Boc-Glu-OH

Base Information

• Chemical Name: Boc-Glu-OH
• CAS No.: 2419-94-5
• Molecular Formula: C10H17NO6
• Molecular Weight: 247.248
• Hs Code.: 29241990
• DSSTox Substance ID: DTXSID40369224
• Nikkaji Number: J761.228A
• Wikidata: Q72449379
• ChEMBL ID: CHEMBL86706
• Mol file: 2419-94-5.mol

Synonyms:Boc-Glu-OH;2419-94-5;Boc-L-glutamic acid;N-Boc-L-glutamic Acid;(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]pentanedioic acid;L-Glutamic acid, N-[(1,1-dimethylethoxy)carbonyl]-;n-(tert-butoxycarbonyl)glutamic acid;N-(tert-Butoxycarbonyl)-L-glutamic Acid;2-(tert-butoxycarbonylamino)pentanedioic acid;MFCD00037297;BocGlu;boc-glutamic acid;Boc-L-Glu;N-Boc-L-Glu;N-T-BUTOXYCARBONYL-L-GLUTAMIC ACID;(S)-2-(TERT-BUTOXYCARBONYLAMINO)PENTANEDIOIC ACID;CHEMBL86706;SCHEMBL1324835;DTXSID40369224;tert-butoxycarbonyl-l-glutamic acid;n-tert-butoxycarbonyl-l-glutamic acid;AKOS010397337;AKOS015924133;AM81694;Boc-Glu-OH, >=98.0% (T);CS-W002169;HY-W002169;AS-12733;(TERT-BUTOXYCARBONYL)-L-GLUTAMIC ACID;B2177;EN300-208567;M03281;N-.alpha.-(tert-Butoxycarbonyl)-L-Glutamic acid;N-ALPHA-T-BUTYLOXYCARBONYL-L-GLUTAMIC ACID;J-300092;Q-101679;(2S)-2-{[(tert-butoxy)carbonyl]amino}pentanedioic acid

Chemical Property of Boc-Glu-OH

Chemical Property:

• Appearance/Colour: white to off-white crystalline powder
• Vapor Pressure: 8.13E-09mmHg at 25°C
• Melting Point: ~110 °C (dec.)
• Refractive Index: -15 ° (C=1, MeOH)
• Boiling Point: 435.9 °C at 760 mmHg
• PKA: 3.83±0.10(Predicted)
• Flash Point: 217.4 °C
• PSA: 112.93000
• Density: 1.264 g/cm³
• LogP: 1.22000
• Storage Temp.: 2-8°C
• Water Solubility.: Soluble in water
• XLogP3: 0.4
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 247.10558726
• Heavy Atom Count: 17
• Complexity: 306

Purity/Quality:

99% ^*data from raw suppliers

Boc-L-glutamic acid 98+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-24/25-36-26-4/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC(CCC(=O)O)C(=O)O
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@@H](CCC(=O)O)C(=O)O
• Uses: N-Boc-L-glutamic acid is an N-Boc-protected form of L-Glutamic acid (G596960). L-Glutamic acid is a nonessential amino acid that is important to the mammalian central nervous system. L-Glutamic acid is also a neurotransmitter for cone photoreceptors in the human brain and is used as a treatment for patients who have liver disease accompanied by encephalopathy (a condition termed ‘hepatic coma’).

Technology Process of Boc-Glu-OH

There total 3 articles about Boc-Glu-OH 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: 63.0%

2-tert-butoxycarbonylamino-pentanedioic acid 1-benzyl ester 5-naphthalen-2-ylmethyl ester → Boc-Glu (2419-94-5) + Boc-Glu-OBn (30924-93-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; ethyl acetate; for 2h; under 760 Torr;

DOI:10.1016/S0040-4039(99)00014-3

Reference yield: 20.0%

(S)-(-)-1-tert-butyl-5-methyl-<(2-tert-butoxycarbonyl)amino>pentanedioate (24277-38-1) → Boc-Glu (2419-94-5) + (2S)-2-[(tert-butoxy)carbonylamino]-4-(methoxycarbonyl)butanoic acid (45214-91-3) + N-tert-butoxycarbonyl glutamic acid tert-butyl ester (24277-39-2)

Guidance literature:

With Candida antarctica lipase; phosphate buffer; In methanol; hexane; at 37 ℃; for 48h;

DOI:10.1021/jo051004v

Reference yield:

Nα,Nca-di-tert-butyloxycarbonylglutamine (98115-14-1) → tert-butyl carbazate (4248-19-5) + Boc-Glu (2419-94-5)

Guidance literature:

With sodium hydroxide;

upstream raw materials:

N^α,N^ca-di-tert-butyloxycarbonylglutamine

(S)-(-)-1-tert-butyl-5-methyl-<(2-tert-butoxycarbonyl)amino>pentanedioate

Downstream raw materials:

BocLys(2ClZ)-Arg(Tos)-Lys(2ClZ)-Arg(Tos)-Gln-GlnNH₂

Boc-Glu-OAbc

C₂₂H₂₃N₃O₁₀

L-glutamic acid

Refernces

• 1、 Gaunt, Matthew J.,Boschetti, Carlos E.,Yu, Jinquan,Spencer, Jonathan B.. "Preferential hydrogenolysis of NAP esters provides a new orthogonal protecting group strategy for carboxylic acids". . p. 1803 - 1806. Retrieved 2007/10/03.