92748
对硝基苯基三甲基硅乙基碳酸酯
≥97.0%, for peptide synthesis
别名:
2-(三甲基硅基)乙基 4-硝基苯基碳酸酯, TEOC-ONp
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关于此项目
经验公式（希尔记法）:
C12H17NO5Si
化学文摘社编号:
分子量:
283.35
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352108
EC Number:
279-406-7
MDL number:
Beilstein/REAXYS Number:
4320585
产品名称
对硝基苯基三甲基硅乙基碳酸酯, ≥97.0%
InChI key
ZAQWGGKIMQIVGM-UHFFFAOYSA-N
InChI
1S/C12H17NO5Si/c1-19(2,3)9-8-17-12(14)18-11-6-4-10(5-7-11)13(15)16/h4-7H,8-9H2,1-3H3
SMILES string
C[Si](C)(C)CCOC(=O)Oc1ccc(cc1)[N+]([O-])=O
assay
≥97.0%
form
crystals
mp
35-40 °C
application(s)
peptide synthesis
functional group
carbonate
nitro
storage temp.
2-8°C
Quality Level
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Other Notes
用于引入 TEOC-氨基保护基团的试剂，TEOC-氨基保护基团可被 F- 裂解
Application
4-Nitrophenyl 2-(trimethylsilyl)ethyl carbonate can be used as:
- A protecting group for an amine in one of the key synthetic steps of kottamide E total synthesis.
- A starting material to prepare a cis-butene derivative, which is used as a polymer terminating agent in the synthesis of monotelechelic glycopolymers.
存储类别
11 - Combustible Solids
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
ppe
Eyeshields, Gloves, type N95 (US)
法规信息
新产品
此项目有
A. Rosowsky et al.
The Journal of Organic Chemistry, 54, 5551-5551 (1989)
B Wünsch et al.
Hoppe-Seyler's Zeitschrift fur physiologische Chemie, 362(9), 1289-1292 (1981-09-01)
2-(Trimethylsilyl)ethyl-4-nitrophenyl carbonate has been prepared as a new reagent for the introduction of the 2-(trimethylsilyl)ethyloxycarbonyl group into amino acids or amino acid derivatives. The resulting N alpha-protected amino acids were found to represent suitable intermediates for the synthesis of peptides.
L.A. Carpino et al.
Journal of the Chemical Society. Chemical Communications, 358-358 (1978)
End-labeled amino terminated monotelechelic glycopolymers generated by ROMP and Cu (I)-catalyzed azide--alkyne cycloaddition
Okoth R and Basu A
Beilstein Journal of Organic Chemistry, 9(1), 608-612 (2013)
Thomas B Parsons et al.
Chemical communications (Cambridge, England), 49(23), 2296-2298 (2013-02-12)
The first synthesis of kottamide E, a marine natural product containing a 5,6-dibromoindole linked via a (Z)-enamide to an unusual 1,2-dithiolane-containing amino acid, is reported.
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