tert-Butyl ((S)-4-methyl-1-((R)-2-methyloxiran-2-yl)-1-oxopentan-2-yl)carbamate

Name: tert-Butyl ((S)-4-methyl-1-((R)-2-methyloxiran-2-yl)-1-oxopentan-2-yl)carbamate
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CAS No. 247068-82-2
Cat. No. CS-M2423
Purity≥98%
MDL No.MFCD22573306

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tert-Butyl ((S)-4-methyl-1-((R)-2-methyloxiran-2-yl)-1-oxopentan-2-yl)carbamate|CS-M2423

Structure of 247068-82-2

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Description

This chiral carbamate features a tert-butyl-protected amine integrated with a sterically hindered, electron-deficient oxirane ring. The (S)-4-methyl and (R)-2-methyloxiran-2-yl moieties enable precise stereochemical control in asymmetric synthesis. Designed for robust handling, it serves as a key intermediate in the construction of complex nitrogen-containing scaffolds under standard conditions.

Application

tert-Butyl ((S)-4-methyl-1-((R)-2-methyloxiran-2-yl)-1-oxopentan-2-yl)carbamate serves as a versatile chiral building block for asymmetric synthesis, featuring a stereodefined epoxide and protected amine. The oxirane moiety enables regioselective ring-opening reactions under mild conditions, while the tert-butoxycarbonyl (Boc) group offers robust protection and facile deprotection. This scaffold facilitates access to complex, enantiomerically pure intermediates relevant to medicinal chemistry campaigns involving β-amino alcohol motifs and functionalized heterocycles.

General Information

CAS No. 247068-82-2
Cat. No. CS-M2423
Purity ≥98%
MDL No. MFCD22573306
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₄H₂₅NO₄
Molecular Weight 271.35
Synonym(s) tert-butyl 4-methyl-1-(2-methyloxiran-2-yl)-1-oxopentan-2-ylcarbamate
SMILES O=C(OC(C)(C)C)N[C@H](C([C@]1(C)OC1)=O)CC(C)C

Computational Chemistry Data

TPSA 67.93
LogP 2.2838
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 5

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 Functional Group Amine

Building Blocks Functional Group Ketone

Building Blocks Skeleton Aliphatic heterocycle compounds Oxane compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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tert-Butyl ((S)-4-methyl-1-((R)-2-methyloxiran-2-yl)-1-oxopentan-2-yl)carbamate

CAS No. 247068-82-2

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