BOC-GLU(OBZL)-OME
- CAS No.59279-58-2
- Chemical Name:BOC-GLU(OBZL)-OME
- CBNumber:CB5269761
- Molecular Formula:C18H25NO6
- Formula Weight:351.39
- MOL File:59279-58-2.mol
- Melting point 38-41 °C
- Boiling point 471.2±40.0 °C(Predicted)
- Density 1.144±0.06 g/cm3(Predicted)
- storage temp. Sealed in dry,2-8°C
- pka 10.96±0.46(Predicted)
- Appearance White to light yellow Solid
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Symbol(GHS)
- Signal wordWarning
- Hazard statements H315-H319
- Precautionary statements P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
BOC-GLU(OBZL)-OME Chemical Properties,Usage,Production
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Synthesis
13574-13-5
74-88-4
59279-58-2
Step 1: Iodomethane (1.01 mL, 16.3 mmol) was slowly added dropwise to a mixed solution of THF (14.82 mmol) and DMF (25 mL) of (2S)-5-(benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}-5-oxopentanoic acid (5.00 g) along with K2CO3 (2.25 g, 16.3 mmol). The reaction mixture was stirred at room temperature for about 3 hours before iodomethane (1.01 mL, 16.3 mmol) was added again. Subsequently, EtOAc was added to the reaction mixture and washed three times with 10% Na2S2O3 solution and then dried with MgSO4. After concentration under reduced pressure to remove the solvent, the crude product was purified by silica gel column chromatography (100:1, followed by 50:1 CHCl3/MeOH) to afford methyl (S)-5-benzyl-2-((tert-butoxycarbonyl)amino)pentanedioate (4.20 g, 12.23 mmol, 82% yield). m/z of C18H25NO6 was detected by ESIMS as 352 (M + H ).
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References
[1] Journal of Medicinal Chemistry, 2016, vol. 59, # 5, p. 1899 - 1913
[2] Patent: US2008/318957, 2008, A1. Location in patent: Page/Page column 41-42
[3] Patent: WO2012/109164, 2012, A1. Location in patent: Page/Page column 39
[4] Organic and Biomolecular Chemistry, 2007, vol. 5, # 12, p. 1915 - 1923
[5] Organic Letters, 2016, vol. 18, # 9, p. 1968 - 1971
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- 氨基酸
- C18H25NO6
- (S)-2-(BOC-氨基)戊二酸-5-苄酯-1-甲酯
- BOC-L-GLUTAMIC ACID Γ-BENZYL Α-METHYL ESTER
- N-叔丁氧羰基-5-苄基-L-谷氨酸 -1-甲酯
- BOC-L-谷氨酸5苄酯ALPHA甲酯
- (S)-5-苄基-2 -((叔丁氧基羰基)氨基)戊二酸甲酯
- BOC-L-谷氨酸(苄酯)-1-甲酯
- 叔丁氧羰基-L-谷氨酸 5-苄基 1-甲基酯
- BOC-L-谷氨酸(卞酯)-1-甲酯
- 59279-58-2
- 5-Benzyl 1-Methyl (S)-2-(Boc-amino)pentanedioate
- N-α-(t-Butoxycarbonyl)-L-glutamic acid γ-benzyl ester α-methyl ester
- L-Glutamic acid, N-[(1,1-dimethylethoxy)carbonyl]-, 1-methyl 5-(phenylmethyl) ester
- 5-benzyl 1-methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}pentanedioate
- (Tert-Butoxy)Carbonyl Glu(OBzl)-OMe
- Boc-Glu(OBzl)-OMe Boc-L-glutaMic acid γ-benzyl α-Methyl ester
- (S)-5-benzyl 1-methyl 2-(tert-butoxycarbonylamino)pentanedioate
- BOC-L-GLUTAMIC ACID .GAMMA.-BENZYL .ALPHA.-METHYL ESTER
- BOC-L-GLUTAMIC ACID-Y-BENZYL A-METHYL-DIESTER
- Boc-L-glutamicacid-benzyla-methylester
- Boc-L-glutamic acid γ-benzyl α-methyl ester
- N-ALPHA-T-BUTOXYCARBONYL-L-GLUTAMIC ACID GAMMA-BENZYL ESTER ALPHA-METHYL ESTER
- Boc-L-Glu(OBzl)-OMe
- Boc-L-Glutamic Acid 5-Benzyl 1-Methyl Ester
- BOC-L-GLUTAMIC ACID-GAMMA-BENZYL ALPHA-METHYL-DIESTER
- BOC-L-GLUTAMIC ACID GAMMA-BENZYL ESTER ALPHA-METHYL ESTER
- BOC-GLU(OBZL)-OME