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

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
Molecular Weight:
233.26
MDL Number:
MFCD00034797
MOL File:
85006-25-3.mol
MSDS File:
SDS
Last updated:2025-07-24 18:13:54

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

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
FDA UNII HX6G035C2M
UNSPSC Code 12352100
NACRES NA.22

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264-P271-P280-P302+P352-P305+P351+P338
Hazard Codes  Xi
Risk Statements  36/37/38
Safety Statements  26-36
WGK Germany  3
10-21
HS Code  29241900

TERT-BUTYL N-(TERT-BUTOXYCARBONYLOXY)CARBAMATE price More Price(26)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 412791 N,O-Di-Boc-hydroxylamine 97% 85006-25-3 5g $72.8 2025-07-31 Buy
Sigma-Aldrich 412791 N,O-Di-Boc-hydroxylamine 97% 85006-25-3 1g $35 2023-06-20 Buy
TCI Chemical B4780 N,O-Bis(tert-butoxycarbonyl)hydroxylamine >98.0%(GC) 85006-25-3 1g $27 2025-07-31 Buy
TCI Chemical B4780 N,O-Bis(tert-butoxycarbonyl)hydroxylamine >98.0%(GC) 85006-25-3 5g $76 2025-07-31 Buy
TRC B700648 tert-Butyl(tert-Butoxycarbonyl)oxycarbamate 85006-25-3 100mg $60 2021-12-16 Buy
Product number Packaging Price Buy
412791 5g $72.8 Buy
412791 1g $35 Buy
B4780 1g $27 Buy
B4780 5g $76 Buy
B700648 100mg $60 Buy

TERT-BUTYL N-(TERT-BUTOXYCARBONYLOXY)CARBAMATE Chemical Properties,Uses,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

Di-tert-butyl dicarbonate

24424-99-5

TERT-BUTYL N-(TERT-BUTOXYCARBONYLOXY)CARBAMATE

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

24424-99-5
5470-11-1
85006-25-3
Synthesis of TERT-BUTYL N-(TERT-BUTOXYCARBONYLOXY)CARBAMATE from Di-tert-butyl dicarbonate and Hydroxylamine hydrochloride

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

Global( 113)Suppliers
Supplier Tel Email Country ProdList Advantage
career henan chemical co
+86-0371-86658258 +8613203830695 sales@coreychem.com China 29855 58
SHANDONG ZHI SHANG CHEMICAL CO.LTD
+86 18953170293 sales@sdzschem.com China 2930 58
Alchem Pharmtech,Inc.
8485655694 sales@alchempharmtech.com United States 63687 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 49975 58
Antai Fine Chemical Technology Co.,Limited
18503026267 info@antaichem.com CHINA 9636 58
Neostar United (Changzhou) Industrial Co., Ltd.
+86-0519-85551759 +8613506123987 marketing1@neostarunited.com China 8826 58
ANHUI WITOP BIOTECH CO., LTD
+8615255079626 eric@witopchemical.com China 23541 58
Dayang Chem (Hangzhou) Co.,Ltd.
+86-0571-88938639 +8617705817739 info@dycnchem.com China 52846 58
CD Chemical Group Limited
+8615986615575 info@codchem.com China 20342 58
changzhou huayang technology co., ltd
+8615250961469 2571773637@qq.com China 9647 58

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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
TERT-BUTYL N-(TERT-BUTOXYCARBONYLOXY)CARBAMATE pictures 2025-04-04 TERT-BUTYL N-(TERT-BUTOXYCARBONYLOXY)CARBAMATE
85006-25-3
US $0.00-0.00 / KG 1KG 98% 1Ton Henan Aochuang Chemical Co.,Ltd.
TERT-BUTYL N-(TERT-BUTOXYCARBONYLOXY)CARBAMATE pictures 2019-07-06 TERT-BUTYL N-(TERT-BUTOXYCARBONYLOXY)CARBAMATE
85006-25-3
US $1.00 / KG 1KG 98% 1ton Career Henan Chemical Co
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> N-(tert-Butoxycarbonyloxy)carbamic Acid tert-Butyl Ester N,O-Di-Boc-hydroxylamine 85006-25-3 CH33COCONHOCOOCCH33 Protected Amines Hydroxylamines Nitrogen Compounds Organic Building Blocks Building Blocks Building Blocks Chemical Synthesis Nitrogen Compounds Organic Building Blocks Protected Amines