85006-25-3

Basic information

• Product Name: TERT-BUTYL N-(TERT-BUTOXYCARBONYLOXY)CARBAMATE
• Synonyms: TERT-BUTYL N-(TERT-BUTOXYCARBONYLOXY)CARBAMATE;N,O-DI-BOC-HYDROXYLAMINE;N,O-BIS-BOC-HYDROXYLAMINE;N,O-BIS(TERT-BUTOXYCARBONYL)HYDROXYLAMINE;N,O-Bis(tert-butoxycarbonyl)hydroxylamine;oxycarbamate;tert-Butyl (tert-butoxycarbonyl);DBNOH
• CAS NO: 85006-25-3
• Molecular Formula: C₁₀H₁₉NO₅
• Molecular Weight: 233.26
• EINECS: 285-055-0
• Product Categories: Building Blocks;Chemical Synthesis;Nitrogen Compounds;Organic Building Blocks;Protected Amines
• Mol File: 85006-25-3.mol
• Article Data: 11

Chemical Properties

• Melting Point: 67-70 °C(lit.)
• Appearance: White crystalline powder
• Density: 1.080
• Refractive Index: 1.442
• Storage Temp.: −20°C
• BRN: 1794022
• CAS DataBase Reference: TERT-BUTYL N-(TERT-BUTOXYCARBONYLOXY)CARBAMATE(CAS DataBase Reference)
• NIST Chemistry Reference: TERT-BUTYL N-(TERT-BUTOXYCARBONYLOXY)CARBAMATE(85006-25-3)
• EPA Substance Registry System: TERT-BUTYL N-(TERT-BUTOXYCARBONYLOXY)CARBAMATE(85006-25-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• F: 10-21
• Hazardous Substances Data: 85006-25-3(Hazardous Substances Data)

Usage

Chemical Properties

White crystalline powder

Uses

N,O-Di-Boc-hydroxylamine (N,O-Bis(tert-butoxycarbonyl)hydroxylamine) may be used for the synthesis of the following:5-lipoxygenase inhibitor LY280810hydroxylamineshydroxamic acids,

Synthesis Reference(s)

Journal of the American Chemical Society, 81, p. 955, 1959 DOI: 10.1021/ja01513a049Tetrahedron Letters, 34, p. 7043, 1993 DOI: 10.1016/S0040-4039(00)61592-7

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

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 5470-11-1 hydroxylamine hydrochloride 
• 870-46-2 t-butoxycarbonylhydrazine 
• 1070-19-5 N-(tert-butyloxycarbonyl) azide 
• 36016-38-3 tert-Butyl N-hydroxycarbamate 

Downstream Products

• 4114-28-7 diethyl hydrazodicarboxylate 
• 791-28-6 Triphenylphosphine oxide 
• 180294-88-6 dimethyl {3-[(tert-butoxycarbonyl)(tert-butoxycarbonyloxy)amino]-1-cyclohexen-1-yl}phosphonate 
• 180294-99-9 diisopropyl (E)-{3-[(tert-butoxycarbonyl)(tert-butoxycarbonyloxy)amino]-1-butenyl}phosphonate 
• 143658-58-6 C₂₆H₃₁NO₆ 
• 180294-85-3 diisopropyl (E)-{3-[(tert-butoxycarbonyl)(tert-butoxycarbonyloxy)amino]-3-phenyl-1-propenyl}phosphonate 
• 220616-06-8 C₃₃H₃₈F₃NO₈ 
• 497158-59-5 N,O-bis(tert-butoxycarbonyl)-N-[(1R,3S)-3-phenylcyclopentyl]hydroxylamine 

Relevant articles and documents

A Facile Synthesis of N,O-bis(tert-butoxycarbonyl)-Hydroxylamine

N,O-bis(tert-butoxycarbonyl)hydroxylamine was synthesized in 85percent yield from hydroxylamine hydrochloride and di-tert-butyl dicarbonate in the presence of triethylamine.The chemistry is facile, utilizes readily available reagents and represents an improvement in safety over the previously published method.

Novel Polyamine-Naphthalene Diimide Conjugates Targeting Histone Deacetylases and DNA for Cancer Phenotype Reprogramming

A series of hybrid compounds was designed to target histone deacetylases and ds-/G-quadruplex DNAs by merging structural features deriving from Scriptaid and compound 1. Compound 6 binds different DNA arrangements, inhibits HDACs both in vitro and in cells, and is able to induce a reduction of cell proliferation. Moreover, compound 6 displays cell phenotype-reprogramming properties since it prevents the epithelial to mesenchymal transition in cancer cells, inducing a less aggressive and migratory phenotype, which is one of the goals of present innovative strategies in cancer therapies.

BACE INHIBITORS

The present invention provides compounds of Formula I useful as BACE inhibitors in the treatment of e.g. Alzheimer's disease : wherein A is selected from the group consisting of; of; R1 is H or F; R2 is H, -OCH3, C1-C3 alkyl,; R3 is H, -CH3, or -OCH3; and R4 is H or F; or a pharmaceutically acceptable salt thereof.