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CS-W001157 4
Total: USD 88.00

rel-(2R,3R)-2-[Bis(1,1-dimethylethyl)phosphinyl]-3-(1,1-dimethylethyl)-2,3-dihydro-4-methoxy-1,3-benzoxaphosphole

  • CAS No. 1788085-46-0

  • Cat. No. CS-0091056
  • Purity≥97%
  • MDL No.MFCD31707611

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

rel-(2R,3R)-2-[Bis(1,1-dimethylethyl)phosphinyl]-3-(1,1-dimethylethyl)-2,3-dihydro-4-methoxy-1,3-benzoxaphosphole|CS-0091056

Structure of 1788085-46-0

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General Information

  • CAS No. 1788085-46-0
  • Cat. No. CS-0091056
  • Purity ≥97%
  • MDL No. MFCD31707611
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₀H₃₄O₃P₂
  • Molecular Weight 384.43
  • Synonym(s) ZJ-0081(RAC)
  • SMILES COC1=C([P@](C(C)(C)C)[C@@H](P(C(C)(C)C)(C(C)(C)C)=O)O2)C2=CC=C1

Description

rel-(2R,3R)-2-[Bis(1,1-dimethylethyl)phosphinyl]-3-(1,1-dimethylethyl)-2,3-dihydro-4-methoxy-1,3-benzoxaphosphole is a sterically shielded phosphine oxide derivative featuring a chiral benzoxaphosphole core. This bench-stable reagent integrates a methoxy-substituted heterocycle with bulky tert-butyl groups that enhance solubility and resistance to oxidation. The configuration at the 2R,3R centers ensures predictable stereochemical control in asymmetric synthesis. It serves as a robust ligand precursor for transition metal catalysis and enables efficient coupling reactions under mild conditions.

Application

rel-(2R,3R)-2-[Bis(1,1-dimethylethyl)phosphinyl]-3-(1,1-dimethylethyl)-2,3-dihydro-4-methoxy-1,3-benzoxaphosphole serves as a stable, bench-ready chiral phosphine ligand precursor. Its sterically encumbered diisopropylphosphinyl group enables efficient coordination in transition metal catalysis, while the methoxy-substituted benzoxaphosphole core enhances solubility and functional group tolerance. This scaffold facilitates stereoselective transformations in cross-coupling and asymmetric synthesis workflows.

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   35.53
  • LogP   6.237
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   2

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