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tert-Butyl (S)-(6-oxotetrahydro-2H-pyran-3-yl)carbamate

  • CAS No. 125982-23-2

  • Cat. No. CS-0137084
  • Purity≥97%
  • MDL No.None

*For research and further manufacturing use only, not for direct human use.

tert-Butyl (S)-(6-oxotetrahydro-2H-pyran-3-yl)carbamate|CS-0137084

Structure of 125982-23-2

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General Information

  • CAS No. 125982-23-2
  • Cat. No. CS-0137084
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₇NO₄
  • Molecular Weight 215.25
  • Synonym(s) Carbamic acid, N-[(3S)-tetrahydro-6-oxo-2H-pyran-3-yl]-, 1,1-dimethylethyl ester
  • SMILES O=C(OC(C)(C)C)N[C@@H](CC1)COC1=O

Description

This chiral carbamate features a tert-butyl-protected amine tethered to a stereodefined oxotetrahydropyran scaffold, offering a bench-stable, moisture-tolerant building block for asymmetric synthesis. The electron-rich pyran ring facilitates selective functionalization, while the (S)-configuration ensures high diastereoselectivity in downstream transformations.

Application

tert-Butyl (S)-(6-oxotetrahydro-2H-pyran-3-yl)carbamate serves as a chiral building block for the synthesis of oxygenated heterocycles and bioactive molecules. The protected hydroxyl group enables selective transformations, while the carbamate moiety offers stability and facilitates orthogonal deprotection. Its well-defined stereochemistry and compatibility with standard coupling and reduction protocols make it valuable in medicinal chemistry workflows requiring precise stereocontrol.

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   64.63
  • LogP   1.2167
  • H_Acceptors   4
  • H_Donors   1
  • Rotatable_Bonds   1

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