-Butyl ((1S,2S)-2-hydroxycyclohexyl)carbamate

Name: tert-Butyl ((1S,2S)-2-hydroxycyclohexyl)carbamate
Brand: ChemScene
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CAS No. 145166-06-9
Cat. No. CS-W008680
Purity≥97%
MDL No.MFCD11042330

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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tert-Butyl ((1S,2S)-2-hydroxycyclohexyl)carbamate|CS-W008680

Structure of 145166-06-9

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Description

tert-Butyl ((1S,2S)-2-hydroxycyclohexyl)carbamate is a chiral, bench-stable protecting group reagent featuring a hydroxyl-bearing cyclohexyl scaffold. This configuration enables selective functionalization in asymmetric synthesis, where the hydroxyl moiety can be further elaborated or masked. The tert-butyl carbamate group provides excellent stability under basic conditions and facilitates straightforward deprotection via mild acidolysis.

Application

tert-Butyl ((1S,2S)-2-hydroxycyclohexyl)carbamate serves as a stereochemically defined chiral building block for the synthesis of cyclohexane-based pharmaceutical intermediates. The protected hydroxy group enables orthogonal functionalization, while the tert-butyl carbamate moiety offers stability and convenient deprotection under mild acidic conditions. It functions effectively in asymmetric synthesis, facilitating stereoselective transformations and serving as a key scaffold in the construction of bioactive heterocycles.

General Information

CAS No. 145166-06-9
Cat. No. CS-W008680
Purity ≥97%
MDL No. MFCD11042330
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₁NO₃
Molecular Weight 215.29
Synonym(s) tert-Butyl N-((2S,1S)-2-hydroxycyclohexyl)carbamate
SMILES O=C(OC(C)(C)C)N[C@@H](CCCC1)[C@H]1O

Computational Chemistry Data

TPSA 58.56
LogP 1.8146
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 1

Safety Information

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GHS Pictogram :	GHS No : GHS07,GHS09
Signal Word : Danger	UN#: 3077
Class : 9	Packing Group : Ⅲ
Hazard Statements : H302-H400
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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Other Classifications

Building Blocks Functional Group Amine

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Fatty ring compounds Cyclohexane compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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tert-Butyl ((1S,2S)-2-hydroxycyclohexyl)carbamate

CAS No. 145166-06-9

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