(2S)-2-[[(Phenylmethoxy)carbonyl]amino]butanoic acid
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![(2S)-2-[[(Phenylmethoxy)carbonyl]amino]butanoic acid structure](https://file.echemi.com/fileManage/upload/canonicalSmiles/20220812/a0a233406ec84efcaafccb3d37ae232b.png "(2S)-2-[[(Phenylmethoxy)carbonyl]amino]butanoic acid")
(2S)-2-[[(Phenylmethoxy)carbonyl]amino]butanoic acid
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CAS No:
42918-86-5
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Formula:
C12H15NO4
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Chemical Name:
(2S)-2-[[(Phenylmethoxy)carbonyl]amino]butanoic acid
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Synonyms:
Butanoic acid,2-[[(phenylmethoxy)carbonyl]amino]-,(2S)-;Butanoic acid,2-[[(phenylmethoxy)carbonyl]amino]-,(S)-;(2S)-2-[[(Phenylmethoxy)carbonyl]amino]butanoic acid;(S)-2-(Benzyloxycarbonylamino)butyric acid;NSC 164666;(S)-2-(((Benzyloxy)carbonyl)amino)butanoic acid;(2S)-2-[[(Benzyloxy)carbonyl]amino]butanoic acid;L-Cbz-Aminobutyric acid;(2S)-2-[[(Benzyloxy)carbonyl]amino]butanoic acid
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CAS No:
(2S)-2-[[(Phenylmethoxy)carbonyl]amino]butanoic acid Basic Attributes
237.25
237.25
1533716-785-6
164666|164085
2924299090
(2S)-2-[[(Phenylmethoxy)carbonyl]amino]butanoic acid Use and Manufacturing
To a solution of (S)-2-aminobutanoic acid (11.2 g, 109 mmol) in THF (200 mL) and a 2 M aqueous sodium carbonate solution (65.2 ml, 130 mmol) was added dropwise at 0° C. benzyl carbonochloridate (17.06 mL, 119 mmol). To a solution of N-Boc-L-n-butyric acid(122.13 mg, 514.8 mumol) in DMF (1 mL) wereadded HATU (195.74 mg, 514.8 mumol) and N-methylmorpholine (1.03 mmol, 113.20 muL), the mixture was stirred for 15 min at 10-20°C, and then added with a solution of tert-butyl (2S, 4S)-4-fluoro-2-((5-fluoro-2-(6-fluoro-3-(((S)-pyrrolidin-2-yl)methyl)-1H-indol-2-yl)-1H-benzo[d]imidazol-1-yl)methyl)pyrrolidine-1-carboxylate (crude product, 190.00 mg, 343.20 mumol) in DMF (2 mL). After stirring for 16 h at 10-20°C, the mixture was added with water (30 mL) and extracted with EtOAc (50 mL). The organic phase was separated, washed with sat.aq. NaCl (50 mL), dried over anhydrous Na2SO4, filtered and the filtrate was concentrated in vacuo to give crude product, tert-butyl (2S, 4S)-2-((2-(3-(((S)-1-((S)-2-(((benzyloxy)carbonyl)amino)butanoyl)pyrrolidin-2-yl )methyl)-6-fluoro-1H-indol-2-yl)-5-fluoro-1H-benzo[d]imidazol-1-yl)methyl)-4-fluor opyrrolidine-1-carboxylate (300.00 mg). MS (ESI) m/z: 773.2 [M+H+]
Computed Properties
Molecular Weight:237.25
XLogP3:2
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:6
Exact Mass:237.10010796
Monoisotopic Mass:237.10010796
Topological Polar Surface Area:75.6
Heavy Atom Count:17
Complexity:261
Undefined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
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(2S)-2-[[(Phenylmethoxy)carbonyl]amino]butanoic acid
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