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Home Deuterated Building Blocks 1155-62-0
1155-62-0,MFCD00002801
Catalog No.:AA000G0L

1155-62-0 | N-Cbz-L-glutamic acid

Pack Size
Purity
Availability
Price(USD)
Quantity
  
5g
97%
in stock  
$12.00   $8.00
- +
25g
97%
in stock  
$23.00   $16.00
- +
100g
98%(HPLC)
in stock  
$50.00   $35.00
- +
500g
97%
in stock  
$102.00   $71.00
- +
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
  • Request for Quotation
  • Download SDS
  • Technical Information
  • Properties
  • Upstream Synthesis Route
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA000G0L
Chemical Name:
N-Cbz-L-glutamic acid
CAS Number:
1155-62-0
Molecular Formula:
C13H15NO6
Molecular Weight:
281.2613
MDL Number:
MFCD00002801
SMILES:
O=C(N[C@H](C(=O)O)CCC(=O)O)OCc1ccccc1
Properties
Properties
 
BP:
529.1°C at 760 mmHg  
Form:
Solid  
MP:
115-117 °C(lit.);  
Refractive Index:
-7.5 ° (C=8, AcOH)  
Storage:
Keep in dry area;Room Temperature;  

Computed Properties
 
Complexity:
351  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Heavy Atom Count:
20  
Hydrogen Bond Acceptor Count:
6  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
8  
XLogP3:
0.9  

Upstream Synthesis Route

[1]TetrahedronLetters,1987,vol.28,#15,p.1665-1668

[2]TetrahedronLetters,1987,vol.28,#15,p.1665-1668

[1]TetrahedronLetters,1987,vol.28,#15,p.1665-1668

[2]TetrahedronLetters,1987,vol.28,#15,p.1665-1668

[1]JournaloftheChemicalSociety,1950,p.1954,1958

[1]JournalofMedicinalChemistry,1991,vol.34,#3,p.956-968

[1]JournalofMedicinalChemistry,1991,vol.34,#3,p.956-968

[2]JournalofMedicinalChemistry,1990,vol.33,#2,p.461-464

Downstream Synthesis Route

[1]Manesis,NickJ.;Goodman,Murray[JournalofOrganicChemistry,1987,vol.52,#24,p.5331-5341]

[2]Löser,Reik;Pietsch,Markus;Wodtke,Robert[AnalyticalBiochemistry,2020,vol.595]

[3]Holzapfel,CedricW.;Pettit,GeorgeR.[JournalofOrganicChemistry,1985,vol.50,#13,p.2323-2327]

[4]Munegumi,Toratane;Meng,Yan-Quing;Harada,Kaoru[BulletinoftheChemicalSocietyofJapan,1989,vol.62,#8,p.2748-2750]

[5]Bergmann;Zervas[ChemischeBerichte,1932,vol.65,p.1192,1198]duVigneaud;Miller[1952,vol.2,p.80]LeQuesne;Young[JournaloftheChemicalSociety,1950,p.1954,1958]

[6]Dolence,E.Kurt;Lin,Chia-En;Miller,MarvinJ.;Payne,ShelleyM.[JournalofMedicinalChemistry,1991,vol.34,#3,p.956-968]

[7]Napolitano,Roberta;Pariani,Giorgio;Fedeli,Franco;Baranyai,Zsolt;Aswendt,Markus;Aime,Silvio;Gianolio,Eliana[JournalofMedicinalChemistry,2013,vol.56,#6,p.2466-2477]

[8]Amino,Yusuke;Nakazawa,Masakazu;Kaneko,Megumi;Miyaki,Takashi;Miyamura,Naohiro;Maruyama,Yutaka;Eto,Yuzuru[ChemicalandPharmaceuticalBulletin,2016,vol.64,#8,p.1181-1189]

[9]Yoshino,Ryo;Tokairin,Yoshinori;Konno,Hiroyuki[TetrahedronLetters,2017,vol.58,#16,p.1604-1606]

[1]Lee;Kim;Ko;Kim[Synthesis,1991,#11,p.935-936]

[2]Ressler,C.[JournaloftheAmericanChemicalSociety,1960,vol.82,p.1641-1644]

[3]Rolski,S.;Sabiniewicz,S.[RocznikiChemii,1966,vol.40,p.689-694]

[4]Antonjuk,DavidJ.;Boadle,DeborahK.;Cheung,H.T.Andrew;Tran,TrungQ.[JournaloftheChemicalSociety.PerkintransactionsI,1984,p.1989-2004]

[5]LeQuesne;Young[JournaloftheChemicalSociety,1950,p.1954,1958]

[6]CurrentPatentAssignee:BRISTOL-MYERSSQUIBBCO-WO2019/40109,2019,A1Locationinpatent:Paragraph00323

[7]CurrentPatentAssignee:BRISTOL-MYERSSQUIBBCO-WO2019/40109,2019,A1

[8]CurrentPatentAssignee:BRISTOL-MYERSSQUIBBCO-WO2019/40109,2019,A1

[9]CurrentPatentAssignee:BRISTOL-MYERSSQUIBBCO-WO2019/40109,2019,A1

[10]CurrentPatentAssignee:BRISTOL-MYERSSQUIBBCO-WO2019/40109,2019,A1

[1]Esslinger,C.Sean;Cybulski,KimberlyA.;Rhoderick,JosephF.[BioorganicandMedicinalChemistry,2005,vol.13,#4,p.1111-1118]

[2]Locationinpatent:experimentalpartSilva,LucianoL.;Joussef,AntonioC.[JournalofNaturalProducts,2011,vol.74,#6,p.1531-1534]

[3]CurrentPatentAssignee:WangYanping;YangYi;ZhangXiaoling;ZhouQinghe;XuCongying-CN108218833,2018,ALocationinpatent:Paragraph0035;0041;0042;0055;0056;0069;0070

[4]Munegumi,Toratane;Meng,Yan-Quing;Harada,Kaoru[BulletinoftheChemicalSocietyofJapan,1989,vol.62,#8,p.2748-2750]

[5]CurrentPatentAssignee:BRISTOL-MYERSSQUIBBCO-WO2019/40109,2019,A1Locationinpatent:Paragraph00316;00321

[6]Lee,Do-Hun[AsianJournalofChemistry,2013,vol.25,#14,p.8125-8127]

[7]Miyamoto,Koji;Jintoku,Hirokuni;Sawada,Tsuyoshi;Takafuji,Makoto;Sagawa,Takashi;Ihara,Hirotaka[TetrahedronLetters,2011,vol.52,#31,p.4030-4035]

[8]Locationinpatent:experimentalpartPehere,AshokD.;Abell,AndrewD.[TetrahedronLetters,2011,vol.52,#13,p.1493-1494]

[9]Twyman,L.J.;Beezer,A.E.;Esfand,R.;Mathews,B.T.;Mitchell,J.C.[JournalofChemicalResearch,Miniprint,1998,#12,p.3408-3460]

[10]Napolitano,Roberta;Pariani,Giorgio;Fedeli,Franco;Baranyai,Zsolt;Aswendt,Markus;Aime,Silvio;Gianolio,Eliana[JournalofMedicinalChemistry,2013,vol.56,#6,p.2466-2477]

[11]Jones,J.K.N.etal.[CanadianJournalofChemistry,1961,vol.39,p.1005-1016]Bloemhoff,W.;Kerling,K.E.T.[RecueildesTravauxChimiquesdesPays-Bas,1975,vol.94,p.182-185]

[12]Fukuyama,Tohru;Liu,Gang;Linton,StevenD.;Lin,Shao-Cheng;Nishino,Hiroshi[TetrahedronLetters,1993,vol.34,#16,p.2577-2580]

[13]Barton,DerekH.R.;VonderEmbse,RichardA.[Tetrahedron,1998,vol.54,#41,p.12475-12496]

[14]Locationinpatent:experimentalpartLawandi,Janice;Toumieux,Sylvestre;Seyer,Valentine;Campbell,Philip;Thielges,Sabine;Juillerat-Jeanneret,Lucienne;Moitessier,Nicolas[JournalofMedicinalChemistry,2009,vol.52,#21,p.6672-6684]

[15]Mallik,AbulK.;Qiu,Hongdeng;Sawada,Tsuyoshi;Takafuji,Makoto;Ihara,Hirotaka[ChemicalCommunications,2011,vol.47,#37,p.10341-10343]

[16]Michalak,Olga;Gruza,MariuszM.;Witkowska,Anna;Bujak,Iwona;Cmoch,Piotr[Molecules,2015,vol.20,#6,p.10004-10031]

[17]Yoshino,Ryo;Tokairin,Yoshinori;Konno,Hiroyuki[TetrahedronLetters,2017,vol.58,#16,p.1604-1606]

[18]CurrentPatentAssignee:SHANGHAIGLPOLYPEPTIDE;GLBIOCHEMSHANGHAI-CN113321606,2021,ALocationinpatent:Paragraph0014;0018;0022;0026;0030;0034

[1]JournaloftheChemicalSociety.PerkintransactionsI,1972,p.1-4

[2]RecueildesTravauxChimiquesdesPays-Bas,1964,vol.83,p.199-207

[1]Hamada,Yasumasa;Shibata,Makoto;Sugiura,Tsuneyuki;Kato,Shinji;Shioiri,Takayuki[JournalofOrganicChemistry,1987,vol.52,#7,p.1252-1255]

[2]Anderson,G.W.;Callahan,F.M.[JournaloftheAmericanChemicalSociety,1960,vol.82,p.3359-3363]

Literature

Title: An enantioselective imprinted receptor for Z-glutamate exhibiting a binding induced color change.

Journal: Chemical communications (Cambridge, England) 20041021

Title: Synthesis and anticonvulsant evaluations of N-cbz-alpha-amino-N-alkoxyglutarimides.

Journal: Archives of pharmacal research 20040201

Title: A substructure approach toward polymeric receptors targeting dihydrofolate reductase inhibitors. 2. Molecularly imprinted polymers against Z-l-glutamic acid showing affinity for larger molecules.

Journal: The Journal of organic chemistry 20031114

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