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CAS No.: | 187960-74-3 |
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Name: | 3,5-BIS[2-(BOC-AMINO)ETHOXY]-BENZOIC ACID |
Article Data: | 8 |
Molecular Structure: | |
Formula: | C21H32 N2 O8 |
Molecular Weight: | 440.494 |
Synonyms: | 3,5-BIS[2-(BOC-AMINO)ETHOXY]-BENZOIC ACID |
Density: | 1.181±0.06 g/cm3(Predicted) |
Melting Point: | 125-127 °C |
Boiling Point: | 632.1±55.0 °C(Predicted) |
PSA: | 132.42000 |
LogP: | 3.97360 |
3,5-bis-(2-tert-butyloxycarbonylamino-ethoxy) methyl benzoate
3,5-bis[2-(tert-butoxycarbonylamino)ethoxy]benzoic acid
Conditions | Yield |
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With sodium hydroxide | 100% |
With sodium hydroxide In 1,4-dioxane; methanol; water for 5h; | 96% |
With water; sodium hydroxide In 1,4-dioxane; methanol for 5h; | 96% |
di-tert-butyl dicarbonate
3,5-bis[2-(tert-butoxycarbonylamino)ethoxy]benzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: NEt3 / CH2Cl2 / 27 h / 0 °C 2: 64 percent / K2CO3 / dimethylformamide / 16 h / 40 °C 3: 95 percent / Tesser's base / 4.5 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: triethylamine / dichloromethane / 24 h / 0 °C 2: potassium carbonate; N,N-dimethyl-formamide / 16 h / 50 °C 3: sodium hydroxide / water; methanol; 1,4-dioxane / 5 h View Scheme | |
Multi-step reaction with 3 steps 1: triethylamine / dichloromethane / 24 h / 0 °C 2: potassium carbonate / N,N-dimethyl-formamide / 16 h / 50 °C 3: sodium hydroxide; water / methanol; 1,4-dioxane / 5 h View Scheme |
1-carbomethoxy-3,5-dihydroxybenzene
3,5-bis[2-(tert-butoxycarbonylamino)ethoxy]benzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 64 percent / K2CO3 / dimethylformamide / 16 h / 40 °C 2: 95 percent / Tesser's base / 4.5 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: K2CO3 / dimethylformamide 2: NaOH View Scheme | |
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 50 °C 2: sodium hydroxide; water / methanol; 1,4-dioxane / 5 h View Scheme | |
Multi-step reaction with 2 steps 1.1: potassium iodide; potassium carbonate / acetone / 16 h / 65 °C / Inert atmosphere 2.1: sodium hydroxide / water; methanol / 2 h / 70 °C / Inert atmosphere 2.2: pH 3 / Inert atmosphere View Scheme |
3,5-Dihydroxybenzoic acid
3,5-bis[2-(tert-butoxycarbonylamino)ethoxy]benzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 3 steps 1: 90 percent / H2SO4 / Heating 2: 64 percent / K2CO3 / dimethylformamide / 16 h / 40 °C 3: 95 percent / Tesser's base / 4.5 h / 20 °C View Scheme | |
Multi-step reaction with 3 steps 1: sulfuric acid / Reflux 2: potassium carbonate; N,N-dimethyl-formamide / 16 h / 50 °C 3: sodium hydroxide / water; methanol; 1,4-dioxane / 5 h View Scheme | |
Multi-step reaction with 3 steps 1: sulfuric acid / Reflux 2: potassium carbonate / N,N-dimethyl-formamide / 16 h / 50 °C 3: sodium hydroxide; water / methanol; 1,4-dioxane / 5 h View Scheme |
2-(tert-butoxycarbonylamino)ethyl bromide
3,5-bis[2-(tert-butoxycarbonylamino)ethoxy]benzoic acid
Conditions | Yield |
---|---|
Multi-step reaction with 2 steps 1: 64 percent / K2CO3 / dimethylformamide / 16 h / 40 °C 2: 95 percent / Tesser's base / 4.5 h / 20 °C View Scheme | |
Multi-step reaction with 2 steps 1: K2CO3 / dimethylformamide 2: NaOH View Scheme | |
Multi-step reaction with 2 steps 1: potassium carbonate; N,N-dimethyl-formamide / 16 h / 50 °C 2: sodium hydroxide / water; methanol; 1,4-dioxane / 5 h View Scheme | |
Multi-step reaction with 2 steps 1: potassium carbonate / N,N-dimethyl-formamide / 16 h / 50 °C 2: sodium hydroxide; water / methanol; 1,4-dioxane / 5 h View Scheme | |
Multi-step reaction with 2 steps 1.1: potassium iodide; potassium carbonate / acetone / 16 h / 65 °C / Inert atmosphere 2.1: sodium hydroxide / water; methanol / 2 h / 70 °C / Inert atmosphere 2.2: pH 3 / Inert atmosphere View Scheme |
3,5-bis[2-(tert-butoxycarbonylamino)ethoxy]benzoic acid
3,5-Bis-{2-[3,5-bis-(2-tert-butoxycarbonylamino-ethoxy)-benzoylamino]-ethoxy}-benzoic acid methyl ester
Conditions | Yield |
---|---|
With BOP-peptide | 100% |
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate | 100% |
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 1.5h; | 95% |
3,5-bis[2-(tert-butoxycarbonylamino)ethoxy]benzoic acid
Conditions | Yield |
---|---|
With hydrogenchloride In diethyl ether; dichloromethane for 2h; | 100% |
With hydrogenchloride In diethyl ether; dichloromethane; water for 2h; | 100% |
O-benzylhydoxylamine hydrochloride
3,5-bis[2-(tert-butoxycarbonylamino)ethoxy]benzoic acid
N-(benzyloxy)-3,5-bis[2-(tert-butoxycarbonylamino)ethoxy]benzamide
Conditions | Yield |
---|---|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine In dichloromethane at 0 - 20℃; Inert atmosphere; | 86% |
3,5-bis[2-(tert-butoxycarbonylamino)ethoxy]benzoic acid
Conditions | Yield |
---|---|
With potassium fluoride; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; triethylamine In N,N-dimethyl-formamide at 20℃; for 5h; Substitution; | 84% |
Conditions | Yield |
---|---|
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 24h; Inert atmosphere; | 65% |
With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; Inert atmosphere; | 65% |