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Merck
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407690

Sigma-Aldrich

N-(苄氧基)氨基甲酸叔丁酯

99%

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About This Item

線性公式:
C6H5CH2ONHCO2C(CH3)3
CAS號碼:
分子量::
223.27
MDL號碼:
分類程式碼代碼:
12352100
PubChem物質ID:

化驗

99%

mp

45-47 °C (lit.)

SMILES 字串

CC(C)(C)OC(=O)NOCc1ccccc1

InChI

1S/C12H17NO3/c1-12(2,3)16-11(14)13-15-9-10-7-5-4-6-8-10/h4-8H,9H2,1-3H3,(H,13,14)

InChI 密鑰

MZNBNPWFHGWAGH-UHFFFAOYSA-N

一般說明

tert-Butyl N-(benzyloxy)carbamate (tert-butyl benzyloxycarbamate), a protected hydroxylamine, is an N-alkyl-N-benzyloxy carbamate. Its C-N cross coupling reaction with fluorescein ditriflate has been reported. It participates in facile intramolecular cyclization with various carbon nucleophiles to afford functionalized 5- and 6-membered protected cyclic hydroxamic acids.

應用

tert-Butyl N-(benzyloxy)carbamate was used in the preparation of seven-membered cyclic hydroxamic acids. It may be used in the synthesis of 2-(N-formyl-N-hydroxyamino) ethylphosphonate (IPP).

象形圖

Exclamation mark

訊號詞

Warning

危險聲明

危險分類

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

標靶器官

Respiratory system

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

dust mask type N95 (US), Eyeshields, Gloves


分析證明 (COA)

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Synthesis of rhodamines from fluoresceins using Pd-catalyzed C-N cross-coupling.
Grimm JB and Lavis LD.
Organic Letters, 13(24), 6354-6357 (2011)
Yuan Liu et al.
Tetrahedron, 67(12), 2206-2214 (2011-04-19)
N-Alkyl-N-benzyloxy carbamates, 2, undergo facile intramolecular cyclization with a variety of carbon nucleophiles to give functionalized 5- and 6-membered protected cyclic hydroxamic acids, 3, in good to excellent yields. This method can be extended to prepare seven-membered cyclic hydroxamic acids
I Kursula et al.
European journal of biochemistry, 268(19), 5189-5196 (2001-10-09)
The crystal structure of leishmania triosephosphate isomerase (TIM) complexed with 2-(N-formyl-N-hydroxy)-aminoethyl phosphonate (IPP) highlights the importance of Asn11 for binding and catalysis. IPP is an analogue of the substrate D-glyceraldehyde-3-phosphate, and it is observed to bind with its aldehyde oxygen

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