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CS-W001157 4
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(R)-Benzyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate

  • CAS No. 192214-05-4

  • Cat. No. CS-W003284
  • Purity≥97%
  • MDL No.MFCD06410562

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

(R)-Benzyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate|CS-W003284

Structure of 192214-05-4

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General Information

  • CAS No. 192214-05-4
  • Cat. No. CS-W003284
  • Purity ≥97%
  • MDL No. MFCD06410562
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₇NO₃
  • Molecular Weight 235.28
  • Synonym(s) Benzyl 3-(hydroxymethyl)-1-pyrrolidinecarboxylate
  • SMILES O=C(N1C[C@H](CO)CC1)OCC2=CC=CC=C2

Description

(R)-Benzyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate features a chiral pyrrolidine core with a pendant hydroxymethyl group, enabling selective functionalization in asymmetric synthesis. This bench-stable intermediate integrates readily into medicinal chemistry campaigns requiring stereocontrolled access to nitrogen-containing scaffolds.

Application

(R)-Benzyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate serves as a versatile chiral building block in medicinal chemistry, enabling efficient access to pyrrolidine-containing scaffolds. The hydroxymethyl group facilitates downstream functionalization via oxidation, protection, or coupling reactions, while the benzyl ester provides stability and ease of removal under standard hydrogenolysis conditions. Its stereochemical integrity supports reliable asymmetric synthesis workflows.

Synthesis

  • Route1
    • null|null
      501-53-1
    • In-stock
      Pyrrolidin-3-yl-methanol|CS-W019882
      5082-74-6
    • ~89%
    • In-stock
      (R)-Benzyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate|CS-W003284
      192214-05-4

    References

    • Mazzini; Lebreton; Alphand; Furstoss Journal of Organic Chemistry, 1997 , vol. 62, # 15 p. 5215 - 5218
  • Route2
    • (R)-4-(hydroxymethyl)dihydrofuran-2(3H)-one|CS-0499626
      85701-08-2
    • ~%
    • In-stock
      (R)-Benzyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate|CS-W003284
      192214-05-4

    References

    • Journal of Organic Chemistry, , vol. 62, # 15 p. 5215 - 5218
  • Route3
    • null|null
      172796-28-0
    • ~%
    • In-stock
      (R)-Benzyl 3-(hydroxymethyl)pyrrolidine-1-carboxylate|CS-W003284
      192214-05-4

    References

    • Journal of Organic Chemistry, , vol. 62, # 15 p. 5215 - 5218

Safety Information

Download SDS
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   49.77
  • LogP   1.6374
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   3

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