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rel-tert-Butyl ((1R,3R)-3-hydroxycyclohexyl)carbamate

  • CAS No. 1425253-99-1

  • Cat. No. CS-0058797
  • Purity≥98%
  • MDL No.None

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

rel-tert-Butyl ((1R,3R)-3-hydroxycyclohexyl)carbamate|CS-0058797

Structure of 1425253-99-1

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General Information

  • CAS No. 1425253-99-1
  • Cat. No. CS-0058797
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₂₁NO₃
  • Molecular Weight 215.29
  • Synonym(s) tert-butyl ((1S,3S)-3-hydroxycyclohexyl)carbamate
  • SMILES O=C(OC(C)(C)C)N[C@H]1C[C@H](O)CCC1

Description

rel-tert-Butyl ((1R,3R)-3-hydroxycyclohexyl)carbamate features a stereodefined cyclohexanol scaffold with a bench-stable carbamate protecting group. This configuration enables selective functionalization at the hydroxyl site while maintaining configurational integrity during synthesis. The molecule serves as a key chiral building block in complex natural product and pharmaceutical intermediate assembly.

Application

rel-tert-Butyl ((1R,3R)-3-hydroxycyclohexyl)carbamate serves as a stereochemically defined chiral building block for cyclohexane-based scaffolds. The (1R,3R)-configuration provides predictable stereocontrol in downstream transformations, while the tert-butoxycarbonyl (Boc) group offers robust protection of the amine and facile removal under mild acidic conditions. The pendant hydroxyl group enables selective derivatization or conjugation, enhancing utility in medicinal chemistry and natural product 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-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   58.56
  • LogP   1.8146
  • H_Acceptors   3
  • H_Donors   2
  • Rotatable_Bonds   1

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