(R)-1-Boc-3-hydroxymethyl-piperazine

Name: (R)-1-Boc-3-hydroxymethyl-piperazine
Brand: ChemScene
Availability: InStock
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CAS No. 278788-66-2
Cat. No. CS-D0659
Purity≥97%
MDL No.MFCD05863888

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Type	HazMat Fee
Excepted Quantity	$0.00
FedEx Limited Quantities Ground	$0.00
Hazmat Ground shipping	$50.00+
Inaccessible (Haz class 6.1 or 9), Domestic	$68.00+
Accessible (Haz class 3, 4, 5 or 8), Domestic	$158.00+
Inaccessible (Haz class 6.1 or 9), International	$108.00+
Accessible (Haz class 3, 4, 5 or 8), International	$238.00+

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(R)-1-Boc-3-hydroxymethyl-piperazine|CS-D0659

Structure of 278788-66-2

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General Information

CAS No. 278788-66-2
Cat. No. CS-D0659
Purity ≥97%
MDL No. MFCD05863888
Storage RT, protect from light
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₀H₂₀N₂O₃
Molecular Weight 216.28
Synonym(s) tert-butyl (3R)-3-(hydroxymethyl)piperazine-1-carboxylate
SMILES O=C(OC(C)(C)C)N1C[C@H](CO)NCC1

Description

(R)-1-Boc-3-hydroxymethyl-piperazine features a chiral piperazine core with a Boc-protected amine and a hydroxymethyl group, offering a bench-stable, moisture-tolerant scaffold for asymmetric synthesis. This functionalized building block integrates readily into medicinal chemistry campaigns, enabling direct derivatization at the hydroxymethyl position while preserving stereochemical integrity under standard conditions.

Application

(R)-1-Boc-3-hydroxymethyl-piperazine serves as a versatile chiral building block in medicinal chemistry, enabling the synthesis of piperazine-based scaffolds with defined stereochemistry. The Boc-protected amine and hydroxymethyl group offer orthogonal functionalization potential, facilitating downstream derivatization through reductive amination, esterification, or coupling reactions. Its bench-stable nature and compatibility with standard purification methods make it well-suited for iterative synthetic campaigns targeting bioactive molecules.

Synthesis

Route1
- 173774-50-0
- ~49%
- In-stock
  
  278788-66-2
References
- EP1140904 B1, ; Page/Page column 35 ;

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 0.1876
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Piperazine compounds

Key Words

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(R)-1-Boc-3-hydroxymethyl-piperazine

CAS No. 278788-66-2

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