tert-Butyl (trans-4-hydroxymethylcyclohexylmethyl)carbamate

Name: tert-Butyl (trans-4-hydroxymethylcyclohexylmethyl)carbamate
Brand: ChemScene
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CAS No. 172348-63-9
Cat. No. CS-0048501
Purity≥97%
MDL No.MFCD06657666

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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+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
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tert-Butyl (trans-4-hydroxymethylcyclohexylmethyl)carbamate|CS-0048501

Structure of 172348-63-9

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Description

tert-Butyl (trans-4-hydroxymethylcyclohexylmethyl)carbamate is a bench-stable, moisture-tolerant protecting group for primary amines, featuring a rigid trans-cyclohexyl scaffold that enhances stereochemical control. This carbamate integrates cleanly into complex molecular architectures, delivering predictable deprotection under mild acidic conditions.

Application

tert-Butyl (trans-4-hydroxymethylcyclohexylmethyl)carbamate serves as a stable, bench-friendly protecting group for primary amines, enabling selective functionalization in complex molecule synthesis. The trans-configured cyclohexyl scaffold provides defined stereochemistry and enhances conformational rigidity, while the pendant hydroxymethyl group offers a versatile handle for further derivatization via oxidation, protection, or coupling reactions. Its compatibility with standard deprotection conditions and robustness under diverse reaction conditions make it particularly useful in medicinal chemistry and natural product synthesis workflows.

General Information

CAS No. 172348-63-9
Cat. No. CS-0048501
Purity ≥97%
MDL No. MFCD06657666
Storage Store at room temperature
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₃H₂₅NO₃
Molecular Weight 243.35
Synonym(s) None
SMILES C(NC(OC(C)(C)C)=O)[C@@H]1CC[C@@H](CO)CC1

Computational Chemistry Data

TPSA 58.56
LogP 2.3098
H_Acceptors 3
H_Donors 2
Rotatable_Bonds 3

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 (trans-4-hydroxymethylcyclohexylmethyl)carbamate

CAS No. 172348-63-9

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