tert-Butyl (2-(methoxy(methyl)amino)-2-oxoethyl)carbamate

Base Information

• Chemical Name: tert-Butyl (2-(methoxy(methyl)amino)-2-oxoethyl)carbamate
• CAS No.: 121505-93-9
• Molecular Formula: C9H18N2O4
• Molecular Weight: 218.253
• Hs Code.: 2924190090
• European Community (EC) Number: 640-496-1
• DSSTox Substance ID: DTXSID40403192
• Nikkaji Number: J984.958K
• Wikidata: Q72490411
• Mol file: 121505-93-9.mol

Synonyms:121505-93-9;tert-Butyl (2-(methoxy(methyl)amino)-2-oxoethyl)carbamate;Boc-Gly-N(OMe)Me;tert-butyl N-[2-[methoxy(methyl)amino]-2-oxoethyl]carbamate;N-Boc-glycine N'-methoxy-N'-methylamide;2-(Boc-amino)-N-methoxy-N-methylacetamide;tert-butyl N-{[methoxy(methyl)carbamoyl]methyl}carbamate;N-(tert-Butoxycarbonyl)glycine N'-methoxy-N'-methylamide;tert-butyl {2-[methoxy(methyl)amino]-2-oxoethyl}carbamate;MFCD00674101;N-alpha-Boc-glycine-N-methyl-N-methoxy amide;BOC-GLY-NME(OME);tert-Butyl 2-(methoxy(methyl)amino)-2-oxoethylcarbamate;tert-butyl 2-[methoxy(methyl)amino]-2-oxoethylcarbamate;tert-butyl(2-(methoxy(methyl)amino)-2-oxoethyl)carbamate;tert-butyl{2-[methoxy(methyl)amino]-2-oxoethyl}carbamate;Tert-butyl(2-[methoxy(methyl)amino]-2-oxoethyl)carbamate;Boc-glycine N,O-dimethylhydroxamide;Boc-Gly-NMe (OMe);SCHEMBL268678;DTXSID40403192;AMY37753;AKOS005259865;CS-W007964;SB31846;tert-butyl 2-aminoacetate,hydrochloride;BOC-GLYCINEN,O-DIMETHYLHYDROXAMIDE;SY041397;FT-0659192;EN300-194540;Nalpha -(BOC)-glycine N-methoxy-N-methylamide;A804745;J-004509;n-tert.-butoxycarbonylglycine n-methyl-n-methoxyamide;F1903-0354;N-methoxy-N-methyl-2-(tert-butoxycarbonylamino)acetamide;t-butyl (2-(methoxy(methyl)amino)-2-oxoethyl)carbamate;Z899247054;n-(tert-butoxycarbonyl) glycine n'-methoxy-n'-methylamide;N-(tert-Butoxycarbonyl)glycine N'-methoxy-N'-methylamide, 98%;tert-butyl N-[2-(methoxy(methyl)amino)-2-oxo-ethyl]carbamate;[(methoxy-methyl-carbamoyl)-methyl]-carbamic acid tert-butyl ester;N-[2-[methoxy(methyl)amino]-2-oxoethyl]carbamic acid tert-butyl ester

Chemical Property of tert-Butyl (2-(methoxy(methyl)amino)-2-oxoethyl)carbamate

Chemical Property:

• Melting Point: 100-104 ºC
• PKA: 11.03±0.46(Predicted)
• PSA: 67.87000
• Density: 1.09 g/cm³
• LogP: 0.92180
• Storage Temp.: Store at 0°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 218.12665706
• Heavy Atom Count: 15
• Complexity: 235

Purity/Quality:

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

tert-Butyl(2-(Methoxy(methyl)amino)-2-oxoethyl)carbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCC(=O)N(C)OC
• Uses: α-Amino Weinreb amide.

Technology Process of tert-Butyl (2-(methoxy(methyl)amino)-2-oxoethyl)carbamate

There total 14 articles about tert-Butyl (2-(methoxy(methyl)amino)-2-oxoethyl)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: 99.0%

BOC-glycine (4530-20-5) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → tert-butyl N-{[methoxy(methyl)carbamoyl]methyl}carbamate (121505-93-9)

Guidance literature:

BOC-glycine; With 1,1'-carbonyldiimidazole; In dichloromethane; at 20 ℃; for 0.5h;

N,O-dimethylhydroxylamine*hydrochloride; With triethylamine; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1021/acs.joc.0c01764

Reference yield: 97.0%

BOC-glycine (4530-20-5) + N,0-dimethylhydroxylamine (1117-97-1) → tert-butyl N-{[methoxy(methyl)carbamoyl]methyl}carbamate (121505-93-9)

Guidance literature:

BOC-glycine; With triethylamine; In dichloromethane; at 20 ℃; for 12h;

N,0-dimethylhydroxylamine; With dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 12h;

Reference yield: 95.0%

N-(tert-butoxycarbonyl)sarcosine (13734-36-6) + N,O-dimethylhydroxylamine*hydrochloride (6638-79-5) → tert-butyl N-{[methoxy(methyl)carbamoyl]methyl}carbamate (121505-93-9)

Guidance literature:

N-(tert-butoxycarbonyl)sarcosine; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 20 ℃; for 2h; Inert atmosphere;

N,O-dimethylhydroxylamine*hydrochloride; In tetrahydrofuran; at 20 ℃;

upstream raw materials:

N,O-dimethylhydroxylamine*hydrochloride

BOC-glycine

N,0-dimethylhydroxylamine

tert-butyl N-{2-[(2,5-dioxopyrrolidin-1-yl)oxy]-2-oxoethyl}carbamate

Downstream raw materials:

(2-oxobut-3-enyl)carbamic acid tert-butyl ester

tert-butyl (2-oxopent-4-en-1-yl)carbamate

(+/-)-1-(N-tert-Butoxycarbonylamino)propan-2-one

1-(1,3-dithian-2-yl)-2-(tert-butoxycarbonylamino)ethan-1-one

Refernces

• 1、 Blaney, Paul,Grigg, Ronald,Rankovic, Zoran,Thornton-Pett, Mark,Xu, Juan. "Fused and bridged bi- and tri-cyclic lactams via sequential metallo-azomethine ylide cycloaddition-lactamisation". . p. 1719 - 1737. Retrieved 2002.
• 2、 Burkhart, Joseph P.,Koehl, Jack R.,Mehdi, Shujaath,Durham, Sherrie L.,Janusz, Michael J.,et al.. "Inhibition of Human Neutrophil Elastase. 3. An Orally Active Enol Acetate Prodrug". . p. 223 - 233. Retrieved 1995.
• 3、 Myers, Michael C.,Pokorski, Jonathan K.,Appella, Daniel H.. "Peptide nucleic acids with a flexible secondary amine in the backbone maintain oligonucleotide binding affinity". . p. 4699 - 4702. Retrieved 2004.
• 4、 Hulme, Christopher,Ma, Liang,Romano, Joseph,Morrissette, Matthew. "Remarkable three-step-one-pot solution phase preparation of novel imidazolines utilizing a UDC (Ugi/de-Boc/cyclize) strategy". . p. 7925 - 7928. Retrieved 1999.
• 5、 Kim, Sang Woong,Bauer, Shawn M.,Armstrong, Robert W.. "Construction of combinatorial chemical libraries using a rapid and efficient solid phase synthesis based on a multicomponent condensation reaction". . p. 6993 - 6996. Retrieved 1998.
• 6、 -. "SUBSTITUTED HYDANTOINAMIDES AS ADAMTS7 ANTAGONISTS". Page/Page column 183-184. . Retrieved 2021/05/21.