tert-Butyl N-[(1S,3S)-3-hydroxycyclohexyl]carbamate

Name: tert-Butyl N-[(1S,3S)-3-hydroxycyclohexyl]carbamate
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CAS No. 1422443-57-9
Cat. No. CS-0048026
Purity≥98%
MDL No.None

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
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Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
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tert-Butyl N-[(1S,3S)-3-hydroxycyclohexyl]carbamate|CS-0048026

Structure of 1422443-57-9

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Description

tert-Butyl N-[(1S,3S)-3-hydroxycyclohexyl]carbamate features a chiral cyclohexyl backbone with a hydroxyl group at the 3-position, enabling stereoselective transformations. The tert-butyl carbamate moiety provides robust protection for primary amines under standard conditions. This bifunctional scaffold integrates seamlessly into asymmetric synthesis and natural product derivatization workflows.

Application

tert-Butyl N-[(1S,3S)-3-hydroxycyclohexyl]carbamate serves as a versatile chiral building block for asymmetric synthesis, enabling the introduction of stereodefined hydroxycyclohexyl motifs in medicinal chemistry and natural product synthesis. The protected amine and secondary alcohol functionalities exhibit excellent stability and orthogonal reactivity, facilitating sequential transformations. Its bench-stable nature and compatibility with standard coupling and reduction protocols make it well-suited for scalable, multi-step syntheses.

General Information

CAS No. 1422443-57-9
Cat. No. CS-0048026
Purity ≥98%
MDL No. None
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((1S,3S)-3-hydroxycyclohexyl)carbaMate CarbaMic acid,N-[(1S,3S)-3-hydroxycyclohexyl]-1,1-diMethyethyester
SMILES CC(C)(C)OC(=O)N[C@H]1CCC[C@H](O)C1

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
Signal Word : Warning	UN#: N/A
Class : N/A	Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P264-P270-P330

Quality Control

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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 N-[(1S,3S)-3-hydroxycyclohexyl]carbamate

CAS No. 1422443-57-9

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