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Merck

78539

Sigma-Aldrich

Boc-Tyr(Allyl)-OH

≥98.0% (HPLC)

别名:

Boc-O-烯丙基-L-酪氨酸

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About This Item

经验公式(希尔记法):
C17H23NO5
分子量:
321.37
Beilstein:
3624582
MDL號碼:
分類程式碼代碼:
12352209
PubChem物質ID:
NACRES:
NA.22

化驗

≥98.0% (HPLC)

形狀

powder

反應適用性

reaction type: Boc solid-phase peptide synthesis

應用

peptide synthesis

儲存溫度

2-8°C

SMILES 字串

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

InChI 密鑰

YIRRNENSHUFZBH-AWEZNQCLSA-N

應用

Due to gem-dimethyl substituent effect, Boc-Tyr(Allyl)-OH is found to be resistant to Claisen rearrangement in water.

其他說明

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

儲存類別代碼

11 - Combustible Solids

水污染物質分類(WGK)

WGK 3

閃點(°F)

Not applicable

閃點(°C)

Not applicable

個人防護裝備

Eyeshields, Gloves, type N95 (US)


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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)
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.

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