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tert-Butyl ((1S,2R)-2-hydroxycyclohexyl)carbamate

  • CAS No. 214679-17-1

  • Cat. No. CS-0042099
  • Purity≥97%
  • MDL No.MFCD11975365

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

tert-Butyl ((1S,2R)-2-hydroxycyclohexyl)carbamate|CS-0042099

Structure of 214679-17-1

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General Information

  • CAS No. 214679-17-1
  • Cat. No. CS-0042099
  • Purity ≥97%
  • MDL No. MFCD11975365
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₂₁NO₃
  • Molecular Weight 215.29
  • Synonym(s) None
  • SMILES O=C(OC(C)(C)C)N[C@@H]1[C@H](O)CCCC1

Description

tert-Butyl ((1S,2R)-2-hydroxycyclohexyl)carbamate is a chiral building block featuring a hydroxylated cyclohexane scaffold with defined stereochemistry. The tert-butyl carbamate group provides stable protection for amine functionalities, enabling selective transformations. This configuration supports efficient incorporation into complex molecular architectures under standard conditions.

Application

tert-Butyl ((1S,2R)-2-hydroxycyclohexyl)carbamate serves as a stereochemically defined chiral building block for the synthesis of bioactive molecules and natural product analogs. The (1S,2R)-configured cyclohexanol moiety provides a rigid, conformationally constrained scaffold with excellent bench stability. The carbamate group enables selective deprotection under mild acidic conditions, while the pendant hydroxyl group offers orthogonal functionalization potential. This compound facilitates efficient access to complex heterocyclic systems and is well-suited for iterative synthetic sequences in medicinal chemistry and process development.

Safety Information

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GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H315-H318
Precautionary Statements : P264-P280-P302+P352-P362

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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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