(S)-N-Benzylglutamic acid

Base Information

• Chemical Name: (S)-N-Benzylglutamic acid
• CAS No.: 77539-18-5
• Molecular Formula: C12H15 N O4
• Molecular Weight: 237.255
• Hs Code.: 2922499990
• DSSTox Substance ID: DTXSID80455478
• Nikkaji Number: J1.683.458K
• Wikidata: Q82277515
• Mol file: 77539-18-5.mol

Synonyms:(S)-N-BENZYLGLUTAMIC ACID;77539-18-5;(2S)-2-(BENZYLAMINO)PENTANEDIOIC ACID;N-Benzyl-glutamic acid;(S)-2-(BENZYLAMINO)PENTANEDIOIC ACID;N-benzyl-L-glutamic acid;benzyl-l-glutamic acid;SCHEMBL869873;DTXSID80455478;IHSNQUNHINYDDN-JTQLQIEISA-N;N-(1-phenylmethyl)-L-glutamic acid;MFCD00797917;AKOS027328239

Chemical Property of (S)-N-Benzylglutamic acid

Chemical Property:

• Melting Point: 160-162 °C
• Boiling Point: 434.0±40.0 °C(Predicted)
• PKA: 2.17±0.10(Predicted)
• PSA: 86.63000
• Density: 1.270±0.06 g/cm3(Predicted)
• LogP: 1.48510
• XLogP3: -1.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 237.10010796
• Heavy Atom Count: 17
• Complexity: 261

Purity/Quality:

99% ^*data from raw suppliers

(S)-2-(benzylamino)pentanedioicacid 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNC(CCC(=O)O)C(=O)O
• Isomeric SMILES: C1=CC=C(C=C1)CN[C@@H](CCC(=O)O)C(=O)O

Technology Process of (S)-N-Benzylglutamic acid

There total 6 articles about (S)-N-Benzylglutamic acid 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: 73.0%

L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) + benzaldehyde (100-52-7) → (S)-(+)-2-benzylamino glutaric acid (77539-18-5,73914-82-6)

Guidance literature:

L-glutamic acid; benzaldehyde; With triethylamine; In methanol; for 1h;

With sodium tetrahydroborate; In methanol; at 4 ℃; for 2h;

DOI:10.1021/jo035700b

Reference yield:

α-ketoglutaric acid (328-50-7) + benzylamine (100-46-9) → (S)-(+)-2-benzylamino glutaric acid (77539-18-5,73914-82-6) + (R)-N-benzylglutamic acid (73914-82-6)

Guidance literature:

With {Rh[(R,R)-Deguphos](COD)}BF₄; hydrogen; In methanol; dichloromethane; at 20 ℃; for 24h; under 45003.6 Torr; Title compound not separated from byproducts;

Reference yield:

(S)-2-{[1-Phenyl-meth-(E)-ylidene]-amino}-pentanedioic acid → (S)-(+)-2-benzylamino glutaric acid (77539-18-5,73914-82-6)

Guidance literature:

With sodium tetrahydroborate; In methanol; at 0 ℃; for 2h;

DOI:10.1139/v02-083

upstream raw materials:

L-glutamic acid

benzaldehyde

α-ketoglutaric acid

benzylamine

Downstream raw materials:

tert-butyl (2R,5R)-1-benzyl-5-(2-hydroxyethyl)pyrrolidine-2-carboxylate

(2R-cis)-5-((1,1-Dimethylethoxy)carbonyl)-1-(phenylmethyl)-2-pyrrolidineacetic acid methyl ester

(2S)-1-benzyl-(E)-5-<(methoxycarbonyl)methylidene>proline tert-butyl ester

(S)-N-benzyl-5-thioxoproline tert-butyl ester