ChemicalBook > CAS DataBase List > TERT-BUTYL N-(TERT-BUTOXYCARBONYLOXY)CARBAMATE

TERT-BUTYL N-(TERT-BUTOXYCARBONYLOXY)CARBAMATE

Product Name: TERT-BUTYL N-(TERT-BUTOXYCARBONYLOXY)CARBAMATE
CAS No.: 85006-25-3
Chemical Name: TERT-BUTYL N-(TERT-BUTOXYCARBONYLOXY)CARBAMATE
Synonyms: DBNOH;oxycarbamate;Einecs 285-055-0;AKOS BBS-00000383;N,O-DI-BOC-HYDROXYLAMINE;N,O-BIS-BOC-HYDROXYLAMINE;N,O-Di-BOC-hydroxylamine,97%;tert-Butyl (tert-butoxycarbonyl);N,O-Di-Boc-hydroxylamine;N,O-BIS(TERT-BUTOXYCARBONYL)HYDROXYLAMINE
CBNumber: CB3431205
Molecular Formula: C10H19NO5
Formula Weight: 233.26
MOL File: 85006-25-3.mol

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TERT-BUTYL N-(TERT-BUTOXYCARBONYLOXY)CARBAMATE Property

Melting point:: 67-70 °C(lit.)
Density: 1.080
storage temp.: -20°C
form: powder to crystal
color: White to Almost white
BRN: 1794022
CAS DataBase Reference: 85006-25-3

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Safety

Hazard Codes: Xi
Risk Statements: 36/37/38
Safety Statements: 26-36
WGK Germany: 3
F: 10-21
HS Code: 29241900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P271Use only outdoors or in a well-ventilated area.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 412791
Product name: N,O-Di-Boc-hydroxylamine
Purity: 97%
Packaging: 5g
Price: $72.8
Updated: 2025/07/31

Sigma-Aldrich

Product number: 412791
Product name: N,O-Di-Boc-hydroxylamine
Purity: 97%
Packaging: 1g
Price: $35
Updated: 2023/06/20

TCI Chemical

Product number: B4780
Product name: N,O-Bis(tert-butoxycarbonyl)hydroxylamine
Purity: >98.0%(GC)
Packaging: 1g
Price: $27
Updated: 2025/07/31

TCI Chemical

Product number: B4780
Product name: N,O-Bis(tert-butoxycarbonyl)hydroxylamine
Purity: >98.0%(GC)
Packaging: 5g
Price: $76
Updated: 2025/07/31

TRC

Product number: B700648
Product name: tert-Butyl(tert-Butoxycarbonyl)oxycarbamate
Packaging: 100mg
Price: $60
Updated: 2021/12/16

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TERT-BUTYL N-(TERT-BUTOXYCARBONYLOXY)CARBAMATE Chemical Properties,Usage,Production

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 LY280810
hydroxylamines
hydroxamic acids,

Synthesis Reference(s)

Journal of the American Chemical Society, 81, p. 955, 1959 DOI: 10.1021/ja01513a049
Tetrahedron Letters, 34, p. 7043, 1993 DOI: 10.1016/S0040-4039(00)61592-7

Synthesis

24424-99-5

85006-25-3

The general procedure for the synthesis of N,O-di-BOC-hydroxylamine from di-tert-butyl dicarbonate was as follows: first, hydroxylamine hydrochloride (550.0 g, 7.9 mol) was dissolved in a solvent mixture of water (5.5 L) and heptane/MTBE (5:1, 5.5 L), and the mixture was cooled to -5 °C. Subsequently, a solution of di-tert-butyl dicarbonate (3.55 Kg, 16.3 mol) and triethylamine (1.67 Kg, 16.5 mol) in heptane/MTBE (5:1, 1.1 L), which was pre-cooled to -5°C, was slowly added dropwise to the above mixture, and the dropwise process lasted for more than 2 hours. The reaction mixture was continued to be stirred at -5°C for 1 hour, then gradually warmed up to room temperature and stirred overnight. Upon completion of the reaction, the organic layer and the aqueous layer were separated, and the organic layer was washed twice with saturated aqueous ammonium chloride solution (2 L) and saturated aqueous sodium chloride solution (1 L) sequentially, then dried with anhydrous sodium sulfate, filtered and concentrated to obtain an oily product, which was converted to a white solid by crystallization. Finally, the resulting solid was stirred with heptane (1 L) in an ice-water bath and filtered to afford the target product N,O-dibOC-hydroxylamine (1360.2 g, 73% yield). The structure of the product was confirmed by 1H NMR (d6-DMSO) with characteristic peaks located at δ 10.7 (broad single peak, 1H), 1.44 (single peak, 9H), 1.40 (single peak, 9H).

References

[1] Tetrahedron Letters, 1993, vol. 34, # 44, p. 7043 - 7044
[2] Journal of the Chemical Society - Perkin Transactions 1, 1998, # 20, p. 3471 - 3478
[3] Journal of Organic Chemistry, 2009, vol. 74, # 1, p. 254 - 263
[4] Patent: WO2014/66132, 2014, A1. Location in patent: Page/Page column 19
[5] Patent: WO2015/138208, 2015, A1. Location in patent: Page/Page column 7

TERT-BUTYL N-(TERT-BUTOXYCARBONYLOXY)CARBAMATE Preparation Products And Raw materials

Raw materials

Preparation Products

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TERT-BUTYL N-(TERT-BUTOXYCARBONYLOXY)CARBAMATE Suppliers

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View Lastest Price from TERT-BUTYL N-(TERT-BUTOXYCARBONYLOXY)CARBAMATE manufacturers

Career Henan Chemical Co

Product: TERT-BUTYL N-(TERT-BUTOXYCARBONYLOXY)CARBAMATE 85006-25-3
Price: US $1.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1ton
Release date: 2018-08-06

85006-25-3, TERT-BUTYL N-(TERT-BUTOXYCARBONYLOXY)CARBAMATERelated Search:

TERT-BUTYL N-(BENZYLOXY)CARBAMATE TERT-BUTYL N-(2-HYDROXYETHYL)CARBAMATE N,O-Bis(trimethylsilyl)acetamide Bis(trimethylsilyl)trifluoroacetamide N,N'-BIS(3-AMINOPROPYL)ETHYLENEDIAMINE N,N-Bis(2-cyanoethyl)formamide N,N'-Dimethyl-1,2-ethanediamine O-(4-NITROBENZYL)HYDROXYLAMINE HYDROCHLORIDE AMMONIUM CARBONATE ETHYL N-METHOXYCARBAMATE tert-Butyl carbamate N-Hydroxyurethane TERT-BUTYL N-(TERT-BUTOXYCARBONYLOXY)CARBAMATE tert-Butyl N-hydroxycarbamate

TERT-BUTYL N-(TERT-BUTOXYCARBONYLOXY)CARBAMATE

N,O-DI-BOC-HYDROXYLAMINE

N,O-BIS-BOC-HYDROXYLAMINE

N,O-BIS(TERT-BUTOXYCARBONYL)HYDROXYLAMINE

(tert-butoxycarbonylamino) tert-butyl carbonate

tert-butyl [(2-methylpropan-2-yl)oxycarbonylamino] carbonate

carbonic acid (tert-butoxycarbonylamino) tert-butyl ester

carbonic acid [(tert-butoxy-oxomethyl)amino] tert-butyl ester

oxycarbamate

tert-Butyl (tert-butoxycarbonyl)

DBNOH

N,O-Bis(tert-butoxycarbonyl)hydroxylamine≥ 98%(GC)

N,O-Bis(tert-butoxycarbonyl)hydroxylamine

[[(1,1-Dimethylethoxy)carbonyl]oxy]carbamic acid 1,1-dimethylethyl ester

Carbonic acid tert-butyl(tert-butoxycarbonylamino) ester

N,O-Di-BOC-hydroxylamine,97%

Einecs 285-055-0

N,O-Bis-(tert-Butyloxycarbonyl)hydroxylamine

[(tert-Butoxycarbonyl)oxy]carbamic acid tert-butyl ester

Carbonic acid [[(1,1-dimethylethoxy)carbonyl]azanyl] 1,1-dimethylethyl ester

tert-Butyl (tert-butoxycarbonyloxy)carbamate

O-(tert-Butoxycarbonyl)hydroxylamine, N-BOC protected, N,O-Bis(tert-butoxycarbonyl)hydroxylamine

AKOS BBS-00000383

tert-butyl [[(1,1-dimethylethoxy)carbonyl]oxy]carbamate

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

N,O-Bis(tert-butoxycarbonyl)hydroxylamine&gt

N-(tert-Butoxycarbonyloxy)carbamic Acid tert-Butyl Ester

N,O-Di-Boc-hydroxylamine

2-{[({[(tert-butoxy)carbonyl]amino}oxy)carbonyl]oxy}-2-methylpropane

85006-25-3

CH33COCONHOCOOCCH33

Protected Amines

Hydroxylamines

Nitrogen Compounds

Organic Building Blocks

Building Blocks

Chemical Synthesis

Nitrogen Compounds

Organic Building Blocks

Protected Amines