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CS-W001157 4
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1-Boc-2-methyl-D-proline

  • CAS No. 166170-15-6

  • Cat. No. CS-0030810
  • Purity≥96%
  • MDL No.MFCD06797554

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

1-Boc-2-methyl-D-proline|CS-0030810

Structure of 166170-15-6

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General Information

  • CAS No. 166170-15-6
  • Cat. No. CS-0030810
  • Purity ≥96%
  • MDL No. MFCD06797554
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₁₉NO₄
  • Molecular Weight 229.27
  • Synonym(s) (R)-N-BOC-2-methylproline
  • SMILES O=C(O)[C@@]1(N(CCC1)C(OC(C)(C)C)=O)C

Description

1-Boc-2-methyl-D-proline is a bench-stable, moisture-tolerant proline derivative featuring a tert-butoxycarbonyl group at the N-terminus and a methyl substituent at the C-2 position. This configuration enhances conformational rigidity and stereochemical integrity, enabling reliable incorporation into peptide chains during solid-phase synthesis. The protected amine facilitates sequential coupling without racemization, while the sterically hindered side chain improves selectivity in complex macrocyclization reactions.

Application

1-Boc-2-methyl-D-proline serves as a stable, bench-friendly building block for peptide synthesis and medicinal chemistry. The Boc group provides reliable protection of the α-amino functionality, while the 2-methyl substituent introduces conformational rigidity to D-proline scaffolds. It facilitates efficient coupling reactions with minimal racemization and enables incorporation into peptidomimetics, heterocyclic systems, and bioactive macrocycles where steric and stereochemical control are critical.

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-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

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Computational Chemistry Data

  • TPSA   66.84
  • LogP   1.8606
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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