Alternatived Products of [ 253685-27-7 ]
Product Details of [ 253685-27-7 ]
CAS No. : | 253685-27-7 |
MDL No. : | MFCD02259265 |
Formula : |
C25H50NO8P
|
Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | KKOSJVWUOHEQKA-HSZRJFAPSA-N |
M.W : |
523.64
|
Pubchem ID : | 9546803 |
Synonyms : |
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Safety of [ 253685-27-7 ]
Application In Synthesis of [ 253685-27-7 ]
* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.
- Downstream synthetic route of [ 253685-27-7 ]
- 1
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[ 253685-27-7 ]
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[ 1456625-91-4 ]
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[ 1456625-92-5 ]
Yield | Reaction Conditions | Operation in experiment |
77% |
With N-ethyl-N,N-diisopropylamine In chloroform at 20℃; |
1.2a Example 1.2a:
General procedure: Preparation of compound 7a: 6-[Bis[2-[(1,1-dimethyl)ethoxy]-2-oxoethyl]amino]-6-[(13R)-10-hydroxy-10-oxido-5,16-dioxo-13-(1-oxodecyl)oxy]-9,11,15-trioxa-6-aza-10-phosphapentacos-1-yl]-tetrahydro-1H-1,4-diazepine-1,4(5H)-diacetic acid bis[(1,1-dimethyl)ethyl]ester Starting materials: Compound 6 (797 mg; 1.04 mmol); 1,2-didecanoyl-sn-glycero-3-phosphoethanolamine (543 mg; 1.04 mmol) Compound 7a (937 mg; 0.796 mmol). Yield 77%. Analytical data: HPLC-ELSD: ELSD 100% (area %); UV 89.1% (area %) Mr: 1177.50 (C59H109N4O17P) 1H- and 13C-NMR and MS are compatible with the structure |
77% |
With N-ethyl-N,N-diisopropylamine In chloroform at 20℃; |
1.2a Preparation of compounds 7(a-c)
General procedure: General Procedure. Compound 6 ( 1 eq) was dissolved in CHCl3 (concentration 1% w/v) . The suitable phosphoethanolamine (leq) (l,2-didecanoyl-sn-glycero-3- phosphoethanolamine, DLPE or DPPE) and diisopropylethylamine (DIPEA) ( 1 .7 eq ) were added in this order. The solution was stirred at room temperature from 3h to 24h. The mixture was washed subsequently with H2O (1 x 50 mL), acidic H20 (pH 4-5 with HQ; 1 x 50 mL) and H2O (1 x 50 mL). The organic phase was dried (Na2SO4), filtered and evaporated . The crude thus obtained was purified by flash chromatography to give compounds 7(a-c) as a white solid . |
- 2
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[ 253685-27-7 ]
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[ 1456625-91-4 ]
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6-[bis[2-[(1,1-dimethyl)ethoxy]-2-oxoethyl]amino]-6-[(13R)-10-hydroxy-10-oxido-5,16-dioxo-13-(1-oxodecyl)oxy-9,11,15-trioxa-6-aza-10-phosphapentacos-1-yl]tetrahydro-1H-1,4-diazepine-1,4(5H)-diacetic acid bis[(1,1-dimethyl)ethyl] ester
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
77% |
With N-ethyl-N,N-diisopropylamine In chloroform at 20℃; for 3 - 24h; |
1.2a Example 1.2: Preparation of compounds 7 a-c. Genera I procedure.
Example 1.2: Preparation of compounds 7 a-c. General procedure.Compound 6 (1 eq) was dissolved in CHCI3 (concentration 1% w/v). Asuitable phosphoethanolamine (1eq) (1,2-didecanoyl-sn-glycero-3-phosphoethanolamine, 1,2-d uroyl-sn-glycero-3-phosphoethanolamineDLPE or dipalmitoyl-sn-glycero- phosphoethanolam D P P E) and diisopropylethylamine (DIPEA) (1.7 eq) were added in this order. Thesolution was stirred at room temperature from 3h to 24h. The mixture wassequentially washed with H20 (1 x 50 mL), acidified H20 (pH 4-5 with HCI;1 x 50 mL) and H20 (1 x 50 mL). The organic phase was dried (Na2S04),filtered and evaporated. The crude material thus obtained was purified by flash chromatography to give compounds 7a-c as a white solid material. Esempio 1.2a: Preparation of Compound 7a:6-[Bis[2-[(1,1-dimethyl)ethoxy]-2-oxoethyl]amino]-6-[(13R)-10-hydroxy-10-oxido-5,16-dioxo-13-(1-oxodecyl)oxy]-9,11,15-trioxa-6-aza-10-phosphapentacos-1-yl]tetrahydro-1H-1,4-diazepine-1,4(5H)-diacetic acid bis[(1,1-dimethyl)ethyl] esterReagents: Compound 6 (797 mg; 1.04 mmol); 1,2-didecanoyl-sn-glycero-3-phosphoethanolamine (543 mg; 1.04 mmol).Compound 7a (937 mg; 0.796 mmol). Yield 77%.Analytical data: HPLC-ELSD: 100% (area%);Mr: 1177.50 (C59H109N4017P)1H-and 13C-NMR and MS are compatible with the structure. |
- 3
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[ 1393934-03-6 ]
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[ 253685-27-7 ]
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10-[(1S)(12R)-1-[[(1,1-dimethyl)ethoxy]carbonyl-9-hydroxy-9-oxido-4,15-dioxo-12-(1-oxodecyl)oxy]-8,10,14-trioxa-5-aza-9-phosphatetracos-1-yl]-1,4,7,10-tetraazacyclododecane-1,4,7-triacetic acid tris [(1,1-dimethyl)ethyl] ester
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
63% |
With N-ethyl-N,N-diisopropylamine In chloroform at 20℃; for 72h; |
7.2b Esempio 7.2b: Preparation of 10-[(1S)(12R)-1-[[(1,1-dimethyl)ethoxy]carbonyl]-9-hydroxy-9-oxido-4,15-dioxo-12-(1-oxodecyl)oxy]-8,10,14-trioxa-5-aza-9-phosphatetracos-1-yl]-25 1,4,7-tetraazacyclododecane-1,4,7-triacetic acid tris [(1,1-dimethyl)ethyl] ester (35b)
1,2-didecanoyl-sn-glycero-3-phosphoethanolamine (0.500 g; 0.955 mmol)and DIPEA [ ] (276 1-JL; 1.62 mmol) were sequentially added to a solution ofcompound 34 (0.762 g; 0.995 mmol) in CHCI3 (25 mL) and the solution was kept under stirring at room temperature for 22 h. The reaction mixture wassequentially washed with H20 (1 x 50 mL), acidic H20 (pH 4-5 with HCI, 1 x50 mL) and H20 (1 x 50 mL), dried (Na2S04) and evaporated, and the so-obtained crude residue was purified by flash chromatography to obtaincompound 35b (0,725 g; 6.01 mmol). Yield 63%.Analytical dataHPLC-ELSD: 79.7% (area%)5 Mr: 1205.53 (C60H111N5017P)1H-and 13C-NMR and MS are compatible with the structure. |