(R)-3-(tert-Butoxycarbonyl)-2,2-dimethyloxazolidine-4-carboxylic acid

Name: (R)-3-(tert-Butoxycarbonyl)-2,2-dimethyloxazolidine-4-carboxylic acid
Brand: ChemScene
Availability: InStock
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CAS No. 660852-86-8
Cat. No. CS-0077403
Purity≥97%
MDL No.MFCD06203312

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FedEx Limited Quantities Ground	$0.00
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(R)-3-(tert-Butoxycarbonyl)-2,2-dimethyloxazolidine-4-carboxylic acid|CS-0077403

Structure of 660852-86-8

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Description

This chiral oxazolidine derivative features a protected amino acid scaffold with high stereochemical integrity. The tert-butoxycarbonyl group enables stable incorporation into peptide synthesis workflows, while the dimethyl-substituted oxazolidine ring provides enhanced resistance to racemization. Designed for use in solid-phase and solution-phase methodologies, this building block facilitates efficient access to complex peptidomimetics and constrained peptide architectures under standard conditions.

Application

(R)-3-(tert-Butoxycarbonyl)-2,2-dimethyloxazolidine-4-carboxylic acid serves as a robust chiral synthon for asymmetric synthesis, enabling efficient access to diverse β-amino acid derivatives. The protected oxazolidine ring exhibits excellent bench stability and facilitates selective deprotection or transformation under mild conditions. Its functional group tolerance supports downstream coupling reactions and heterocycle construction, making it a practical building block in peptide-like scaffold development and medicinal chemistry campaigns.

General Information

CAS No. 660852-86-8
Cat. No. CS-0077403
Purity ≥97%
MDL No. MFCD06203312
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₁₉NO₅
Molecular Weight 245.27
Synonym(s) (R)-N-Boc-2,2-dimethyloxazolidine-4-carboxylic Acid
SMILES O=C(N1C(C)(C)OC[C@@H]1C(O)=O)OC(C)(C)C

Computational Chemistry Data

TPSA 76.07
LogP 1.443
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

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-H312-H315-H319
Precautionary Statements : P261-P280-P302+P352

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Other Classifications

Building Blocks Functional Group Carboxylic Acid

Building Blocks Skeleton Aliphatic heterocycle compounds Oxazolidine compounds

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Key Words

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(R)-3-(tert-Butoxycarbonyl)-2,2-dimethyloxazolidine-4-carboxylic acid

CAS No. 660852-86-8

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