tert-Butyl Thiazol-2-ylcarbamate

Base Information

• Chemical Name: tert-Butyl Thiazol-2-ylcarbamate
• CAS No.: 170961-15-6
• Molecular Formula: C8H12N2O2S
• Molecular Weight: 200.261
• Hs Code.: 2934100090
• European Community (EC) Number: 693-836-6
• DSSTox Substance ID: DTXSID70474491
• Wikidata: Q82304534
• Mol file: 170961-15-6.mol

Synonyms:tert-Butyl Thiazol-2-ylcarbamate;170961-15-6;Tert-butyl N-(1,3-thiazol-2-yl)carbamate;N-Boc-2-Aminothiazole;Carbamic acid, 2-thiazolyl-, 1,1-dimethylethyl ester (9CI);MFCD09038327;2-(BOC-AMINO)THIAZOLE;THIAZOL-2-YL-CARBAMIC ACID TERT-BUTYL ESTER;N-Boc-2-thiazolamine;SCHEMBL14720;N-Boc-2-aminothiazole, 95%;tert-ButylThiazol-2-ylcarbamate;DTXSID70474491;NCJXQSNROJRSSL-UHFFFAOYSA-N;2-tert-butyloxycarbonylaminothiazole;AMY12048;VGA96115;AR2546;AKOS000279453;Tert-butyl 1,3-thiazol-2-ylcarbamate;AB49540;CS-W015607;SS-4334;SY110260;Thiazol-2-ylcarbamic acid tert-butyl ester;2-(TERT-BUTOXYCARBONYLAMINO)THIAZOLE;FT-0697815;EN300-196143;A811274;J-524820;tert-buttert-Butyl thiazol-2-ylcarbamateyl N-thiazol-2-ylcarbamate

Chemical Property of tert-Butyl Thiazol-2-ylcarbamate

Chemical Property:

• Melting Point: 180-185℃
• PKA: 5.25±0.70(Predicted)
• PSA: 79.46000
• Density: 1.242±0.06 g/cm3(Predicted)
• LogP: 2.56310
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 200.06194880
• Heavy Atom Count: 13
• Complexity: 191

Purity/Quality:

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

tert-ButylN-(1,3-Thiazol-2-yl)carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22-43
• Safety Statements: 36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=NC=CS1

Technology Process of tert-Butyl Thiazol-2-ylcarbamate

There total 6 articles about tert-Butyl Thiazol-2-ylcarbamate 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-thiazolylamine (96-50-4) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl 1,3-thiazole-2-yl-carbamate (170961-15-6)

Guidance literature:

With pyridine;

DOI:10.1021/ol026609h

Reference yield: 90.0%

2-thiazolylamine (96-50-4) + 2,2-dimethylpropanoic anhydride (1538-75-6) → tert-butyl 1,3-thiazole-2-yl-carbamate (170961-15-6)

Guidance literature:

With zinc(II) chloride; In dichloromethane; at 20 ℃; for 1h;

Reference yield: 67.0%

1,3-thiazole (288-47-1) + N-chloro-N-sodio-tert-butylcarbamate (73210-14-7) → tert-butyl 1,3-thiazole-2-yl-carbamate (170961-15-6)

Guidance literature:

With [Cu(1,3-di-iso-propylimidazolin-2-ylidene)(Cl)]; sodium t-butanolate; In tetrahydrofuran; at 60 ℃; for 12h; Inert atmosphere;

DOI:10.1021/jacs.6b07486

upstream raw materials:

2-thiazolylamine

di-tert-butyl dicarbonate

2,2-dimethylpropanoic anhydride

1,3-thiazole

Downstream raw materials:

2-(tert-butoxycarbonyl)amino-5-fluorothiazole

(R)-N-(1-((2-t-butoxylcarbonylamino)thiazoI-5-yl)-1-(2-chIorophenyl)-methyl)-1,1-dimethylethylsulfinamide

(R)-tert-butyl-5-((2-chloro-4-fluorophenyl)(1,1-dimethylethylsulfinamido)methyl)thiazoI-2-ylcarbamate

tert-butyl isopropyl(5-(8-phenylimidazo[1,2-a]pyrazin-6-yl)thiazol-5-yl)carbamate

Refernces

• 1、 Ingale, Ajit P.,Shinde, Sandeep V.,Thorat, Nitin M.. "Sulfated tungstate: A highly efficient, recyclable and ecofriendly catalyst for chemoselective N-tert butyloxycarbonylation of amines under the solvent-free conditions". supporting information. p. 2528 - 2543. Retrieved 2021/07/02.
• 2、 -. "COMPOUNDS AND USES THEREOF". Page/Page column 325; 328-329; 350. . Retrieved 2019/10/15.