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Merck
CN

92748

Sigma-Aldrich

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
Beilstein:
4320585
EC 号:
MDL编号:
UNSPSC代码:
12352108
PubChem化学物质编号:
NACRES:
NA.22
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产品名称

对硝基苯基三甲基硅乙基碳酸酯, ≥97.0%

质量水平

方案

≥97.0%

表单

crystals

mp

35-40 °C

应用

peptide synthesis

官能团

carbonate
nitro

储存温度

2-8°C

SMILES字符串

C[Si](C)(C)CCOC(=O)Oc1ccc(cc1)[N+]([O-])=O

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

InChI key

ZAQWGGKIMQIVGM-UHFFFAOYSA-N

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应用

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.

其他说明

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

储存分类代码

11 - Combustible Solids

WGK

WGK 3

闪点(°F)

Not applicable

闪点(°C)

Not applicable

个人防护装备

Eyeshields, Gloves, type N95 (US)

法规信息

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历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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.
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)
A. Rosowsky et al.
The Journal of Organic Chemistry, 54, 5551-5551 (1989)
L.A. Carpino et al.
Journal of the Chemical Society. Chemical Communications, 358-358 (1978)
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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