(R)-tert-Butyl 2-(2-hydroxyethyl)morpholine-4-carboxylate

CAS No. 136992-21-7
Cat. No. CS-0079667
Purity≥97%
MDL No.MFCD11865208

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(R)-tert-Butyl 2-(2-hydroxyethyl)morpholine-4-carboxylate|CS-0079667

Structure of 136992-21-7

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Description

(R)-tert-Butyl 2-(2-hydroxyethyl)morpholine-4-carboxylate features a chiral morpholine core with a pendant hydroxyl-bearing ethyl linker, enabling selective conjugation in asymmetric synthesis. The tert-butyl ester group provides stability and ease of deprotection under mild acidic conditions, while the hydroxyl moiety serves as a handle for further functionalization. This scaffold supports efficient access to bioactive molecules in medicinal chemistry campaigns.

Application

(R)-tert-Butyl 2-(2-hydroxyethyl)morpholine-4-carboxylate serves as a versatile chiral building block for the synthesis of bioactive heterocycles and peptide-like scaffolds. The morpholine core provides excellent solubility and functional group tolerance, while the pendant hydroxyl group enables facile derivatization via etherification or esterification. Bench-stable and readily purified by flash chromatography, it functions effectively in coupling reactions and serves as a key intermediate in medicinal chemistry campaigns targeting kinase inhibitors and CNS therapeutics.

General Information

CAS No. 136992-21-7
Cat. No. CS-0079667
Purity ≥97%
MDL No. MFCD11865208
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₁NO₄
Molecular Weight 231.29
Synonym(s) (R)-N-Boc-2-(2-hydroxyethyl)morpholine
SMILES O=C(OC(C)(C)C)N1CCO[C@H](CCO)C1

Computational Chemistry Data

TPSA 59
LogP 1.0047
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 2

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-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Aliphatic heterocycle compounds Morpholine compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(R)-tert-Butyl 2-(2-hydroxyethyl)morpholine-4-carboxylate

CAS No. 136992-21-7

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