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412791

Sigma-Aldrich

N,O-Di-Boc-hydroxylamine

97%

Synonym(s):

N,O-Bis(tert-butoxycarbonyl)hydroxylamine, tert-Butyl N-(tert-butoxycarbonyloxy)carbamate

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About This Item

Linear Formula:
(CH3)3COCONHOCOOC(CH3)3
CAS Number:
85006-25-3
Molecular Weight:
233.26
Beilstein:
1794022
EC Number:
285-055-0
MDL number:
MFCD00034797
UNSPSC Code:
12352100
PubChem Substance ID:
24865823
NACRES:
NA.22

Quality Level

200

Assay

97%

mp

67-70 °C (lit.)

storage temp.

−20°C

SMILES string

CC(C)(C)OC(=O)NOC(=O)OC(C)(C)C

InChI

1S/C10H19NO5/c1-9(2,3)14-7(12)11-16-8(13)15-10(4,5)6/h1-6H3,(H,11,12)

InChI key

AGOSGCWATIJZHQ-UHFFFAOYSA-N

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Application

N,O-Di-Boc-hydroxylamine (N,O-Bis(tert-butoxycarbonyl)hydroxylamine) may be used for the synthesis of the following:
  • 5-lipoxygenase inhibitor LY280810
  • hydroxylamines
  • hydroxamic acids,

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315 - H319 - H335

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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A convenient method for the preparation of hydroxamic acids.
Reddy AS, et al.
Tetrahedron Letters, 41(33), 6285-6288 (2000)
A facile synthesis of N, O-bis (tert-butoxycarbonyl)-hydroxylamine.
Staszak MA and Doecke CW.
Tetrahedron Letters, 34(44), 7043-7044 (1993)
The use of N, O-bis (tert-butoxycarbonyl)-hydroxylamine in the synthesis of N-hydroxylamines and hydroxamic acids.
Staszak MA and Doecke CW.
Tetrahedron Letters, 35(23), 6021-6024 (1994)

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