Alternatived Products of [ 77290-47-2 ]
Product Details of [ 77290-47-2 ]
CAS No. : | 77290-47-2 |
MDL No. : | MFCD22384588 |
Formula : |
C13H13ClN2O3
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Boiling Point : |
- |
Linear Structure Formula : | - |
InChI Key : | - |
M.W : |
280.71
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Pubchem ID : | - |
Synonyms : |
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Safety of [ 77290-47-2 ]
Signal Word: | |
Class: | |
Precautionary Statements: | |
UN#: | |
Hazard Statements: | |
Packing Group: | |
Application In Synthesis of [ 77290-47-2 ]
* 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 [ 77290-47-2 ]
- 1
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[ 53924-05-3 ]
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[ 302-84-1 ]
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[ 108-24-7 ]
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[ 77290-47-2 ]
Yield | Reaction Conditions | Operation in experiment |
40% |
With acetic acid at 75℃; for 2h; |
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Stage #1: serin; acetic anhydride With acetic acid at 45℃; for 3h;
Stage #2: 7-chloro-1H-indole Heating; |
General procedure for the synthesis of N-acetyl-benztryptophan methyl ester (8)
General procedure: dl-Serine (2.0 mol equiv) was added to acetic acid (0.2 M) and acetic anhydride (9.5 mol equiv), and the mixture was stirred for 3 h at 45 °C. To the reaction mixture, compound 7 (1.0 mol equiv) was added and stirred under the conditions shown in Scheme 2. After pouring into water, the mixture was concentrated in vacuo, the residue was extracted with ethyl acetate. The combined organic layers were washed with 30% NaOH aq and brine, dried over sodium sulfate, and concentrated in vacuo. The residue was dissolved in methanol (0.37 M) and ethyl acetate (0.16 M), 2.0 M trimethylsilyldiazomethane in toluene solution (2.6 mol equiv) was added dropwise, and the mixture was stirred for 1 h. After the addition of acetic acid (4.0 mol equiv), the reaction mixture was extracted with ethyl acetate. The combined organic layers were washed with brine, dried over sodium sulfate, and concentrated in vacuo. The residue was purified by silica gel column chromatography (hexane-ethyl acetate) to give the product. |
Reference:
[1]Teng, Xin; Degterev, Alexei; Jagtap, Prakash; Xing, Xuechao; Choi, Sungwoon; Denu, Regine; Yuan, Junying; Cuny, Gregory D.
[Bioorganic and Medicinal Chemistry Letters, 2005, vol. 15, # 22, p. 5039 - 5044]
[2]Tanaka, Minoru; Li, Xin; Hikawa, Hidemasa; Suzuki, Takafumi; Tsutsumi, Katsuhiko; Sato, Masashi; Takikawa, Osamu; Suzuki, Hideharu; Yokoyama, Yuusaku
[Bioorganic and Medicinal Chemistry, 2013, vol. 21, # 5, p. 1159 - 1165]
- 2
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[ 77290-47-2 ]
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[ 153-97-9 ]
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