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(2R)-2-[[[(1,1-Dimethylethyl)dimethylsilyl]oxy]diphenylmethyl]pyrrolidine

  • CAS No. 1236033-34-3

  • Cat. No. CS-0093005
  • Purity≥97%
  • MDL No.MFCD18427919

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

(2R)-2-[[[(1,1-Dimethylethyl)dimethylsilyl]oxy]diphenylmethyl]pyrrolidine|CS-0093005

Structure of 1236033-34-3

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General Information

  • CAS No. 1236033-34-3
  • Cat. No. CS-0093005
  • Purity ≥97%
  • MDL No. MFCD18427919
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₃H₃₃NOSi
  • Molecular Weight 367.60
  • Synonym(s) R-2-[[[(1,1-diMethylethyl)diMethylsilyl]oxy] diphenylMethyl]-Pyrrolidine
  • SMILES C[Si](C)(C(C)(C)C)OC(C1=CC=CC=C1)([C@@H]2NCCC2)C3=CC=CC=C3

Description

This pyrrolidine derivative features a bulky silyl-protected hydroxyl group, enabling stable handling and compatibility with sensitive coupling reactions. The diphenylmethyl moiety enhances solubility in organic media, while the chiral (2R) configuration ensures stereocontrolled synthesis in complex molecule assembly.

Application

(2R)-2-[[[(1,1-Dimethylethyl)dimethylsilyl]oxy]diphenylmethyl]pyrrolidine serves as a robust chiral auxiliary in asymmetric synthesis, enabling stereoselective transformations via its protected amine and silyl ether functionalities. The bulky tert-dimethylsilyl group provides excellent steric shielding and bench stability, while the diphenylmethyl (DMP) moiety facilitates purification by chromatography. This scaffold functions effectively in enantioselective alkylation and conjugate addition protocols, offering predictable stereocontrol and compatibility with standard reaction conditions.

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 : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   21.26
  • LogP   5.704
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   5

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