| Identification | Back Directory | [Name]
BOC-GLU(OME)-OH | [CAS]
45214-91-3 | [Synonyms]
BOC-GLU(OME)-OH
Boc-L-Glu(OMe)-OH
BOC-GLU(OME)-OH USP/EP/BP
Boc-Glu(OMe)-OH Boc-Glu(OMe)-OH
(Tert-Butoxy)Carbonyl Glu(OMe)-OH
BOC-L-GLUTAMIC ACID Y-METHYLESTER
N-Boc-L-glutamic acid-5-methylester
N-Boc-L-glutamicacid5-methylester,95%
BOC-L-GLUTAMIC ACID GAMMA-METHYL ESTER
Tert butoxycarbonyl-glutamine-5-methyl ester
N-ALPHA-BOC-L-GLUTAMIC ACID GAMMA-METHYL ESTER
Boc-Glu(OMe)-OH Boc-L-glutaMic acid γ-Methyl ester
N-α-(t-Butoxycarbonyl)-L-glutamic acid γ-methyl ester
N-ALPHA-T-BUTOXYCARBONYL-L-GLUTAMIC ACID GAMMA-METHYL ESTER
(S)-2-(tert-butoxycarbonylamino)-5-methoxy-5-oxopentanoic acid
L-GlutaMic acid,N-[(1,1-diMethylethoxy)carbonyl]-, 5-Methyl ester
(2S)-5-methoxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopentanoicaci
(2S)-5-methoxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]-5-oxopentanoic acid | [Molecular Formula]
C11H19NO6 | [MDL Number]
MFCD00190794 | [MOL File]
45214-91-3.mol | [Molecular Weight]
261.27 |
| Chemical Properties | Back Directory | [Melting point ]
74-77 °C | [Boiling point ]
428.4±40.0 °C(Predicted) | [density ]
1.182±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,2-8°C | [solubility ]
Chloroform (Sparingly), Methanol (Slightly) | [form ]
Solid | [pka]
3.82±0.10(Predicted) | [color ]
White | [InChI]
InChI=1S/C11H19NO6/c1-11(2,3)18-10(16)12-7(9(14)15)5-6-8(13)17-4/h7H,5-6H2,1-4H3,(H,12,16)(H,14,15)/t7-/m0/s1 | [InChIKey]
OHYMUFVCRVPMEY-ZETCQYMHSA-N | [SMILES]
C(O)(=O)[C@H](CCC(OC)=O)NC(OC(C)(C)C)=O |
| Hazard Information | Back Directory | [Uses]
N-Boc-L-glutamic Acid 5-Methyl Ester is an intermediate used in the synthesis of Isodesmosine Chloride Hydrate (Synthetic) (I815051), which is a component of elastin and also it is extremely hygroscopic and must be stored over a desiccant such as silica gel. | [Synthesis]
In a round-bottomed flask, triethylamine (188 g, 1.86 mol, 1.0 eq.) was slowly added dropwise to a stirred mixed solution containing di-tert-butyl dicarbonate (162 g, 0.744 mol, 1.2 eq.) and L-glutamic acid-5-methyl ester (100 g, 0.62 mol, 1.0 eq.) in a solvent consisting of a mixture of water (500 mL) and 1,4-dioxane (500 mL) in a solvent mixture of water (500 mL) and 1,4-dioxane (500 mL). The reaction mixture was stirred continuously for 18 hours at room temperature. Upon completion of the reaction, the reaction solution was extracted with methyl tert-butyl ether (MTBE, 500 mL x 2). The aqueous phase was cooled in an ice bath and the pH was carefully adjusted to 3 by slowly adding 10% citric acid solution.Subsequently, the carbamate product in the aqueous phase was extracted with ethyl acetate (500 mL × 2). The organic phases were combined, washed with saturated brine, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to afford (S)-2-((tert-butoxycarbonyl)amino)-5-methoxy-5-oxopentanoic acid (Compound A4-2) as a clear viscous oil (180 g, 100% yield). Mass spectrometry (MS-ESI) analysis showed [M + 1]+ m/z 262.1. | [References]
[1] Patent: WO2018/67422, 2018, A1. Location in patent: Page/Page column 47
[2] Bioorganic and Medicinal Chemistry Letters, 2007, vol. 17, # 13, p. 3793 - 3797
[3] Patent: US2010/184805, 2010, A1. Location in patent: Page/Page column 33-34
[4] Chemical Communications, 2001, # 8, p. 717 - 718
[5] Patent: US2016/16890, 2016, A1. Location in patent: Paragraph 0165-0166 |
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