COMMERCIAL
18297-63-7

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N,N’-BIS(TRIMETHYLSILYL)UREA

Product Code: SIB1878.0

Cas No: 18297-63-7

R&D quantities:

10 kg
$910.00
250 g
$83.00
50 g
$22.00
Trimethylsilyl Blocking Agent

Used as a protecting group for reactive hydrogens in alcohols, amines, thiols, and carboxylic acids. Organosilanes are hydrogen-like, can be introduced in high yield, and can be removed under selective conditions. They are stable over a wide range of reaction conditions and can be removed in the presence of other functional groups, including other protecting groups. The tolerance of silylated alcohols to chemical transformations summary is presented in Table 1 of the Silicon-Based Blocking Agents brochure.

Bis(Trimethylsilyl)urea; 1,3-Bis(trimethylsilyl)urea; BSU
  • By-product is urea
  • Used for alcohols and acids
  • Used in synthesis of penicillins and cephalosporins
  • Nafion SAC-13 has been shown to be a recyclable catalyst for the trimethylsilylation of primary, secondary, and tertiary alcohols in excellent yields and short reaction times
  • Summary of selective deprotection conditions is provided in Table 7 through Table 20 of the Silicon-Based Blocking Agents brochure
  • EINECS Number: 242-177-9

    Melting Point: 222-4°

    Molecular Weight: 204.42

    Alternative Name: BSU

    HMIS Key: 2-2-1-X

    Hydrolytic Sensitivity: 7: reacts slowly with moisture/water

    Formula: C7H20N2OSi2

    TSCA: TSCA

    Application: Review on organosilane protecting groups.1

    Reference: 1. Larson, G. L. “Silicon-Based Blocking Agents” Gelest, Inc. 2014.

    Fieser: F&F: Vol. 16, p 82.

    Additional Properties: Silylation reagent with solid byproduct