tert-Butyl (2R,5R)-5-(hydroxymethyl)-2-methylpiperazine-1-carboxylate

Name: tert-Butyl (2R,5R)-5-(hydroxymethyl)-2-methylpiperazine-1-carboxylate
Brand: ChemScene
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CAS No. 1403898-64-5
Cat. No. CS-0047403
Purity≥97%
MDL No.None

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tert-Butyl (2R,5R)-5-(hydroxymethyl)-2-methylpiperazine-1-carboxylate|CS-0047403

Structure of 1403898-64-5

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General Information

CAS No. 1403898-64-5
Cat. No. CS-0047403
Purity ≥97%
MDL No. None
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₂N₂O₃
Molecular Weight 230.30
Synonym(s) (2R,5R)-tert-Butyl 5-(hydroxymethyl)-2-methylpiperazine-1-carboxylate
SMILES O=C(N1[C@H](C)CN[C@@H](CO)C1)OC(C)(C)C

Description

tert-Butyl (2R,5R)-5-(hydroxymethyl)-2-methylpiperazine-1-carboxylate is a stereochemically defined piperazine derivative featuring a bench-stable tert-butyl ester and a pendant hydroxymethyl group. This configuration enables direct incorporation into complex scaffolds without racemization, delivering precise control in medicinal chemistry campaigns.

Application

tert-Butyl (2R,5R)-5-(hydroxymethyl)-2-methylpiperazine-1-carboxylate serves as a versatile chiral building block for medicinal chemistry, enabling the construction of piperazine-based scaffolds with defined stereochemistry. The hydroxymethyl group facilitates downstream functionalization via oxidation, protection, or coupling reactions, while the tert-butyl carbamate offers excellent bench stability and ease of removal under mild acidic conditions. Its compatibility with standard peptide coupling and reductive amination protocols makes it well-suited for iterative synthesis workflows in API development.

Safety Information

Download SDS

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 61.8
LogP 0.5761
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Aliphatic heterocycle compounds Piperazine compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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tert-Butyl (2R,5R)-5-(hydroxymethyl)-2-methylpiperazine-1-carboxylate

CAS No. 1403898-64-5

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