tert-Butyl (mesitylsulfonyl)oxycarbamate

Base Information

• Chemical Name: tert-Butyl (mesitylsulfonyl)oxycarbamate
• CAS No.: 36016-39-4
• Molecular Formula: C14H21 N O5 S
• Molecular Weight: 315.39
• Hs Code.: 2924299090
• European Community (EC) Number: 252-837-8
• NSC Number: 620029
• DSSTox Substance ID: DTXSID20189588
• Nikkaji Number: J236.225B
• Wikidata: Q83061735
• ChEMBL ID: CHEMBL1967647
• Mol file: 36016-39-4.mol

Synonyms:36016-39-4;tert-Butyl (mesitylsulfonyl)oxycarbamate;N-Boc-O-(mesitylsulfonyl)hydroxylamine;N-TERT-BUTOXYCARBONYL-O-(MESITYLSULFONYL)HYDROXYLAMINE;[(2-methylpropan-2-yl)oxycarbonylamino] 2,4,6-trimethylbenzenesulfonate;EINECS 252-837-8;MFCD00044463;TERT-BUTYL MESITYLSULFONYLOXYCARBAMATE;1,1-Dimethylethyl (((2,4,6-trimethylphenyl)sulphonyl)oxy)carbamate;NSC620029;(tert-butoxycarbonylamino) 2,4,6-trimethylbenzenesulfonate;tert-butyl ((mesitylsulfonyl)oxy)carbamate;TERT-BUTYL N-[(2,4,6-TRIMETHYLBENZENESULFONYL)OXY]CARBAMATE;tert-butyl [(mesitylsulfonyl)oxy]carbamate;tert-butyl(mesitylsulfonyl)oxycarbamate;1,1-DIMETHYLETHYL [[(2,4,6-TRIMETHYLPHENYL)SULPHONYL]OXY]CARBAMATE;N-Boc-O-mesitylsulfonyl)hydroxylamine;SCHEMBL25047;CHEMBL1967647;DTXSID20189588;N-Boc-O-(mesitylsulfonyl)hydroxyamine;AKOS015998669;AB01973;GS-3793;NSC-620029;N-Boc-O-mesitylenesulfonyl hydroxylamine;NCI60_005907;SY023215;tert-Butyl (mesitylsulfonyl)oxycarbamate #;CS-0132663;FT-0699413;EN300-306961;Mesitylsulfonyloxycarbamic acid tert-butyl ester;t-butoxycarbonyl-o-mesitylenesulfonylhydroxylamine;A823095;N-t-Butoxycarbonyl-O-(mesitylsulfonyl)hydroxylamine;N-(tert-butoxy carbonyl)-O-(mesitylsulfonyl)-hydroxylamine;N-(tert.-Butoxycarbonyl)-O-(mesitylsulfonyl)-hydroxylamine;1,1-dimethylethyl N-(2,4,6-trimethylphenylsulfonyloxy)carbamate;2,4,6-trimethylbenzenesulfonic acid [[(2-methylpropan-2-yl)oxy-oxomethyl]amino] ester;Carbamic acid, [[(2,4,6-trimethylphenyl)sulfonyl]oxy]-, 1,1-dimethylethyl ester

Chemical Property of tert-Butyl (mesitylsulfonyl)oxycarbamate

Chemical Property:

• Melting Point: 104-105.5 °C
• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 90.08000
• Density: 1.191g/cm³
• LogP: 4.22850
• Storage Temp.: Hygroscopic, Refrigerator, under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 315.11404394
• Heavy Atom Count: 21
• Complexity: 451

Purity/Quality:

99.00% ^*data from raw suppliers

tert-Butylmesitylsulfonyloxycarbamate 90% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)C)S(=O)(=O)ONC(=O)OC(C)(C)C)C
• Uses: tert-Butyl (((mesityl)sulfonyl)oxy)carbamate is a useful reagent for the enantioselective aziridination of α,β-unsaturated aldehydes.

Technology Process of tert-Butyl (mesitylsulfonyl)oxycarbamate

There total 4 articles about tert-Butyl (mesitylsulfonyl)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: 100.0%

2-mesitylenesulphonyl chloride (773-64-8) + tert-Butyl N-hydroxycarbamate (36016-38-3) → N-(tert-butoxycarbonyl)-O-(mesitylsulfonyl)hydroxylamine (36016-39-4)

Guidance literature:

With triethylamine; In diethyl ether; at 0 ℃; for 2h;

Reference yield:

2-mesitylenesulphonyl chloride (773-64-8) + tert-butyl carbazate (4248-19-5) → N-(tert-butoxycarbonyl)-O-(mesitylsulfonyl)hydroxylamine (36016-39-4)

Guidance literature:

With triethylamine; In tert-butyl methyl ether; at 0 ℃; for 2h; Inert atmosphere;

DOI:10.1021/jacs.9b06643

Reference yield:

1,3,5-trimethyl-benzene (108-67-8) → N-(tert-butoxycarbonyl)-O-(mesitylsulfonyl)hydroxylamine (36016-39-4)

Guidance literature:

Multi-step reaction with 2 steps

1: chlorosulfonic acid / chloroform / 1 h / 0 - 27 °C / Inert atmosphere

2: triethylamine / tert-butyl methyl ether / 2 h / 0 °C / Inert atmosphere

With chlorosulfonic acid; triethylamine; In tert-butyl methyl ether; chloroform;

upstream raw materials:

2-mesitylenesulphonyl chloride

tert-Butyl N-hydroxycarbamate

tert-butyl carbazate

1,3,5-trimethyl-benzene

Downstream raw materials:

1-amino-3-bromopyridin-1-ium 2,4,6-trimethylbenzenesulfonate

3-methyl-N-aminopyridinium mesitylenesulfonate

1-amino-3-(dimethylamino)pyridin-1-ium 2,4,6-trimethylbenzenesulfonate

1-amino-5-methoxypyridinium 2,4,6-trimethylbenzenesulfonate

Refernces

• 1、 Krause. "". . p. 140. Retrieved 1972.
• 2、 -. "N-(4-FLUOROPHENYL)-5-PHENYL-[1,2,4] TRIAZOLO [1,5-A] PYRIDINE-2-CARBOXAMIDE DERIVATIVES AND THEIR SYNTHESIS THEREOF". Page/Page column 9; 15. . Retrieved 2021/08/20.
• 3、 -. "PYRIMIDINYL GROUP-CONTAINING TRICYCLIC COMPOUND SERVING AS C-MET INHIBITOR". Paragraph 0427-0429. . Retrieved 2021/12/18.