Boc-Glu(OMe)-OMe

Base Information

• Chemical Name: Boc-Glu(OMe)-OMe
• CAS No.: 59279-60-6
• Molecular Formula: C₁₂H₂₁NO₆
• Molecular Weight: 275.302
• Hs Code.: 2924199090
• DSSTox Substance ID: DTXSID40370416
• Nikkaji Number: J893.266B
• Wikidata: Q72449409
• Mol file: 59279-60-6.mol

Synonyms:59279-60-6;Boc-Glu(OMe)-OMe;(S)-Dimethyl 2-((tert-butoxycarbonyl)amino)pentanedioate;N-Boc-L-Glutamic Acid dimethyl ester;(R)-N-Boc-glutamic acid-1,5-dimethyl ester;dimethyl (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanedioate;(S)-2-tert-Butoxycarbonylaminopentanedioic acid dimethyl ester;dimethyl N-(tert-butoxycarbonyl)-L-glutamate;L-Glutamic acid, N-[(1,1-dimethylethoxy)carbonyl]-, dimethyl ester;(S)-2-tert-butoxycarbonylamino-pentanedioic acid dimethyl ester;N-Boc-L-glutamic acid 1,5-dimethyl ester;dimethyl Boc-glutamate;MFCD03094774;(R)-N-Boc-glutamic acid 1,5-dimethyl ester;dimethyl Boc-L-glutamate;Dimethyl N-Boc-L-glutamate;Boc-Glutamic acid dimethylester;SCHEMBL1763873;DTXSID40370416;Boc-L-Glutamic acid dimethylester;QNSPKWUAZQIIGZ-QMMMGPOBSA-N;AKOS015918460;CS-W008715;AC-15289;DS-14363;HY-42364;Dimethyl (tert-butoxycarbonyl)-L-glutamate;N-Boc-L-(+)-glutamic acid dimethyl ester;(R)-N-Boc-glutamicacid-1,5-dimethyl ester;D4536;t-butoxycarbonyl l-glutamic acid dimethyl ester;(S)-2-BOC-aminopentanedioic acid dimethyl ester;J-300097;N-(tert-Butoxycarbonyl)glutamic acid dimethyl ester;Q-101685;(S)-dimethyl 2-(tert-butoxycarbonylamino)pentanedioate;(S)-Dimethyl2-((tert-butoxycarbonyl)amino)pentanedioate;N-(tert-Butoxycarbonyl)-L-glutamic Acid Dimethyl Ester;N-alpha-t-Butyloxycarbonyl-L-glutamic acid dimethyl diester;1,5-DIMETHYL (2S)-2-{[(TERT-BUTOXY)CARBONYL]AMINO}PENTANEDIOATE

Chemical Property of Boc-Glu(OMe)-OMe

Chemical Property:

• Vapor Pressure: 1.07E-05mmHg at 25°C
• Melting Point: 43.0 to 47.0 °C
• Refractive Index: 1.452
• Boiling Point: 370.9 °C at 760 mmHg
• PKA: 10.86±0.46(Predicted)
• Flash Point: 178.1 °C
• PSA: 90.93000
• Density: 1.117g/cm³
• LogP: 1.39680
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), DMSO (Slightly)
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 9
• Exact Mass: 275.13688739
• Heavy Atom Count: 19
• Complexity: 334

Purity/Quality:

98% ^*data from raw suppliers

N-Boc-L-glutamicAcid1,5-DimethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CCC(=O)OC)C(=O)OC
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CCC(=O)OC)C(=O)OC
• Uses: (R)-N-Boc-glutamic acid-1,5-dimethyl ester can be used as organic synthesis intermediates and pharmaceutical intermediates, mainly used in laboratory research and development and chemical production processes.

Technology Process of Boc-Glu(OMe)-OMe

There total 21 articles about Boc-Glu(OMe)-OMe 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%

di-tert-butyl dicarbonate (24424-99-5) + L-glutamic dimethyl ester hydrochloride (23150-65-4) → dimethyl (2S)-2-[(tert-butoxycarbonyl)amino]pentanedioate (59279-60-6,130622-05-8,861658-15-3)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; water; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1002/anie.201402259

Reference yield: 98.0%

methanol (67-56-1) + L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) + di-tert-butyl dicarbonate (24424-99-5) → dimethyl (2S)-2-[(tert-butoxycarbonyl)amino]pentanedioate (59279-60-6,130622-05-8,861658-15-3)

Guidance literature:

methanol; L-glutamic acid; With chloro-trimethyl-silane; at 0 - 20 ℃;

di-tert-butyl dicarbonate; With triethylamine; for 3h;

DOI:10.1002/anie.201803849

Reference yield: 98.0%

(S)-dimethyl 2-(bis(tert-butoxycarbonyl)amino)pentanedioate (206128-03-2) → dimethyl (2S)-2-[(tert-butoxycarbonyl)amino]pentanedioate (59279-60-6,130622-05-8,861658-15-3)

Guidance literature:

With lithium bromide; In acetonitrile; at 65 ℃; for 10h;

DOI:10.1021/jo026300b

upstream raw materials:

diazomethane

Boc-Glu

methanol

L-glutamic acid

Downstream raw materials:

[(1S)-4-hydroxy-1-(hydroxymethyl)butyl]carbamic acid tert-butyl ester

(2R,4S)-2-((3aR,6R,7R,7aR)-7-Benzyloxy-2,2-dimethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-6-ylmethyl)-4-tert-butoxycarbonylamino-pentanedioic acid dimethyl ester

dimethyl (2S)-2-{N-[(tert-butoxy)carbonyl]benzyloxycarbonylamino}pentane-1,5-dioate

iso-thaxtomin A

Refernces

• 1、 Krahn, Daniel,Heilmann, Geronimo,Vogel, Felix C. E.,Papadopoulos, Chrisovalantis,Zweerink, Susanne,Kaschani, Farnusch,Meyer, Hemmo,Roesch, Alexander,Kaiser, Markus. "Zelkovamycin is an OXPHOS Inhibitory Member of the Argyrin Natural Product Family". supporting information. p. 8524 - 8531. Retrieved 2020/07/02.
• 2、 Dardashti, Rebecca Notis,Kumar, Shailesh,Sternisha, Shawn M.,Reddy, Post Sai,Miller, Brian G.,Metanis, Norman. "Selenolysine: A New Tool for Traceless Isopeptide Bond Formation". supporting information. p. 4952 - 4957. Retrieved 2020/04/07.