Lot numbers can be found on the outside label of a product:
2,4-Bis((trimethylsilyl)oxy)pyrimidine
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CAS No. 10457-14-4
- Cat. No. CS-0009692
- Purity≥98%
- MDL No.MFCD00054760
*For research and further manufacturing use only, not for direct human use.
Structure of 10457-14-4
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General Information
- CAS No. 10457-14-4
- Cat. No. CS-0009692
- Purity ≥98%
- MDL No. MFCD00054760
- Storage 4°C, stored under nitrogen, away from moisture
- Shipping Room temperature in continental US; may vary elsewhere.
- Molecular Formula C₁₀H₂₀N₂O₂Si₂
- Molecular Weight 256.45
- Synonym(s) O,O-BIS(TRIMETHYLSILYL)URACIL
- SMILES C[Si](C)(C)OC1=NC=CC(O[Si](C)(C)C)=N1
Description
2,4-Bis((trimethylsilyl)oxy)pyrimidine serves as a robust silyl-protected pyrimidine derivative, featuring two trimethylsilyl ether groups that confer enhanced stability and moisture tolerance. This configuration enables selective deprotection under mild conditions, facilitating downstream functionalization in synthetic sequences requiring controlled reactivity.
Application
2,4-Bis((trimethylsilyl)oxy)pyrimidine serves as a robust, bench-stable building block for the synthesis of nucleoside analogs and heterocyclic scaffolds. Its orthogonally protected pyrimidine core facilitates selective functionalization at C5 or via cross-coupling reactions. The trimethylsilyl groups enable mild deprotection under basic conditions, offering compatibility with sensitive substrates and simplifying purification in multistep sequences.
Synthesis
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Route1
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10416-59-8 -
66-22-8 - ~%
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In-stock
10457-14-4
References
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Chemical and Pharmaceutical Bulletin, , vol. 43, # 1 p. 142 - 143
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Route2
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75-77-4
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66-22-8
- ~99%
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In-stock
10457-14-4
References
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Ozerov, A. A.; Novikov, M. S.; Brel', A. K.; Andreeva, O. T.; Vladykov, G. V.; et al. Pharmaceutical Chemistry Journal, 1991 , vol. 25, # 8 p. 560 - 565 Khimiko-Farmatsevticheskii Zhurnal, 1991 , vol. 25, # 8 p. 44 - 47
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Route3
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75-77-4
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66-22-8
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999-97-3
- ~72%
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In-stock
10457-14-4
References
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Paulsen, Hans; Brieden, Monika; Benz, Guenter Liebigs Annalen der Chemie, 1987 , p. 565 - 576
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Safety Information
Download SDS|
GHS Pictogram :
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GHS No : GHS07
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Signal Word : Warning
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UN#: N/A
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Class : N/A
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Packing Group : N/A
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Hazard Statements : H302-H315-H319-H335
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Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501
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Quality Control
Computational Chemistry Data
- TPSA 44.24
- LogP 2.904
- H_Acceptors 4
- H_Donors 0
- Rotatable_Bonds 4
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Key Words
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