N5-[(Phenylmethoxy)carbonyl]-L-ornithine
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![N5-[(Phenylmethoxy)carbonyl]-L-ornithine structure](https://file.echemi.com/fileManage/upload/canonicalSmiles/20220812/e0cbfafb493e4c05a3016c3af4f06d58.png "N5-[(Phenylmethoxy)carbonyl]-L-ornithine")
N5-[(Phenylmethoxy)carbonyl]-L-ornithine
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CAS No:
3304-51-6
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Formula:
C13H18N2O4
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Chemical Name:
N5-[(Phenylmethoxy)carbonyl]-L-ornithine
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Synonyms:
L-Ornithine,N5-[(phenylmethoxy)carbonyl]-;Ornithine,N5-carboxy-,N5-benzyl ester,L-;Ornithine,N5-carboxy-,N-benzyl ester;L-Ornithine,N5-carboxy-,N-benzyl ester;N5-[(Phenylmethoxy)carbonyl]-L-ornithine;δ-N-Benzyloxycarbonyl-L-ornithine;N5-Carboxyornithine N5-benzyl ester;Nδ-Benzyloxycarbonyl-L-ornithine;N5-(Benzyloxycarbonyl)ornithine;(S)-2-Amino-5-(phenylmethoxycarbonylamino)pentanoic acid;N-δ-Cbz-L-ornithine;(2S)-2-Amino-5-[[(benzyloxy)carbonyl]amino]pentanoic acid
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CAS No:
Safety Information
3
|Warning|H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]|P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, and P501|Aggregated GHS information provided by 4 companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
N5-[(Phenylmethoxy)carbonyl]-L-ornithine Use and Manufacturing
L-ornithine hydrochloride7.5g dissolved in 0.5mol / L sodium hydroxide solution 89ml, JoinAnhydrous copper sulfate5.55 g, reaction 15 min, 6.15 g of anhydrous potassium carbonate and 8.2 ml of benzyl chloroformate were added successively, The reaction was carried out overnight and the filtrate was washed to give a blue solid which was then saturatedEthylenediamine tetraacetic acid disodium solution, the first heated reflux 2h, After overnight at room temperature, filtered and dried to give a white solid in 83percent yield.To a stirred solution of(25)-2-amino-5-(benzyloxycarbonylamino)pentanoic acid (1 g, 3.76 mmol) in water (1 OmL) was added saturated NaHCO3 (10 mL, 3.76 mmol) and acetyl acetate (421.7 mg, 4.13 mmol). The reaction mixture was stirred ai room temperalure (rt.) fof 3hrs. The crude nhixlure was extracted with ethyl acetate 100 mL x 3), the coinbind organic phases were washed with water and brine, dried over Na2SO1. fiiterd, and concentrated to give the crude intermediate (25)-2-acetamido-5-(benzyloxycarbonylamino)pentanoic acid 88-2 (470 mg, 1.52 mmol, 40.6 %yield) LC-MS (LCmethod 3): mz 309 (M+H).
Computed Properties
Molecular Weight:266.29
XLogP3:-1.4
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:5
Rotatable Bond Count:8
Exact Mass:266.12665706
Monoisotopic Mass:266.12665706
Topological Polar Surface Area:102
Heavy Atom Count:19
Complexity:290
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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N5-[(Phenylmethoxy)carbonyl]-L-ornithine
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