Alternatived Products of [ 76684-89-4 ]
Product Details of [ 76684-89-4 ]
CAS No. : | 76684-89-4 |
MDL No. : | MFCD00132882 |
Formula : |
C15H26N2O5
|
Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | SCMSYZJDIQPSDI-SRVKXCTJSA-N |
M.W : |
314.38
|
Pubchem ID : | 123664 |
Synonyms : |
Loxistatin acid;NSC 694279;EP 475
|
Application In Synthesis of [ 76684-89-4 ]
* 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 [ 76684-89-4 ]
- 1
-
[ 624-76-0 ]
-
[ 76684-89-4 ]
-
[ 140660-49-7 ]
Yield | Reaction Conditions | Operation in experiment |
98% |
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 3h; |
|
- 2
-
[ 115-20-8 ]
-
[ 76684-89-4 ]
-
[ 140676-34-2 ]
Yield | Reaction Conditions | Operation in experiment |
91% |
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 3h; |
|
- 3
-
[ 23032-21-5 ]
-
[ 76684-89-4 ]
-
[ 140660-57-7 ]
Yield | Reaction Conditions | Operation in experiment |
89% |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 3h; |
|
- 4
-
[ 371-62-0 ]
-
[ 76684-89-4 ]
-
[ 140660-46-4 ]
Yield | Reaction Conditions | Operation in experiment |
75% |
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 3h; |
|
- 5
-
[ 75-89-8 ]
-
[ 76684-89-4 ]
-
[ 140660-50-0 ]
Yield | Reaction Conditions | Operation in experiment |
90% |
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 3h; |
|
- 6
-
[ 75-80-9 ]
-
[ 76684-89-4 ]
-
[ 140660-51-1 ]
- 7
-
[ 17849-38-6 ]
-
[ 76684-89-4 ]
-
[ 140660-52-2 ]
Yield | Reaction Conditions | Operation in experiment |
96% |
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 3h; |
|
- 8
-
[ 20776-45-8 ]
-
[ 76684-89-4 ]
-
[ 140660-60-2 ]
Yield | Reaction Conditions | Operation in experiment |
88% |
With 4-methyl-morpholine; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride; benzotriazol-1-ol In tetrahydrofuran at 0 - 20℃; for 25h; |
|
- 9
-
[ 21685-51-8 ]
-
[ 76684-89-4 ]
-
[ 140660-56-6 ]
Yield | Reaction Conditions | Operation in experiment |
90% |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 3h; |
|
- 10
-
[ 53157-48-5 ]
-
[ 76684-89-4 ]
-
[ 140660-54-4 ]
Yield | Reaction Conditions | Operation in experiment |
|
With dmap; TEA; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride 1.) CH2Cl2, 0 deg C, 20 min, 2.) CH2Cl2, RT, 24 h; Yield given. Multistep reaction; |
|
- 11
-
[ 53157-50-9 ]
-
[ 76684-89-4 ]
-
[ 140660-55-5 ]
Yield | Reaction Conditions | Operation in experiment |
|
With dmap; TEA; bis-(2-oxo-3-oxazolidinyl)phosphoryl chloride 1.) CH2Cl2, 0 deg C, 20 min, 2.) CH2Cl2, RT, 24 h; Yield given. Multistep reaction; |
|
- 12
-
[ 88321-09-9 ]
-
[ 76684-89-4 ]
- 13
-
[ 111507-07-4 ]
-
[ 76684-89-4 ]
-
[ 140849-90-7 ]
Yield | Reaction Conditions | Operation in experiment |
78% |
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 3h; |
|
- 14
-
[ 117611-44-6 ]
-
[ 76684-89-4 ]
-
[ 140660-53-3 ]
Yield | Reaction Conditions | Operation in experiment |
77% |
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 3h; |
|
- 15
-
[ 76684-89-4 ]
-
[ 107-07-3 ]
-
[ 140660-47-5 ]
Yield | Reaction Conditions | Operation in experiment |
80% |
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 3h; |
|
- 16
-
[ 76684-89-4 ]
-
[ 540-51-2 ]
-
[ 140660-48-6 ]
Yield | Reaction Conditions | Operation in experiment |
89% |
With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 0 - 20℃; for 3h; |
|
- 17
-
[ 2687-43-6 ]
-
[ 76684-89-4 ]
-
[ 179082-53-2 ]
Yield | Reaction Conditions | Operation in experiment |
|
With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide 1.) DMF, 30 min, 2.) DMF, from 0 deg C to RT, 5 h; Yield given. Multistep reaction; |
|
- 18
-
[ 76684-89-4 ]
-
[ 543-27-1 ]
-
C20H34N2O7
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
With 4-methyl-morpholine In ethyl acetate; N,N-dimethyl-formamide at -20 - -15℃; for 0.166667h; |
|
- 19
-
[ 915697-62-0 ]
-
[ 76684-89-4 ]
Yield | Reaction Conditions | Operation in experiment |
53% |
With potassium hydroxide In ethanol at 0℃; for 0.5h; |
|
- 20
-
[ 915697-59-5 ]
-
[ 76684-89-4 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1: 70 percent / MCPBA / CHCl3 / 50 °C
2: 53 percent / KOH / ethanol / 0.5 h / 0 °C |
|
- 21
-
[ 915697-61-9 ]
-
[ 76684-89-4 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 3 steps
1: 76 percent / EDCI; HOBt; NMM / CH2Cl2
2: 70 percent / MCPBA / CHCl3 / 50 °C
3: 53 percent / KOH / ethanol / 0.5 h / 0 °C |
|
- 22
-
[ 915697-54-0 ]
-
[ 76684-89-4 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 4 steps
1: 76 percent / LiOH; H2O / tetrahydrofuran; methanol / 0 °C
2: 76 percent / EDCI; HOBt; NMM / CH2Cl2
3: 70 percent / MCPBA / CHCl3 / 50 °C
4: 53 percent / KOH / ethanol / 0.5 h / 0 °C |
|
- 23
-
[ 107-85-7 ]
-
[ 76684-89-4 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 3 steps
1: 76 percent / EDCI; HOBt; NMM / CH2Cl2
2: 70 percent / MCPBA / CHCl3 / 50 °C
3: 53 percent / KOH / ethanol / 0.5 h / 0 °C |
|
|
Multi-step reaction with 4 steps
1: benzotriazol-1-ol; dicyclohexyl-carbodiimide / ethyl acetate / 4 h / 3 - 20 °C
2: hydrogenchloride / ethyl acetate / 2.5 h / 20 °C
3: benzotriazol-1-ol; dicyclohexyl-carbodiimide / ethyl acetate / 15 h / 0 - 20 °C
4: potassium hydroxide / 5 h / Heating |
|
Reference:
[1]Lygo, Barry; Gardiner, Stuart D.; To, Daniel C. M.
[Synlett, 2006, # 13, p. 2063 - 2066]
[2]Yu, Ying-Ying; Sun, Wei; Dong, Lei; Liu, Hai-Dong; Jiang, Dan; Xiao, Jun-Hai; Yang, Xiao-Hong; Li, Song
[Chinese Chemical Letters, 2013, vol. 24, # 8, p. 715 - 718]
- 24
-
[ 13139-15-6 ]
-
[ 76684-89-4 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 5 steps
1: N-methylmorpholine / ethyl acetate / 0.33 h
2: N-methylmorpholine / ethyl acetate
3: 100 percent / 4N HCl / dioxane / 0.75 h / Ambient temperature
4: N-methylmorpholine / ethyl acetate
5: 84 percent / 1N NaOH / ethanol / 1 h / 0 - 20 °C |
|
|
Multi-step reaction with 4 steps
1: benzotriazol-1-ol; dicyclohexyl-carbodiimide / ethyl acetate / 4 h / 3 - 20 °C
2: hydrogenchloride / ethyl acetate / 2.5 h / 20 °C
3: benzotriazol-1-ol; dicyclohexyl-carbodiimide / ethyl acetate / 15 h / 0 - 20 °C
4: potassium hydroxide / 5 h / Heating |
|
Reference:
[1]Meara, Joseph P.; Rich, Daniel H.
[Journal of Medicinal Chemistry, 1996, vol. 39, # 17, p. 3357 - 3366]
[2]Yu, Ying-Ying; Sun, Wei; Dong, Lei; Liu, Hai-Dong; Jiang, Dan; Xiao, Jun-Hai; Yang, Xiao-Hong; Li, Song
[Chinese Chemical Letters, 2013, vol. 24, # 8, p. 715 - 718]
- 25
-
[ 66866-44-2 ]
-
[ 76684-89-4 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 4 steps
1: N-methylmorpholine / ethyl acetate
2: 100 percent / 4N HCl / dioxane / 0.75 h / Ambient temperature
3: N-methylmorpholine / ethyl acetate
4: 84 percent / 1N NaOH / ethanol / 1 h / 0 - 20 °C |
|
- 26
-
[ 84851-37-6 ]
-
[ 76684-89-4 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1: N-methylmorpholine / ethyl acetate
2: 84 percent / 1N NaOH / ethanol / 1 h / 0 - 20 °C |
|
- 27
-
[ 84863-67-2 ]
-
[ 76684-89-4 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 3 steps
1: 100 percent / 4N HCl / dioxane / 0.75 h / Ambient temperature
2: N-methylmorpholine / ethyl acetate
3: 84 percent / 1N NaOH / ethanol / 1 h / 0 - 20 °C |
|
|
Multi-step reaction with 3 steps
1: hydrogenchloride / ethyl acetate / 2.5 h / 20 °C
2: benzotriazol-1-ol; dicyclohexyl-carbodiimide / ethyl acetate / 15 h / 0 - 20 °C
3: potassium hydroxide / 5 h / Heating |
|
Reference:
[1]Meara, Joseph P.; Rich, Daniel H.
[Journal of Medicinal Chemistry, 1996, vol. 39, # 17, p. 3357 - 3366]
[2]Yu, Ying-Ying; Sun, Wei; Dong, Lei; Liu, Hai-Dong; Jiang, Dan; Xiao, Jun-Hai; Yang, Xiao-Hong; Li, Song
[Chinese Chemical Letters, 2013, vol. 24, # 8, p. 715 - 718]
- 28
-
[ 76684-89-4 ]
-
(2S,3S)-3-Acetyl-oxirane-2-carboxylic acid [(S)-3-methyl-1-(3-methyl-butylcarbamoyl)-butyl]-amide
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 3 steps
1: N-methylmorpholine / ethyl acetate; dimethylformamide / 0.17 h / -20 - -15 °C
2: ethyl acetate; dimethylformamide; diethyl ether / 0.5 h / Ambient temperature
3: 58 percent / aq. HI / CHCl3 / 0.5 h / 5 °C |
|
- 29
-
[ 76684-89-4 ]
-
(2S,3S)-Oxirane-2,3-dicarboxylic acid 2-hydroxyamide 3-[(S)-3-methyl-1-(3-methyl-butylcarbamoyl)-butyl]-amide}
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1: 1.) HOBt, ethyl dimethylpropylamine carbodiimide, 2.) N-methylmorpholine / 1.) DMF, 30 min, 2.) DMF, from 0 deg C to RT, 5 h
2: 63 percent / H2 / 10percent Pd/C / methanol / 1 h |
|
- 30
-
[ 76684-89-4 ]
-
[ 179082-55-4 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1: N-methylmorpholine / ethyl acetate; dimethylformamide / 0.17 h / -20 - -15 °C
2: ethyl acetate; dimethylformamide; diethyl ether / 0.5 h / Ambient temperature |
|
- 31
-
[ 76684-89-4 ]
-
[ 140660-58-8 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1: 88 percent / HOBT, N-methylmorpholine, BOP-Cl / tetrahydrofuran / 25 h / 0 - 20 °C
2: 96 percent / H2 / 10percent Pd/C / ethanol / 4 h |
|
Yield | Reaction Conditions | Operation in experiment |
|
With cruzain In dimethyl sulfoxide at 25℃; for 0.0833333h; |
|
- 33
-
[ 84851-37-6 ]
-
[ 76684-89-4 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1: benzotriazol-1-ol; dicyclohexyl-carbodiimide / ethyl acetate / 15 h / 0 - 20 °C
2: potassium hydroxide / 5 h / Heating |
|
Reference:
[1]Yu, Ying-Ying; Sun, Wei; Dong, Lei; Liu, Hai-Dong; Jiang, Dan; Xiao, Jun-Hai; Yang, Xiao-Hong; Li, Song
[Chinese Chemical Letters, 2013, vol. 24, # 8, p. 715 - 718]
- 34
-
[ 955370-01-1 ]
-
[ 76684-89-4 ]
-
C22H40N4O6
[ No CAS ]
- 35
-
[ 76684-89-4 ]
-
[ 737001-67-1 ]
-
C23H42N4O6
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 3h; |
|
Reference:
[1]Radzey, Hanna; Rethmeier, Markus; Klimpel, Dennis; Grundhuber, Maresa; Sommerhoff, Christian P.; Schaschke, Norbert
[ChemMedChem, 2013, vol. 8, # 8, p. 1314 - 1321]
- 36
-
[ 457897-22-2 ]
-
[ 76684-89-4 ]
-
C24H44N4O6
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 3h; |
|
Reference:
[1]Radzey, Hanna; Rethmeier, Markus; Klimpel, Dennis; Grundhuber, Maresa; Sommerhoff, Christian P.; Schaschke, Norbert
[ChemMedChem, 2013, vol. 8, # 8, p. 1314 - 1321]
- 37
-
[ 1451983-25-7 ]
-
[ 76684-89-4 ]
-
C25H46N4O6
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 3h; |
|
Reference:
[1]Radzey, Hanna; Rethmeier, Markus; Klimpel, Dennis; Grundhuber, Maresa; Sommerhoff, Christian P.; Schaschke, Norbert
[ChemMedChem, 2013, vol. 8, # 8, p. 1314 - 1321]
- 38
-
[ 76684-89-4 ]
-
[ 259870-73-0 ]
-
C26H48N4O6
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 3h; |
|
Reference:
[1]Radzey, Hanna; Rethmeier, Markus; Klimpel, Dennis; Grundhuber, Maresa; Sommerhoff, Christian P.; Schaschke, Norbert
[ChemMedChem, 2013, vol. 8, # 8, p. 1314 - 1321]
- 39
-
[ 76684-89-4 ]
-
[ 175233-53-1 ]
-
C23H42N4O6
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 3h; |
|
Reference:
[1]Radzey, Hanna; Rethmeier, Markus; Klimpel, Dennis; Grundhuber, Maresa; Sommerhoff, Christian P.; Schaschke, Norbert
[ChemMedChem, 2013, vol. 8, # 8, p. 1314 - 1321]
- 40
-
[ 76684-89-4 ]
-
1-(2-methylpropyl)hydrazinecarboxylic acid tert-butyl ester
[ No CAS ]
-
C24H44N4O6
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 3h; |
|
Reference:
[1]Radzey, Hanna; Rethmeier, Markus; Klimpel, Dennis; Grundhuber, Maresa; Sommerhoff, Christian P.; Schaschke, Norbert
[ChemMedChem, 2013, vol. 8, # 8, p. 1314 - 1321]
- 41
-
[ 76684-89-4 ]
-
hydrazinecarboxylic acid tert-butyl ester hydrochloride
[ No CAS ]
-
C20H36N4O6
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
With benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride In dichloromethane at 20℃; for 3h; |
|
Reference:
[1]Radzey, Hanna; Rethmeier, Markus; Klimpel, Dennis; Grundhuber, Maresa; Sommerhoff, Christian P.; Schaschke, Norbert
[ChemMedChem, 2013, vol. 8, # 8, p. 1314 - 1321]
- 42
-
[ 21075-83-2 ]
-
[ 76684-89-4 ]
-
C21H38N4O6
[ No CAS ]
Yield | Reaction Conditions | Operation in experiment |
|
With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine In dichloromethane at 20℃; for 3h; |
|
Reference:
[1]Radzey, Hanna; Rethmeier, Markus; Klimpel, Dennis; Grundhuber, Maresa; Sommerhoff, Christian P.; Schaschke, Norbert
[ChemMedChem, 2013, vol. 8, # 8, p. 1314 - 1321]
- 43
-
[ 76684-89-4 ]
-
[ 1451982-40-3 ]
Yield | Reaction Conditions | Operation in experiment |
|
Multi-step reaction with 2 steps
1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 3 h / 20 °C
2: trifluoroacetic acid / water / 0.5 h / 20 °C |
|
Reference:
[1]Radzey, Hanna; Rethmeier, Markus; Klimpel, Dennis; Grundhuber, Maresa; Sommerhoff, Christian P.; Schaschke, Norbert
[ChemMedChem, 2013, vol. 8, # 8, p. 1314 - 1321]