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Chemical Structure| 2419-94-5 Chemical Structure| 2419-94-5
Chemical Structure| 2419-94-5

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Boc-Lys(Cbz)-OH is a lysine derivative, used for biochemical research and drug synthesis.

Synonyms: N-Boc-L-glutamic acid

4.5 *For Research Use Only !

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Product Details of Boc-Glu-OH

CAS No. :2419-94-5
Formula : C10H17NO6
M.W : 247.25
SMILES Code : O=C(O)CC[C@@H](C(O)=O)NC(OC(C)(C)C)=O
Synonyms :
N-Boc-L-glutamic acid
MDL No. :MFCD00037297
InChI Key :AQTUACKQXJNHFQ-LURJTMIESA-N
Pubchem ID :2724758

Safety of Boc-Glu-OH

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Boc-Glu-OH

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 2419-94-5 ]

[ 2419-94-5 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 2419-94-5 ]
  • [ 29390-67-8 ]
  • C94H155N3O72 [ No CAS ]
  • 2
  • [ 2419-94-5 ]
  • [ 29390-67-8 ]
  • 2-(tert-butyloxycarbonylamino)-N1,N5-bis(6-mono-6-deoxy-β-cyclodextrin)pentanediamide [ No CAS ]
YieldReaction ConditionsOperation in experiment
77% N-protected amino acid 29 (0.247 g, 1.0 mmol), HOBT (0.270 g, 2.0 mmol), and DCC (0.412 g, 2.0 mmol) were dissolved in DMF (10 ml) and stirred at 25° C. for 1 h. Compound 4 (2.268 g, 2.0 mmol) was added and the stirring was continued for 48 h at 25° C. The precipitate was filtered and the DMF was removed by evaporation under reduced pressure. The residue was triturated with hot acetone (100 ml). The precipitate was filtered and dried under vacuum. Derivative 28 was obtained as a white solid (77percent yield). TLC analysis of 28 performed on silica plates (1-butanol:ethanol:NH4OH:water-4:5:6:2) showed one major spot (Rf=0.16). 1H NMR (DMSO-d6) delta: 1.38 (s, 9H), 1.71-2.15 (m, 4H), 3.16-3.49 (m, 84H), 4.30-4.44 (m, 12H), 4.68 (m, 14H), 5.62-5.78 (m, 28H). HPLC (Luna 5u NH2 100 A, size 250-4.6 mm, mobile phase 65percent acetonitrile-35percent H2O, flow 1.2 ml/min), Rt=44.6 min.
  • 3
  • [ 883566-52-7 ]
  • [ 13734-41-3 ]
  • [ 13139-16-7 ]
  • [ 13139-15-6 ]
  • [ 15761-38-3 ]
  • [ 7536-58-5 ]
  • [ 2419-94-5 ]
  • [ 68262-71-5 ]
  • [ 54613-99-9 ]
  • [ 55260-24-7 ]
  • C119H195N31O39S [ No CAS ]
  • 4
  • [ 883566-52-7 ]
  • [ 13734-41-3 ]
  • [ 13139-16-7 ]
  • [ 13139-15-6 ]
  • [ 15761-38-3 ]
  • [ 7536-58-5 ]
  • [ 2419-94-5 ]
  • [ 68262-71-5 ]
  • [ 54613-99-9 ]
  • [ 55260-24-7 ]
  • C134H219N35O45S [ No CAS ]
  • 5
  • [ 883566-52-7 ]
  • [ 15761-39-4 ]
  • [ 13734-41-3 ]
  • [ 13139-16-7 ]
  • [ 13139-15-6 ]
  • [ 15761-38-3 ]
  • [ 2488-15-5 ]
  • [ 7536-58-5 ]
  • [ 15260-10-3 ]
  • [ 2419-94-5 ]
  • [ 54613-99-9 ]
  • [ 47689-67-8 ]
  • [ 55260-24-7 ]
  • [ 25024-53-7 ]
  • C130H200N32O39S2 [ No CAS ]
  • 6
  • [ 854601-60-8 ]
  • [ 2419-94-5 ]
  • C56H111N3O26 [ No CAS ]
YieldReaction ConditionsOperation in experiment
450 mg With 4-methyl-morpholine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; In N,N-dimethyl-formamide; at 0 - 4℃; for 29.75h;Inert atmosphere; Boc-L-Glu (134.9 mg) and BOP (724 mg) were dissolved in anhydrous DMF (4 mL) andwere stirred at 0 C under a nitrogen atmosphere. This solution was then added to a solutionof H2N-PEG(12u)-Me (685 mg) and NIVI1VI (179.8 1iL) in DMF (3 mL), which had previously been stirred for 75 mm. The combined solution was then stirred under nitrogen at 0 C for 4.5 h. Additional BOP (241 mg) and NIVI1VI (60 1iL) were added and the reaction mixture left for 24 h at 4 C. The volatiles were removed in vacuo and the resulting residue was purified by reverse phase C 18-column chromatography eluting with eluting with buffer A (v/v):water:5% acetonitrile:0.1% formic acid and buffer B (v/v): acetonitrile:0.1% formic acid (100:0 v/v to 65:3 5 v/v). The organic solvent was removed in vacuo and the aqueous solvent was removed by lyophilisation. The material was repurified by normal phase flash chromatography eluting with ethyl acetate:methanol (100:0 v/v to 0:100 v/v). The organic solvent was removed in vacuo and the aqueous solvent was removed by lyophilisation to givecompound 15 as a colourless oil (450 mg). m/z [M+H] (1331, 100%), [M+2H]2 (666,100%).
 

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