tert-Butyl (tert-butoxycarbonyl)oxycarbamate

Base Information

• Chemical Name: tert-Butyl (tert-butoxycarbonyl)oxycarbamate
• CAS No.: 85006-25-3
• Molecular Formula: C10H19NO5
• Molecular Weight: 233.265
• Hs Code.: 29241900
• European Community (EC) Number: 285-055-0
• UNII: HX6G035C2M
• DSSTox Substance ID: DTXSID20234067
• Nikkaji Number: J309.587H
• Wikidata: Q72504267
• Mol file: 85006-25-3.mol

Synonyms:85006-25-3;tert-Butyl (tert-butoxycarbonyl)oxycarbamate;N,O-Di-Boc-hydroxylamine;tert-Butyl N-(tert-butoxycarbonyloxy)carbamate;N,O-Bis(tert-butoxycarbonyl)hydroxylamine;tert-butyl [(tert-butoxycarbonyl)oxy]carbamate;tert-butyl [(2-methylpropan-2-yl)oxycarbonylamino] carbonate;C10H19NO5;(tert-Butoxycarbonylamino) tert-butyl carbonate;MFCD00034797;tert-Butyl (((1,1-dimethylethoxy)carbonyl)oxy)carbamate;HX6G035C2M;EINECS 285-055-0;tert-Butyl tert-Butoxycarbonyloxycarbamate;tert-butyl-N-(tert-butoxycarbonyloxy)carbamate;2-{[({[(tert-butoxy)carbonyl]amino}oxy)carbonyl]oxy}-2-methylpropane;TERT-BUTYL [[(1,1-DIMETHYLETHOXY)CARBONYL]OXY]CARBAMATE;2-((((((TERT-BUTOXY)CARBONYL)AMINO)OXY)CARBONYL)OXY)-2-METHYLPROPANE;tert-butyl (tert-butoxycarbonyloxy)carbamate;N,O-Di-Boc hydroxylamine;N,O-bis-BOC-hydroxylamine;tert-butyl BOC-oxycarbamate;UNII-HX6G035C2M;tert-Butyl (Boc)oxycarbamate;SCHEMBL1609396;DTXSID20234067;AGOSGCWATIJZHQ-UHFFFAOYSA-N;N,O-Di-Boc-hydroxylamine, 97%;STR09380;AC2557;BBL102218;STL556017;AKOS000268207;N,O-bis(t-butoxycarbonyl)hydroxylamine;n,o-di-tert-butoxycarbonylhydroxylamine;CS-W018709;N,O-Bis-tert-butoxycarbonylhydroxylamine;t-butyl N-(t-butoxycarbonyloxy)carbamate;N,O-di-(tert-butoxycarbonyl)hydroxylamine;SY052917;tert-Butyl(tert-butoxycarbonyl)oxycarbamate;B4780;FT-0709931;N-t-butoxycarbonyl-N-t-butoxycarbonyloxyamine;N,O-(TERT-BUTOXYCARBONYL)HYDROXYLAMINE;(tert-butoxy)carbonylamino (tert-butoxy)formate;EN300-160280;tert-butyl N-(tert-butoxycarbonyloxy)-carbamate;A863827;J-524378;Carbonic acid tert-butyl(tert-butoxycarbonylamino) ester;N-(tert-Butoxycarbonyloxy)carbamic Acid tert-Butyl Ester;CARBONIC ACID, (((1,1-DIMETHYLETHOXY)CARBONYL)AZANYL) 1,1-DIMETHYLETHYL ESTER

Chemical Property of tert-Butyl (tert-butoxycarbonyl)oxycarbamate

Chemical Property:

• Appearance/Colour: White crystalline powder
• Melting Point: 67-70 ºC
• Refractive Index: 1.442
• PSA: 73.86000
• Density: 1.08 g/cm³
• LogP: 2.76870
• Storage Temp.: −20°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 233.12632271
• Heavy Atom Count: 16
• Complexity: 261

Purity/Quality:

98%,99%, ^*data from raw suppliers

tert-Butyl(tert-Butoxycarbonyl)oxycarbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NOC(=O)OC(C)(C)C
• 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,

Technology Process of tert-Butyl (tert-butoxycarbonyl)oxycarbamate

There total 5 articles about tert-Butyl (tert-butoxycarbonyl)oxycarbamate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 85.0%

di-tert-butyl dicarbonate (24424-99-5) → N,N-di(tert-butoxycarbonyl)hydroxylamine (85006-25-3)

Guidance literature:

With hydroxylamine hydrochloride; triethylamine; In water; Petroleum ether; 1.) 0 deg C, 6 h, 2.) room temp., overnight;

DOI:10.1016/S0040-4039(00)61592-7

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + hydroxylamine hydrochloride (5470-11-1) → N,N-di(tert-butoxycarbonyl)hydroxylamine (85006-25-3)

Guidance literature:

With triethylamine; In tert-butyl methyl ether; water; Petroleum ether;

Reference yield:

t-butoxycarbonylhydrazine (870-46-2) → N,N-di(tert-butoxycarbonyl)hydroxylamine (85006-25-3)

Guidance literature:

Multi-step reaction with 2 steps

1: aqueous acetic acid; sodium nitrite

2: aq. NaOH solution

With sodium hydroxide; acetic acid; sodium nitrite;

DOI:10.1021/ja01513a049

upstream raw materials:

N-(tert-butyloxycarbonyl) azide

tert-Butyl N-hydroxycarbamate

di-tert-butyl dicarbonate

t-butoxycarbonylhydrazine

Downstream raw materials:

4-(acetyl-O-methoxyoxime)-4-(N-(N,O-bis(t-butoxycarbonyl))hydroxylamine)-N-phenyl-5-methylpyrazolone

3-(N-hydroxyamino)-propylphosphonic acid

C₁₇H₂₄N₂O₇

C₁₉H₂₇NO₅

Refernces

• 1、 Kerkovius, Jeff K.,Kerr, Michael A.. "Total Synthesis of Isodihydrokoumine, (19 Z)-Taberpsychine, and (4 R)-Isodihydroukoumine N4-Oxide". supporting information. p. 8415 - 8419. Retrieved 2018/07/05.
• 2、 -. "AMINOTHIAZINE COMPOUNDS". Page/Page column 7. . Retrieved 2015/10/05.