Methyl 4-((tert-butoxycarbonyl)amino)thiophene-3-carboxylate

Base Information

• Chemical Name: Methyl 4-((tert-butoxycarbonyl)amino)thiophene-3-carboxylate
• CAS No.: 161940-20-1
• Molecular Formula: C₁₁H₁₅NO₄S
• Molecular Weight: 257.31
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID30444458
• Nikkaji Number: J836.438I
• Wikidata: Q82262595
• Mol file: 161940-20-1.mol

Synonyms:161940-20-1;Methyl 4-Boc-aminothiophene-3-carboxylate;Methyl 4-((tert-butoxycarbonyl)amino)thiophene-3-carboxylate;4-tert-Butoxycarbonylaminothiophene-3-carboxylic acid methyl ester;Methyl 4-[(2-methylpropan-2-yl)oxycarbonylamino]thiophene-3-carboxylate;methyl 4-[(tert-butoxycarbonyl)amino]thiophene-3-carboxylate;SCHEMBL9209481;DTXSID30444458;XLHBETGJNREXTR-UHFFFAOYSA-N;MFCD08275692;AKOS015920036;FT-0706889;Methyl4-((tert-butoxycarbonyl)amino)thiophene-3-carboxylate;4-(tert-Butoxycarbonylamino)thiophene-3-carboxylic acid methyl ester;4-TERT-BUTOXYCARBONYLAMINOTHIOPHENE-3-CARBOXYLIC ACID METHYL ESTER, 95+%

Chemical Property of Methyl 4-((tert-butoxycarbonyl)amino)thiophene-3-carboxylate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 316.165°C at 760 mmHg
• PKA: 13.09±0.70(Predicted)
• Flash Point: 145.012°C
• PSA: 92.87000
• Density: 1.25g/cm³
• LogP: 2.95470
• Storage Temp.: 2-8°C(protect from light)
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 257.07217913
• Heavy Atom Count: 17
• Complexity: 300

Purity/Quality:

98%min ^*data from raw suppliers

4-tert-Butoxycarbonylaminothiophene-3-carboxylic acid methyl ester 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=CSC=C1C(=O)OC

Technology Process of Methyl 4-((tert-butoxycarbonyl)amino)thiophene-3-carboxylate

There total 8 articles about Methyl 4-((tert-butoxycarbonyl)amino)thiophene-3-carboxylate 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: 60.0%

methyl 4-aminothiophene-3-carboxylate (69363-85-5) + di-tert-butyl dicarbonate (24424-99-5) → methyl 4-((tert-butoxycarbonyl)amino)thiophene-3-carboxylate (161940-20-1)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; water; at 0 - 20 ℃; for 24h;

Reference yield: 40.0%

di-tert-butyl dicarbonate (24424-99-5) + methyl 3-amino-4-thiophenecarboxylate hydrochloride (39978-14-8) → methyl 4-((tert-butoxycarbonyl)amino)thiophene-3-carboxylate (161940-20-1)

Guidance literature:

With dmap; In dichloromethane;

DOI:10.1021/acs.jmedchem.5b00910

Reference yield:

C12H15NO5S → methyl 4-((tert-butoxycarbonyl)amino)thiophene-3-carboxylate (161940-20-1)

Guidance literature:

With sodium methylate; In methanol;

DOI:10.1016/S0040-4039(97)00439-5

upstream raw materials:

di-tert-butyl dicarbonate

methyl 3-amino-4-thiophenecarboxylate hydrochloride

methyl 4-aminothiophene-3-carboxylate

methyl-4-formamido-3-thiophene carboxylate

Downstream raw materials:

4-(tert-Butoxycarbonyl-methyl-amino)-thiophene-3-carboxylic acid methyl ester

4-((tert-butoxycarbonyl)amino)-3-thiophenecarboxylic acid

Refernces

• 1、 Wang, Shengzheng,Fang, Kun,Dong, Guoqiang,Chen, Shuqiang,Liu, Na,Miao, Zhenyuan,Yao, Jianzhong,Li, Jian,Zhang, Wannian,Sheng, Chunquan. "Scaffold Diversity Inspired by the Natural Product Evodiamine: Discovery of Highly Potent and Multitargeting Antitumor Agents". . p. 6678 - 6696. Retrieved 2015/09/07.
• 2、 Carroll, William A.,Zhang, Xiaolin. "Competitive ortho metalation effects: The kinetic and thermodynamic lithiation of 3-(tert-butoxycarbonyl)amino-4-carbomethoxythiophene". . p. 2637 - 2640. Retrieved 2007/10/03.