tert-Butyl (3S,4S)-4-(((R)-tert-butylsulfinyl)amino)-3-methyl-2-oxa-8-azaspiro[4.5]decane-8-carboxylate

Name: tert-Butyl (3S,4S)-4-(((R)-tert-butylsulfinyl)amino)-3-methyl-2-oxa-8-azaspiro[4.5]decane-8-carboxylate
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CAS No. 1801766-78-8
Cat. No. CS-0112870
Purity≥95%
MDL No.MFCD31925146

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tert-Butyl (3S,4S)-4-(((R)-tert-butylsulfinyl)amino)-3-methyl-2-oxa-8-azaspiro[4.5]decane-8-carboxylate|CS-0112870

Structure of 1801766-78-8

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General Information

CAS No. 1801766-78-8
Cat. No. CS-0112870
Purity ≥95%
MDL No. MFCD31925146
Storage 4°C, stored under nitrogen
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₈H₃₄N₂O₄S
Molecular Weight 374.54
Synonym(s) tert-butyl (3S,4S)-3-methyl-4-{[(R)-2-methylpropane-2-sulfinyl]amino}-2-oxa-8-azaspiro[4.5]decane-8-carboxylate
SMILES O=C(N(CC1)CCC21[C@H](N[S@@](C(C)(C)C)=O)[C@H](C)OC2)OC(C)(C)C

Description

This tert-butyl (3S,4S)-4-(((R)-tert-butylsulfinyl)amino)-3-methyl-2-oxa-8-azaspiro[4.5]decane-8-carboxylate features a sterically hindered spirocyclic core with a chiral sulfinyl amine handle, enabling precise stereocontrol in asymmetric synthesis. The bench-stable, moisture-tolerant structure integrates seamlessly into complex molecular scaffolds.

Application

tert-Butyl (3S,4S)-4-(((R)-tert-butylsulfinyl)amino)-3-methyl-2-oxa-8-azaspiro[4.5]decane-8-carboxylate serves as a stereochemically defined chiral building block for the synthesis of complex nitrogen-containing heterocycles. The (R)-tert-butylsulfinyl group enables effective stereocontrol in asymmetric transformations, while the spirocyclic framework provides rigidity and functional group compatibility. It facilitates efficient access to pharmaceutically relevant scaffolds through selective deprotection and coupling reactions, offering bench-stable handling and straightforward purification.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

TPSA 67.87
LogP 2.8428
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Boc

Building Blocks Functional Group Sulfinamide

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Piperidine compounds

Key Words

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tert-Butyl (3S,4S)-4-(((R)-tert-butylsulfinyl)amino)-3-methyl-2-oxa-8-azaspiro[4.5]decane-8-carboxylate

CAS No. 1801766-78-8

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