tert-Butyl (4-mercaptopyridin-3-yl)carbamate

Base Information

• Chemical Name: tert-Butyl (4-mercaptopyridin-3-yl)carbamate
• CAS No.: 139460-10-9
• Molecular Formula: C10H14N2O2S
• Molecular Weight: 226.29500
• Hs Code.: 2933399090
• DSSTox Substance ID: DTXSID20570235
• Wikidata: Q82457618
• Mol file: 139460-10-9.mol

Synonyms:139460-10-9;tert-Butyl (4-mercaptopyridin-3-yl)carbamate;tert-butyl 4-mercaptopyridin-3-ylcarbamate;tert-butyl N-(4-sulfanylidene-1H-pyridin-3-yl)carbamate;tert-butyl N-(4-sulfanylpyridin-3-yl)carbamate;Carbamic acid, N-(4-mercapto-3-pyridinyl)-, 1,1-dimethylethyl ester;tert-Butyl(4-mercaptopyridin-3-yl)carbamate;SCHEMBL743727;DTXSID20570235;HESMDBDUEDHPRG-UHFFFAOYSA-N;Carbamic acid, (4-mercapto-3-pyridinyl)-, 1,1-dimethylethyl ester;AC-27079;CS-0273196;3-(tert-Butoxycarbonylamino)-4-mercaptopyridine;F14352;3-(t-butyloxycarbonyl)amino-4-mercapto pyridine;EN300-4354088;3-(t-butyloxy-carbonyl)amino-4-mercapto pyridine;Tert-butyl (4-thioxo-1,4-dihydropyridin-3-yl)carbamate;tert-Butyl (4-sulfanylidene-1,4-dihydropyridin-3-yl)carbamate

Chemical Property of tert-Butyl (4-mercaptopyridin-3-yl)carbamate

Chemical Property:

• PSA: 89.70000
• LogP: 3.10480
• Storage Temp.: 2-8°C
• XLogP3: 1.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 226.07759887
• Heavy Atom Count: 15
• Complexity: 340

Purity/Quality:

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

tert-Butyl(4-mercaptopyridin-3-yl)carbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1=CNC=CC1=S

Technology Process of tert-Butyl (4-mercaptopyridin-3-yl)carbamate

There total 3 articles about tert-Butyl (4-mercaptopyridin-3-yl)carbamate 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: 50.0%

3-(tert-butoxycarbonylamino)pyridine (56700-70-0) → 3-(tert-Butoxycarbonylamino)-4-mercaptopyridine (139460-10-9)

Guidance literature:

3-(tert-butoxycarbonylamino)pyridine; With n-butyllithium;

With sulfur;

DOI:10.1016/j.tetlet.2010.03.069

Reference yield: 29.0%

ammonium chloride + 3-(tert-butoxycarbonylamino)pyridine (56700-70-0) → 3-(tert-Butoxycarbonylamino)-4-mercaptopyridine (139460-10-9)

Guidance literature:

With n-butyllithium; hydrogen sulfide; In tetrahydrofuran;

Reference yield:

pyridin-3-ylamine (462-08-8) + di-tert-butyl dicarbonate (24424-99-5) → 3-(tert-Butoxycarbonylamino)-4-mercaptopyridine (139460-10-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 1 h / 20 °C

1.2: 3 h / 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 2 h / -78 - 0 °C / Inert atmosphere

2.2: 1 h / -78 - 20 °C

With n-butyllithium; sodium hexamethyldisilazane; In tetrahydrofuran; hexane;

upstream raw materials:

3-(tert-butoxycarbonylamino)pyridine

pyridin-3-ylamine

di-tert-butyl dicarbonate

Downstream raw materials:

thiazolo[4,5-c]pyridine

5-methyl-4,5,6,7-tetrahydrothiazolo[4,5-c]pyridine