Alternatived Products of [ 167102-62-7 ]
Product Details of [ 167102-62-7 ]
CAS No. : | 167102-62-7 |
MDL No. : | MFCD09878778 |
Formula : |
C13H24N2O5
|
Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
288.34
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Pubchem ID : | - |
Synonyms : |
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Safety of [ 167102-62-7 ]
Application In Synthesis of [ 167102-62-7 ]
* 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 [ 167102-62-7 ]
- 1
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[ 77-76-9 ]
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[ 167102-61-6 ]
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[ 167102-62-7 ]
Yield | Reaction Conditions | Operation in experiment |
98% |
With pyridinium p-toluenesulfonate; In benzene; at 75 - 85℃; for 5.0h;Dean-Stark; |
A suspension of (R)-i
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170 g |
With boron trifluoride diethyl etherate; In acetone; at 25 - 30℃; for 0.05h; |
(R)-Tert-b ty (3-hydroxy- 1 -(methoxy(methyl)amino)- 1 -oxopropan-2-yl)carbamate (150 gms) and acetone (1995 ml) were charged into a round bottom flask. 2,2- Dimethoxypropane (530 gms / 627 ml) was added to the mixture and stirred for 15 min. Bo- ron trifluoride etherate (5.65 gms) was added to the reaction mixture at 25-30C and stirred for 3 hrs. Triethylamine (2.01 ml) was added to the above reaction mixture and stirred for 15 min. Distilled off the solvent completely from reaction mixture under reduced pressure to get the title compound. (Yield: 170.0 gms). |
Reference:
[1]Journal of the American Chemical Society,2013,vol. 135,p. 12964 - 12967
[2]Patent: WO2017/180794,2017,A1 .Location in patent: Page/Page column 63; 64
[3]Tetrahedron,1995,vol. 51,p. 8121 - 8134
[4]Synthesis,1998,p. 1707 - 1709
[5]Journal of the American Chemical Society,2008,vol. 130,p. 2351 - 2364
[6]Tetrahedron Asymmetry,2013,vol. 24,p. 1233 - 1239
[7]Patent: WO2019/82209,2019,A1 .Location in patent: Page/Page column 27; 28
- 2
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[ 167102-62-7 ]
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[ 95715-87-0 ]
Yield | Reaction Conditions | Operation in experiment |
100% |
With lithium aluminium tetrahydride In tetrahydrofuran at 0℃; for 0.5h; |
|
100% |
With lithium aluminium tetrahydride In 2-methyltetrahydrofuran at 0℃; |
|
92% |
With lithium aluminium tetrahydride In tetrahydrofuran for 2.33333h; Inert atmosphere; Cooling; |
|
100 g |
With sodium bis(2-methoxyethoxy)aluminium dihydride In toluene at 0 - 30℃; for 3h; |
13 Example-13: Preparation of (R)-tert-butyl 4-formyl-2,2-dimethyloxazolidine-3- carboxylate.
Tert-b ty 4-(methoxy(methyl)carbamoyl)-2,2-dimethyloxazolidine-3-carboxylate (170 gms) was added to toluene (870 ml) at 25-30°C and stirred for 15 min. Cooled the reaction mixture to 0-5°C. Sodium bis(2-methoxyethoxy)aluminum hydride (348.7 ml) was slowly added to the reaction mixture at 0-5°C and stirred for 3 hrs at the same temperature. The obtained reaction mixture was slowly added to a pre-cooled aqueous sodium potassium tartrate solution (100 gms in 1044 ml of water). Heated the reaction mixture to 25-30°C and stirred for 45 min. Filtered the reaction mixture through hyflow bed and washed the bed with toluene. Separated the both organic and aqueous layers. Distilled off the solvent completely from the organic layer under reduced pressure to get the title compound. (Yield: 100.0 gms). |
Reference:
[1]Campbell, Andrew D.; Raynham, Tony M.; Taylor, Richard J. K.
[Synthesis, 1998, # 12, p. 1707 - 1709]
[2]Bungard, Christopher J.; Williams, Peter D.; Schulz, Jurgen; Wiscount, Catherine M.; Holloway, M. Katharine; Loughran, H. Marie; Manikowski, Jesse J.; Su, Hua-Poo; Bennett, David J.; Chang, Lehua; Chu, Xin-Jie; Crespo, Alejandro; Dwyer, Michael P.; Keertikar, Kartik; Morriello, Gregori J.; Stamford, Andrew W.; Waddell, Sherman T.; Zhong, Bin; Hu, Bin; Ji, Tao; Diamond, Tracy L.; Bahnck-Teets, Carolyn; Carroll, Steven S.; Fay, John F.; Min, Xu; Morris, William; Ballard, Jeanine E.; Miller, Michael D.; McCauley, John A.
[ACS Medicinal Chemistry Letters, 2017, vol. 8, # 12, p. 1292 - 1297]
[3]Cortes-Clerget, Margery; Gager, Olivier; Monteil, Maelle; Pirat, Jean-Luc; Migianu-Griffoni, Evelyne; Deschamp, Julia; Lecouvey, Marc
[Advanced Synthesis and Catalysis, 2016, vol. 358, # 1, p. 34 - 40]
[4]Current Patent Assignee: MSN LABORATORIES PRIVATE LIMITED - WO2019/82209, 2019, A1
Location in patent: Page/Page column 28
- 3
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[ 19578-68-8 ]
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[ 167102-62-7 ]
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[ 488835-95-6 ]
Yield | Reaction Conditions | Operation in experiment |
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Stage #1: 4-(4-benzyloxyphenyl) iodide With magnesium In diethyl ether at 25℃;
Stage #2: (R)-N,O-isopropylidenyl-2-(N-tert-butyloxycarbonylamino)-3-oxo-propanamide-N,O-dimethyl-hydroxyamine In diethyl ether |
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With magnesium In diethyl ether at 25℃; |
8.11.a
The synthesis of ketone derivatives:39a-b is outlmed m acnemc 11. Serine was converted in three steps into Weinreb's hydroxamate 36; whose condensation with the Grignard reagent 4-benzyloxyphenyl magnesium iodide proceeded to give the expected ketone 37 in modest yield. TFA deprotection afforded the ammonium salt 38, which underwent selective acylation followed by phosphorylation. TFA deprotection provided ketones 39a-b. |
Reference:
[1]Heasley, Brian H.; Jarosz, Renata; Lynch, Kevin R.; Macdonald, Timothy L.
[Bioorganic and Medicinal Chemistry Letters, 2004, vol. 14, # 11, p. 2735 - 2740]
[2]Current Patent Assignee: UNIVERSITY OF VIRGINIA - WO2005/115150, 2005, A2
Location in patent: Page/Page column 95-96
- 4
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[ 660852-86-8 ]
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[ 6638-79-5 ]
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[ 167102-62-7 ]
- 5
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[ 77-76-9 ]
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[ 67-64-1 ]
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[ 167102-61-6 ]
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[ 167102-62-7 ]