tert-Butyl sulfamoylcarbamate

Base Information

• Chemical Name: tert-Butyl sulfamoylcarbamate
• CAS No.: 148017-28-1
• Molecular Formula: C5H12N2O4S
• Molecular Weight: 196.227
• European Community (EC) Number: 604-619-2
• DSSTox Substance ID: DTXSID90443987
• Nikkaji Number: J2.005.452B
• Wikidata: Q72510505
• Mol file: 148017-28-1.mol

Synonyms:tert-Butyl sulfamoylcarbamate;148017-28-1;N-(tert-Butoxycarbonyl)sulfamide;Tert-butyl N-sulfamoylcarbamate;Boc-sulfamide;tert-Butyl Aminosulfonylcarbamate;Carbamic acid, (aminosulfonyl)-, 1,1-dimethylethyl ester;n-boc-sulfamide;C5H12N2O4S;N-t-butoxycarbonylsulfamide;tert-butylsulfamoylcarbamate;N-(t-Butoxycarbonyl)sulfamide;SCHEMBL1799649;DTXSID90443987;tert-Butyl Aminosulphonylcarbamate;WPCQASPMIALUEE-UHFFFAOYSA-N;AMY15398;CS-B0476;N-tert-butoxycarbonylsulfamoyl amine;MFCD11616268;AKOS006316084;AS-20040;B5402;FT-0602068;A847183;N-(Aminosulfonyl)-carbamic acid, 1,1-dimethylethyl ester;2-AMINO-3-(2-FLUORO-4-HYDROXY-PHENYL)-PROPIONICACID;N-(Aminosulfonyl)carbamic acid 1,1-dimethylethyl ester

Chemical Property of tert-Butyl sulfamoylcarbamate

Chemical Property:

• Refractive Index: 1.494
• PKA: 5.00±0.40(Predicted)
• PSA: 106.87000
• Density: 1.325 g/cm³
• LogP: 1.88660
• Storage Temp.: 2-8°C
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 3
• Exact Mass: 196.05177804
• Heavy Atom Count: 12
• Complexity: 258

Purity/Quality:

99% ^*data from raw suppliers

tert-ButylSulfamoylcarbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NS(=O)(=O)N

Technology Process of tert-Butyl sulfamoylcarbamate

There total 6 articles about tert-Butyl sulfamoylcarbamate 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: 96.0%

isocyanate de chlorosulfonyle (1189-71-5) + tert-butyl alcohol (75-65-0) → N-tert-butoxycarbonylsulfamoyl amine (148017-28-1)

Guidance literature:

isocyanate de chlorosulfonyle; tert-butyl alcohol; In toluene; at 0 ℃; for 0.333333h;

With pyridine; In toluene; at 0 ℃; for 0.666667h;

With ammonium hydroxide; In water; at 0 ℃; for 2.5h;

DOI:10.1021/op0499728

Reference yield: 89.0%

→ N-tert-butoxycarbonylsulfamoyl amine (148017-28-1)

Guidance literature:

Reference yield: 86.0%

benzyl N-(tert-butyloxycarbonyl)sulfamoylhydroxamate (331839-52-2) → N-tert-butoxycarbonylsulfamoyl amine (148017-28-1)

Guidance literature:

With hydrogen; ammonium formate; palladium on activated charcoal; In ethanol; at 50 ℃;

DOI:10.1002/1098-1071(2001)12:1<1::AID-HC1>3.0.CO;2-Q

upstream raw materials:

isocyanate de chlorosulfonyle

tert-butyl alcohol

benzyl N-(tert-butyloxycarbonyl)sulfamoylhydroxamate

N-tert-butyloxycarbonylsulfamoyl chloride

Downstream raw materials:

(2S,4S)-1-tert-butoxycarbonyl-4-acetylthio-2-(N-tert-butoxycarbonyl-N-sulfamoylaminomethyl)pyrrolidine

diphenylmethyl (4R,5S,6S)-6-[(1R)-1-hydroxyethyl]-4-methyl-3-[[(3S,5S)-1-(tert-butoxycarbonyl)-5-[N-sulfamoyl-N-(tert-butoxycarbonyl)aminomethyl]pyrrolidin-3-yl]thio]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

C₃₈H₅₀N₄O₁₀S₂

(2S,4S)-1-t-butoxycarbonyl-2-(N-t-butoxycarbonyl-N-sulfamoylamino)methyl-4-mercaptopyrrolidine

Refernces

• 1、 -. "PROCESS FOR THE PREPARATION OF SULFAMIDE DERIVATIVES". Page/Page column 44; 45. . Retrieved 2013/04/13.
• 2、 -. "INHIBITORS OF E1 ACTIVATING ENZYMES". Page/Page column 86-87. . Retrieved 2008/06/13.