| Identification | Back Directory | [Name]
BOC-GLU(OBZL)-OME | [CAS]
59279-58-2 | [Synonyms]
BOC-GLU(OBZL)-OME
Boc-L-Glu(OBzl)-OMe
(Tert-Butoxy)Carbonyl Glu(OBzl)-OMe
Boc-L-glutamicacid-benzyla-methylester
Boc-L-Glutamic Acid 5-Benzyl 1-Methyl Ester
Boc-L-glutamic acid γ-benzyl α-methyl ester
BOC-L-GLUTAMIC ACID-Y-BENZYL A-METHYL-DIESTER
BOC-L-GLUTAMIC ACID-GAMMA-BENZYL ALPHA-METHYL-DIESTER
BOC-L-GLUTAMIC ACID .GAMMA.-BENZYL .ALPHA.-METHYL ESTER
BOC-L-GLUTAMIC ACID GAMMA-BENZYL ESTER ALPHA-METHYL ESTER
Boc-Glu(OBzl)-OMe Boc-L-glutaMic acid γ-benzyl α-Methyl ester
(S)-5-benzyl 1-methyl 2-(tert-butoxycarbonylamino)pentanedioate
5-benzyl 1-methyl (2S)-2-{[(tert-butoxy)carbonyl]amino}pentanedioate
N-α-(t-Butoxycarbonyl)-L-glutamic acid γ-benzyl ester α-methyl ester
N-ALPHA-T-BUTOXYCARBONYL-L-GLUTAMIC ACID GAMMA-BENZYL ESTER ALPHA-METHYL ESTER
L-Glutamic acid, N-[(1,1-dimethylethoxy)carbonyl]-, 1-methyl 5-(phenylmethyl) ester | [Molecular Formula]
C18H25NO6 | [MDL Number]
MFCD00190792 | [MOL File]
59279-58-2.mol | [Molecular Weight]
351.39 |
| Chemical Properties | Back Directory | [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 |
| Hazard Information | Back Directory | [Synthesis]
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 ). | [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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SynAsst Chemical.
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Shanghai GL Peptide Ltd.
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