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tert-Butyl ((3R,4R)-rel-4-hydroxytetrahydrofuran-3-yl)carbamate

  • CAS No. 1631070-69-3

  • Cat. No. CS-0054589
  • Purity≥98%
  • MDL No.MFCD28166316

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

tert-Butyl ((3R,4R)-rel-4-hydroxytetrahydrofuran-3-yl)carbamate|CS-0054589

Structure of 1631070-69-3

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General Information

  • CAS No. 1631070-69-3
  • Cat. No. CS-0054589
  • Purity ≥98%
  • MDL No. MFCD28166316
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₇NO₄
  • Molecular Weight 203.24
  • Synonym(s) tert-butyl N-[cis-4-hydroxyoxolan-3-yl]carbamate
  • SMILES O=C(OC(C)(C)C)N[C@@H]1COC[C@@H]1O

Description

tert-Butyl ((3R,4R)-rel-4-hydroxytetrahydrofuran-3-yl)carbamate is a stereochemically defined building block featuring a chiral tetrahydrofuran ring with a hydroxyl group at C4 and a carbamate protecting group at C3. This configuration enables direct incorporation into complex oligosaccharide and nucleoside syntheses, where its rigidity and stability streamline stereoselective transformations under standard conditions.

Application

tert-Butyl ((3R,4R)-rel-4-hydroxytetrahydrofuran-3-yl)carbamate serves as a stereodefined building block for the synthesis of bioactive heterocycles and carbohydrate analogs. The (3R,4R)-configured tetrahydrofuran ring with orthogonal hydroxyl and carbamate functionalities enables selective derivatization and protection strategies. Its bench-stable nature and compatibility with standard coupling and reduction protocols facilitate efficient access to complex molecular architectures 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 : H315-H319-H335
Precautionary Statements : P260-P264-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P332+P313-P337+P313-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   67.79
  • LogP   0.2708
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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