Glycine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-

Base Information

• Chemical Name: Glycine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-
• CAS No.: 13734-36-6
• Molecular Formula: C8H15NO4
• Molecular Weight: 189.211
• Hs Code.: 29241990
• European Community (EC) Number: 237-306-0
• DSSTox Substance ID: DTXSID9065603
• Nikkaji Number: J266.801G
• Wikidata: Q69754393
• Mol file: 13734-36-6.mol

Synonyms:Boc-Sar-OH;13734-36-6;Boc-sarcosine;N-Boc-sarcosine;Glycine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-;Boc-N-methylglycine;N-(tert-butoxycarbonyl)-N-methylglycine;N-Boc-N-Methylglycine;t-Boc-sarcosine;N-t-Boc-sarcosine;2-{[(tert-butoxy)carbonyl](methyl)amino}acetic acid;MFCD00037795;2-[methyl-[(2-methylpropan-2-yl)oxycarbonyl]amino]acetic acid;n-tert-butoxycarbonylsarcosine;EINECS 237-306-0;2-(tert-butoxycarbonyl(methyl)amino)acetic acid;N-((1,1-Dimethylethoxy)carbonyl)-N-methylglycine;N-[(1,1-Dimethylethoxy)carbonyl]-N-methylglycine;Glycine, N-((1,1-dimethylethoxy)carbonyl)-N-methyl-;N-(tert-butoxycarbonyl)sarcosine;N-[tert-butoxycarbonyl]sarcosine;N-((1,1-Dimethylethoxy)carbonyl)sarcosine;N-[(1,1-dimethylethoxy)carbonyl]sarcosine;BOC-MEGLY-OH;Boc-Nalpha-methylglycine;2-((tert-Butoxycarbonyl)(methyl)amino)acetic acid;2-[(tert-butoxycarbonyl)(methyl)amino]acetic acid;BocSar;Boc Sarcosine;N-Boc sarcosine;N-tert-butoxycarbonyl-N-methylglycine;SARCOSINE,N-TERT.BUTYLOXYCARBONYL;n-boc-n-methyl glycine;t-butoxycarbonylsarcosine;[(tert-Butoxycarbonyl)(methyl)amino]acetic acid;N-t-butoxycarbonyl-sarcosine;tert-butoxycarbonyl-sarcosine;N-t-Butoxycarbonyl sarcosine;N-t-Butyloxycarbonyl-sarcosine;SCHEMBL336495;n-tert-butoxycarbonyl-sarcosine;N-tert-butoxycarbonyl sarcosine;DTXSID9065603;SRCB-03695;n-t-butyloxycarbonyl-n-methylglycine;STR06511;N-(t-butoxycarbonyl)-N-methylglycine;STL124114;AKOS000169569;N-tert-butoxycarbonyl-N-methyl-glycine;AM82639;Boc-Sar-OH, >=99.0% (T);CS-W015946;HY-W015230;AC-16313;Glycine, N-methyl-N-(t-butoxycarbonyl)-;SY032811;Sarcosine, N-carboxy-, N-tert-butyl ester;FT-0636950;EN300-30941;(N-t-butoxycarbonyl-N-methyl-amino)acetic acid;M06155;2-(tert-butoxycarbonyl(methyl)amino)-acetic acid;2-(tert-butoxycarbonyl-methyl-amino)-acetic acid;AB00999710-01;[(tert-Butoxycarbonyl)(methyl)amino]acetic acid #;2-(N-t-butyloxycarbonyl-N-methylamino)acetic acid;2-(tert-butoxycarbonyl (methyl)amino) acetic acid;J-300363;N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-glycine;Q-101726;N-{[(1,1-dimethylethyl)oxy]carbonyl}-N-methylglycine;F1905-7197;Z285919592

Chemical Property of Glycine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-

Chemical Property:

• Appearance/Colour: white crystals or crystalline powder
• Vapor Pressure: 0.000659mmHg at 25°C
• Melting Point: 88-90 °C
• Refractive Index: 1.4540 (estimate)
• Boiling Point: 286.8 °C at 760 mmHg
• PKA: 4.03±0.10(Predicted)
• Flash Point: 127.3 °C
• PSA: 66.84000
• Density: 1.139 g/cm³
• LogP: 0.93790
• Storage Temp.: 2-8°C
• Solubility.: Chloroform (Sparingly), DMSO (Sparingly), Methanol (Slightly)
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 189.10010796
• Heavy Atom Count: 13
• Complexity: 207

Purity/Quality:

99% ^*data from raw suppliers

Boc-N-methylglycine ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N(C)CC(=O)O
• Uses: Boc-N-methylglycine is used in the preparation of Clavatustide A (C563723) and Clavatustide B (C563725), which have been shown to suppress the proliferation of human hepatocellular carcinoma cells under specific conditions.

Technology Process of Glycine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl-

There total 11 articles about Glycine, N-[(1,1-dimethylethoxy)carbonyl]-N-methyl- 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%

sarcosine (107-97-1,25951-24-0) + di-tert-butyl dicarbonate (24424-99-5) → N-(tert-butoxycarbonyl)sarcosine (13734-36-6)

Guidance literature:

With triethylamine; In water; for 6h;

DOI:10.1016/j.tetlet.2016.12.045

Reference yield: 98.0%

BOC-glycine (4530-20-5) + methyl iodide (74-88-4) → N-(tert-butoxycarbonyl)sarcosine (13734-36-6)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 0 - 20 ℃; for 42h;

DOI:10.1016/S0040-4020(02)00029-7

Reference yield: 89.0%

→ N-(tert-butoxycarbonyl)sarcosine (13734-36-6)

Guidance literature:

upstream raw materials:

N-(tert-butyloxycarbonyl) azide

sarcosine

1,1-dimethylethyl 2,4,5-trichlorophenyl carbonate

di-tert-butyl dicarbonate

Downstream raw materials:

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

N-(tert-butyloxycarbonyl)sarcosine N'-benzylamide

{[[(S)-3-Hydroxy-2-(toluene-4-sulfonylamino)-propyl]-(3-methyl-benzyl)-carbamoyl]-methyl}-methyl-carbamic acid tert-butyl ester

N-[(N-tert-butoxycarbonyl-N-methyl)glycyl]-N-[2-(N⁶-benzyloxycarbonyladenyn-9-yl)ethyl]glycine methyl ester

Refernces

• 1、 McCusker, Kevin P.,Klinman, Judith P.. "Facile synthesis of 1,1-[2H2]-2-methylaminoethane-1-sulfonic acid as a substrate for taurine α ketoglutarate dioxygenase (TauD)". . p. 611 - 613. Retrieved 2009.
• 2、 Sato, Shogo,Kawada, Takuma,Takikawa, Hiroshi,Suzuki, Keisuke. "Preparation of 2-Substituted 3-Methoxycarbonyl-4-methoxyfurans that Allow Access to Highly Functionalized Naphthalenes via Regioselective Cycloaddition with Alkoxybenzyne". . p. 1719 - 1723. Retrieved 2017.
• 3、 Masseroni, Daniele,Rampazzo, Enrico,Rastrelli, Federico,Orsi, Davide,Ricci, Lucia,Ruggeri, Giacomo,Dalcanale, Enrico. "pH-responsive host-guest polymerization and blending". . p. 11334 - 11342. Retrieved 2015.
• 4、 Robinson, Jerome R.,Yadav, Jagjit,Fan, Xinyuan,Stanton, Gretchen R.,Schelter, Eric J.,Pericas, Miquel A.,Walsh, Patrick J.. "Non-covalent immobilization of rare earth heterobimetallic frameworks and their reactivity in an asymmetric Michael addition". . p. 1243 - 1254. Retrieved 2014.
• 5、 Lichtenthaler,F.W. et al.. "-". . p. 2061 - 2064. Retrieved 1970.
• 6、 -. "HETEROARYL COMPOUNDS". Paragraph 00220. . Retrieved 2021/05/29.