tert-Butyl (cis-4-hydroxycyclohexyl)(methyl)carbamate

Name: tert-Butyl (cis-4-hydroxycyclohexyl)(methyl)carbamate
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CAS No. 561307-54-8
Cat. No. CS-0049759
Purity≥95%
MDL No.None

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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 (cis-4-hydroxycyclohexyl)(methyl)carbamate|CS-0049759

Structure of 561307-54-8

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General Information

CAS No. 561307-54-8
Cat. No. CS-0049759
Purity ≥95%
MDL No. None
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₂₃NO₃
Molecular Weight 229.32
Synonym(s) cis-(4-Hydroxy-cyclohexyl)-Methyl-carbaMic acid tert-butyl ester
SMILES CN([C@@H]1CC[C@H](O)CC1)C(=O)OC(C)(C)C

Description

tert-Butyl (cis-4-hydroxycyclohexyl)(methyl)carbamate features a cis-configured hydroxycyclohexyl scaffold with a bench-stable tert-butyl carbamate protecting group and a methylcarbamate moiety. This configuration enables selective derivatization at the hydroxyl site while maintaining stereochemical integrity during downstream transformations. The molecule combines enhanced solubility with robust stability under standard conditions, streamlining use in synthetic sequences requiring controlled functional group manipulation.

Application

tert-Butyl (cis-4-hydroxycyclohexyl)(methyl)carbamate serves as a versatile, bench-stable building block for the synthesis of cyclohexane-based scaffolds. The cis-4-hydroxy configuration provides defined stereochemistry for downstream functionalization, while the tert-butoxycarbonyl and methylcarbamate groups offer orthogonal protection for amine and hydroxyl functionalities. This compound facilitates efficient derivatization in medicinal chemistry campaigns and enables selective transformations under standard catalytic and reductive conditions.

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-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 49.77
LogP 2.1568
H_Acceptors 3
H_Donors 1
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 Cyclohexane compounds

Key Words

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tert-Butyl (cis-4-hydroxycyclohexyl)(methyl)carbamate

CAS No. 561307-54-8

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