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经验公式(希尔记法):
C17H23NO5
化学文摘社编号:
分子量:
321.37
UNSPSC Code:
12352209
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
3624582
InChI key
YIRRNENSHUFZBH-AWEZNQCLSA-N
SMILES string
CC(C)(C)OC(=O)N[C@@H](Cc1ccc(OCC=C)cc1)C(O)=O
InChI
1S/C17H23NO5/c1-5-10-22-13-8-6-12(7-9-13)11-14(15(19)20)18-16(21)23-17(2,3)4/h5-9,14H,1,10-11H2,2-4H3,(H,18,21)(H,19,20)/t14-/m0/s1
assay
≥98.0% (HPLC)
form
powder
reaction suitability
reaction type: Boc solid-phase peptide synthesis
application(s)
peptide synthesis
storage temp.
2-8°C
Quality Level
Application
Due to gem-dimethyl substituent effect, Boc-Tyr(Allyl)-OH is found to be resistant to Claisen rearrangement in water.
Other Notes
烯丙基侧链保护酪氨酸;用于经复分解反应制得非天然氨基酸的结构单元
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)
A Loffet et al.
International journal of peptide and protein research, 42(4), 346-351 (1993-10-01)
Allyl and allyloxycarbonyl groups are used for the side-chain protection of amino acids. The protecting groups may be selectively cleaved using the reagent HSnBu3 under palladium catalysis. The preparation of Boc and Fmoc series of protected amino acids is described.
Aromatic Claisen Rearrangements of O?Prenylated Tyrosine and Model Prenyl Aryl Ethers: Computational Study of the Role of Water on Acceleration of Claisen Rearrangements.
Osuna S, et al.
European Journal of Organic Chemistry, 2013(14), 2823-2831 (2013)
Angewandte Chemie (International Edition in English), 114, 2964-2964 (2002)
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