((3AS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholino)methanone

Name: ((3AS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholino)methanone
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CAS No. 1103738-19-7
Cat. No. CS-M2126
Purity≥98%
MDL No.MFCD25977365

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((3AS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholino)methanone|CS-M2126

Structure of 1103738-19-7

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Description

This morpholino-substituted tetrahydrofuro[2,3-d][1,3]dioxole scaffold features a hydroxyl group at C6 and a dimethyl substitution at C2, providing a rigid, polar core with enhanced solubility. The carbonyl-linked morpholine moiety imparts favorable pharmacokinetic properties and facilitates hydrogen bonding in target engagement. This structure serves as a key building block for bioactive molecule synthesis.

Application

(3aS,5R,6S,6aS)-6-Hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl(morpholino)methanone serves as a versatile chiral building block for the synthesis of bioactive heterocycles. The morpholino carbonyl group enables facile derivatization, while the hydroxyl and fused dioxolane functionalities provide orthogonal reactivity for selective functionalization. Its bench-stable nature and compatibility with standard coupling protocols facilitate efficient access to complex scaffolds in medicinal chemistry workflows.

General Information

CAS No. 1103738-19-7
Cat. No. CS-M2126
Purity ≥98%
MDL No. MFCD25977365
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₂H₁₉NO₆
Molecular Weight 273.28
Synonym(s) LX-4211 int
SMILES O[C@H]([C@H](C(N1CCOCC1)=O)O2)[C@H](O3)[C@@H]2OC3(C)C

Computational Chemistry Data

TPSA 77.46
LogP -0.9175
H_Acceptors 6
H_Donors 1
Rotatable_Bonds 1

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

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Other Classifications

Building Blocks Skeleton Aliphatic heterocycle compounds Morpholine compounds

Building Blocks Skeleton Aliphatic heterocycle compounds Dioxolane compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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((3AS,5R,6S,6aS)-6-hydroxy-2,2-dimethyltetrahydrofuro[2,3-d][1,3]dioxol-5-yl)(morpholino)methanone

CAS No. 1103738-19-7

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