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CS-W001157 4
Total: USD 88.00

2-((tert-Butyldimethylsilyl)oxy)ethanol

  • CAS No. 102229-10-7

  • Cat. No. CS-W019612
  • Purity≥98%
  • MDL No.MFCD09261150

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

2-((tert-Butyldimethylsilyl)oxy)ethanol|CS-W019612

Structure of 102229-10-7

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General Information

  • CAS No. 102229-10-7
  • Cat. No. CS-W019612
  • Purity ≥98%
  • MDL No. MFCD09261150
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₂₀O₂Si
  • Molecular Weight 176.33
  • Synonym(s) None
  • SMILES OCCO[Si](C)(C)C(C)(C)C

Description

2-((tert-Butyldimethylsilyl)oxy)ethanol is a bench-stable silyl protecting group reagent featuring a reactive hydroxyl moiety. It facilitates selective protection of alcohols in complex synthesis, offering excellent solubility and compatibility with standard organic protocols. The bulky tert-butyldimethylsilyl group provides robust steric shielding, minimizing side reactions during downstream transformations.

Application

2-((tert-Butyldimethylsilyl)oxy)ethanol serves as a robust protecting group for primary alcohols, enabling selective protection in complex molecule synthesis. Its stability under a wide range of reaction conditions facilitates orthogonal deprotection strategies. The silyl ether functions effectively in glycosylation, peptide coupling, and natural product synthesis workflows, offering excellent bench stability and ease of purification.

Synthesis

  • Route1
    • In-stock
      Ethylene glycol,98%|CS-0015059
      107-21-1
    • null|null
      18162-48-6
    • ~10%
    • In-stock
      2-((tert-Butyldimethylsilyl)oxy)ethanol|CS-W019612
      102229-10-7

    References

    • Woo, Youn-Hi; Fernandes, Roberta P.M.; Proteau, Philip J. Bioorganic and Medicinal Chemistry, 2006 , vol. 14, # 7 p. 2375 - 2385
  • Route2
    • null|null
      104948-22-3
    • ~90%
    • In-stock
      2-((tert-Butyldimethylsilyl)oxy)ethanol|CS-W019612
      102229-10-7

    References

    • Hwu, Jih Ru; Chua, Vincent; Schroeder, Jean E.; Barrans, Richard E.; Khoudary, Kevin P.; et al. Journal of Organic Chemistry, 1986 , vol. 51, # 24 p. 4731 - 4733
  • Route3
    • null|null
      354799-92-1
    • ~%
    • In-stock
      tert-Butyldimethylsilanol|CS-0154947
      18173-64-3
    • In-stock
      2-((tert-Butyldimethylsilyl)oxy)ethanol|CS-W019612
      102229-10-7

    References

    • Journal of the Chemical Society. Perkin Transactions 1, , # 9 p. 955 - 977

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS02
Signal Word : Danger
UN#: 1993
Class : 3
Packing Group : Ⅱ
Hazard Statements : H225-H315-H319-H335
Precautionary Statements : P210-P240-P241-P242-P243-P261-P264-P271-P280-P304+P340-P362-P370+P378-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   29.46
  • LogP   2.0005
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   3

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