tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl)carbamate

Name: tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl)carbamate
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CAS No. 1172623-99-2
Cat. No. CS-M3107
Purity≥98%
MDL No.MFCD28411481

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tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl)carbamate|CS-M3107

Structure of 1172623-99-2

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General Information

CAS No. 1172623-99-2
Cat. No. CS-M3107
Purity ≥98%
MDL No. MFCD28411481
Storage 4°C
Shipping Room temperature in continental US; may vary elsewhere.
Molecular Formula C₁₆H₂₁F₂NO₄
Molecular Weight 329.34
Synonym(s) Omarigliptin Impurity 2
SMILES FC1=CC([C@H]2OCC(O)C[C@@H]2NC(OC(C)(C)C)=O)=C(F)C=C1

Description

This tert-butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl)carbamate features a chiral tetrahydropyran core bearing a 2,5-difluorophenyl group and a hydroxyl handle, enabling selective derivatization. The tert-butyl carbamate moiety offers stability and convenient deprotection under mild acidic conditions.

Application

tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl)carbamate serves as a versatile chiral building block for the synthesis of bioactive heterocycles. The protected hydroxyl group enables selective transformations, while the difluorophenyl moiety imparts metabolic stability and modulates electronic properties. Its bench-stable tert-butyl carbamate handle facilitates straightforward deprotection and functionalization in multistep sequences.

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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Computational Chemistry Data

TPSA 67.79
LogP 2.6804
H_Acceptors 4
H_Donors 2
Rotatable_Bonds 2

Other Classifications

Building Blocks Functional Group Alcohol

Building Blocks Functional Group Fluoride

Building Blocks Skeleton Chiral compounds Chiral Building Blocks

Building Blocks Skeleton Aliphatic heterocycle compounds Tetrahydropyran compounds

Building Blocks Skeleton Aromatic ring compounds Benzene compounds

Key Words

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tert-Butyl ((2R,3S)-2-(2,5-difluorophenyl)-5-hydroxytetrahydro-2H-pyran-3-yl)carbamate

CAS No. 1172623-99-2

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