Tert-Butyl (2-(methylthio)ethyl)carbamate

Base Information

• Chemical Name: Tert-Butyl (2-(methylthio)ethyl)carbamate
• CAS No.: 174360-08-8
• Molecular Formula: C8H17NO2S
• Molecular Weight: 191.294
• DSSTox Substance ID: DTXSID00399880
• Wikidata: Q82202645
• Mol file: 174360-08-8.mol

Synonyms:174360-08-8;Tert-Butyl (2-(methylthio)ethyl)carbamate;Tert-butyl N-(2-methylsulfanylethyl)carbamate;tert-Butyl(2-(methylthio)ethyl)carbamate;Carbamic acid, [2-(methylthio)ethyl]-, 1,1-dimethylethyl ester;tert-butyl N-[2-(methylsulfanyl)ethyl]carbamate;Carbamic acid, [2-(methylthio)ethyl]-, 1,1-dimethylethyl ester (9CI);[2-Methanesulfanylethyl]carbamic acid tert-butyl ester;SCHEMBL5213536;N-Boc-2-(methylthio)ethylamine;DTXSID00399880;WOTZPSAMFDSYKM-UHFFFAOYSA-N;ZGA36008;Carbamic acid, N-[2-(methylthio)ethyl]-, 1,1-dimethylethyl ester;AKOS013100955;t-Butyl 2-[(methylthio)]ethylcarbamate;tert-butyl 2-(methylthio)ethylcarbamate;AS-71816;tert-butyl 2-(methylsulfanyl)ethylcarbamate;CS-0171926;D95654;[2-(Methylthio)ethyl]carbamic acid tert-butyl ester

Chemical Property of Tert-Butyl (2-(methylthio)ethyl)carbamate

Chemical Property:

• PSA: 67.12000
• LogP: 2.07850
• Storage Temp.: 2-8°C
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 191.09799996
• Heavy Atom Count: 12
• Complexity: 143

Purity/Quality:

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

N-Boc-2-(methylthio)ethylamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCCSC
• Uses: N-Boc-2-(methylthio)ethylamine is used as a reagent in the synthesis of anthranilic diamide insecticides and new glycopeptidomimetics based on N-substituted oligoglycines bearing N-linked lactoside side chains.

Technology Process of Tert-Butyl (2-(methylthio)ethyl)carbamate

There total 9 articles about Tert-Butyl (2-(methylthio)ethyl)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: 100.0%

(2-aminoethyl)methylsulfide (18542-42-2) + di-tert-butyl dicarbonate (24424-99-5) → tert-butyl (2-(methylthio)ethyl)carbamate (174360-08-8)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃;

Reference yield: 86.0%

tert-butyl N-(2-chloroethyl)carbamate (71999-74-1) + sodium thiomethoxide (5188-07-8) → tert-butyl (2-(methylthio)ethyl)carbamate (174360-08-8)

Guidance literature:

With tetrabutylammomium bromide; potassium iodide; In acetonitrile; for 24h; Reflux;

DOI:10.1071/CH13701

Reference yield: 61.0%

C9H17NO4S → tert-butyl (2-(methylthio)ethyl)carbamate (174360-08-8)

Guidance literature:

With caesium carbonate; In acetonitrile; at 100 ℃; for 1h; Sealed tube;

DOI:10.1021/acs.joc.8b00970

upstream raw materials:

2-[(tert-butoxycarbonyl)amino]-1-ethanethiol

methyl iodide

di-tert-butyl dicarbonate

(2-aminoethyl)methylsulfide

Downstream raw materials:

2‐(methylsulfanyl)ethan‐1‐amine hydrochloride

N-methyl-2-(methylthio)ethylamine

(2-aminoethyl)methylsulfide

Refernces

• 1、 -. "SUBSTITUTED PHENYLPROPENYL PYRIDINE DERIVATIVES, THEIR PREPARATION AND PHARMACEUTICAL APPLICATIONS". Paragraph 0227-0228. . Retrieved 2021/12/29.
• 2、 Li, Peihe,Ma, Nuannuan,Wang, Zheng,Dai, Qipu,Hu, Changwen. "Base-Mediated Intramolecular Decarboxylative Synthesis of Alkylamines from Alkanoyloxycarbamates". . p. 8233 - 8240. Retrieved 2018/05/31.