tert-Butyl (S)-4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate

Name: tert-Butyl (S)-4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate
Brand: ChemScene
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CAS No. 108149-65-1
Cat. No. CS-0130855
Purity≥97%
MDL No.MFCD11041410

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tert-Butyl (S)-4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate|CS-0130855

Structure of 108149-65-1

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General Information

CAS No. 108149-65-1
Cat. No. CS-0130855
Purity ≥97%
MDL No. MFCD11041410
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₁H₂₁NO₄
Molecular Weight 231.29
Synonym(s) tert-butyl (4S)-4-(hydroxymethyl)-2,2-dimethyl-1,3-oxazolidine-3-carboxylate
SMILES O=C(N1C(C)(C)OC[C@@H]1CO)OC(C)(C)C

Description

tert-Butyl (S)-4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate features a chiral oxazolidine core with a pendant hydroxymethyl group and a robust tert-butyl ester. This bench-stable derivative enables direct incorporation into peptide synthesis workflows, offering enhanced solubility and compatibility in diverse reaction conditions.

Application

tert-Butyl (S)-4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate serves as a versatile chiral building block in asymmetric synthesis, enabling efficient access to oxazolidine-containing scaffolds. The protected hydroxymethyl group offers orthogonal reactivity for further functionalization, while the stable tert-butyl ester facilitates purification and handling. Its bench-stable nature and compatibility with standard coupling conditions make it ideal for medicinal chemistry and process development workflows.

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-H315-H319-H332
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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Computational Chemistry Data

TPSA 59
LogP 1.3507
H_Acceptors 4
H_Donors 1
Rotatable_Bonds 1

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Oxazolidine compounds

Key Words

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tert-Butyl (S)-4-(hydroxymethyl)-2,2-dimethyloxazolidine-3-carboxylate

CAS No. 108149-65-1

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