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Tert-butyl ((3S,4R)-3-aminotetrahydro-2H-pyran-4-yl)carbamate

  • CAS No. 1951459-69-0

  • Cat. No. CS-0503327
  • Purity≥98%
  • MDL No.MFCD33399463

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

Tert-butyl ((3S,4R)-3-aminotetrahydro-2H-pyran-4-yl)carbamate|CS-0503327

Structure of 1951459-69-0

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General Information

  • CAS No. 1951459-69-0
  • Cat. No. CS-0503327
  • Purity ≥98%
  • MDL No. MFCD33399463
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₂₀N₂O₃
  • Molecular Weight 216.28
  • Synonym(s) Carbamic acid, N-[(3S,4R)-3-aminotetrahydro-2H-pyran-4-yl]-, 1,1-dimethylethyl ester
  • SMILES N[C@H]1[C@H](NC(OC(C)(C)C)=O)CCOC1

Description

Tert-butyl ((3S,4R)-3-aminotetrahydro-2H-pyran-4-yl)carbamate is a chiral amino alcohol precursor featuring a bench-stable tert-butyloxycarbonyl-protected amine and a stereodefined tetrahydropyran ring. This configuration enables selective incorporation into complex natural product syntheses and glycosylation strategies.

Application

Tert-butyl ((3S,4R)-3-aminotetrahydro-2H-pyran-4-yl)carbamate serves as a key chiral building block in medicinal chemistry, enabling the construction of tetrahydropyran-containing scaffolds prevalent in bioactive molecules. The (3S,4R)-stereoisomer provides defined stereochemistry for downstream transformations, while the tert-butyl carbamate group offers excellent bench stability and facilitates purification via standard acid-mediated deprotection. Its compatibility with diverse coupling reactions and functional group tolerance make it a practical choice for peptide and small-molecule synthesis.

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
Precautionary Statements : P264-P270-P280-P302+P352-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   73.58
  • LogP   0.6273
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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