Technology Process of (S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (S)-2-((2S,5S,7S,9S,10S,12R)-2-iodomethyl-2,10,12-trimethyl-1,6,8-trioxa-dispiro[4.1.5.3]pentadec-13-en-9-yl)-butyl ester
There total 13 articles about (S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (S)-2-((2S,5S,7S,9S,10S,12R)-2-iodomethyl-2,10,12-trimethyl-1,6,8-trioxa-dispiro[4.1.5.3]pentadec-13-en-9-yl)-butyl ester which
guide to synthetic route it.
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synthetic route:
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143924-97-4
(S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (S)-2-((2S,5S,7S,9S,10S,12R)-2-iodomethyl-2,10,12-trimethyl-1,6,8-trioxa-dispiro[4.1.5.3]pentadec-13-en-9-yl)-butyl ester
- Guidance literature:
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Multi-step reaction with 9 steps
1: 1.) n-BuLi / 1.) THF, hexane, -75 deg C, 1 h, 2.) -75 deg C, 0.5 h
2: 83 mg / Amberlite IR 120 (H+) / 1 h
3: hydrogen / Lindlar catalyst / hexane; ethyl acetate / 5 h
4: PPTS / CH2Cl2 / 0.2 h
5: 97 percent / NaH / tetrahydrofuran; paraffin / Ambient temperature
6: 91 percent / LiI, BF3*OEt2 / tetrahydrofuran / 1 h / -50 °C
7: 36 percent / iodine, (diacetoxyiodo)benzene / cyclohexane / 1.5 h / 18 °C / Irradiation
8: 2.5 mg / tetra-n-butylammonium fluoride / tetrahydrofuran
9: pyridine / CCl4 / Ambient temperature
With
pyridine; n-butyllithium; [bis(acetoxy)iodo]benzene; Amberlite IR 120 (H+); boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; iodine; pyridinium p-toluenesulfonate; sodium hydride; lithium iodide;
Lindlar's catalyst;
In
tetrahydrofuran; tetrachloromethane; hexane; dichloromethane; cyclohexane; ethyl acetate; paraffin;
DOI:10.1021/jo00048a009
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143924-97-4
(S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (S)-2-((2S,5S,7S,9S,10S,12R)-2-iodomethyl-2,10,12-trimethyl-1,6,8-trioxa-dispiro[4.1.5.3]pentadec-13-en-9-yl)-butyl ester
- Guidance literature:
-
Multi-step reaction with 7 steps
1: hydrogen / Lindlar catalyst / hexane; ethyl acetate / 5 h
2: PPTS / CH2Cl2 / 0.2 h
3: 97 percent / NaH / tetrahydrofuran; paraffin / Ambient temperature
4: 91 percent / LiI, BF3*OEt2 / tetrahydrofuran / 1 h / -50 °C
5: 36 percent / iodine, (diacetoxyiodo)benzene / cyclohexane / 1.5 h / 18 °C / Irradiation
6: 2.5 mg / tetra-n-butylammonium fluoride / tetrahydrofuran
7: pyridine / CCl4 / Ambient temperature
With
pyridine; [bis(acetoxy)iodo]benzene; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; iodine; pyridinium p-toluenesulfonate; sodium hydride; lithium iodide;
Lindlar's catalyst;
In
tetrahydrofuran; tetrachloromethane; hexane; dichloromethane; cyclohexane; ethyl acetate; paraffin;
DOI:10.1021/jo00048a009
-
-
143924-97-4
(S)-3,3,3-Trifluoro-2-methoxy-2-phenyl-propionic acid (S)-2-((2S,5S,7S,9S,10S,12R)-2-iodomethyl-2,10,12-trimethyl-1,6,8-trioxa-dispiro[4.1.5.3]pentadec-13-en-9-yl)-butyl ester
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 1.) n-BuLi / 1.) THF, hexane, -75 deg C, 1 h, 2.) -75 deg C, 0.5 h
2: 83 mg / Amberlite IR 120 (H+) / 1 h
3: hydrogen / Lindlar catalyst / hexane; ethyl acetate / 5 h
4: PPTS / CH2Cl2 / 0.2 h
5: 97 percent / NaH / tetrahydrofuran; paraffin / Ambient temperature
6: 91 percent / LiI, BF3*OEt2 / tetrahydrofuran / 1 h / -50 °C
7: 36 percent / iodine, (diacetoxyiodo)benzene / cyclohexane / 1.5 h / 18 °C / Irradiation
8: 2.5 mg / tetra-n-butylammonium fluoride / tetrahydrofuran
9: pyridine / CCl4 / Ambient temperature
With
pyridine; n-butyllithium; [bis(acetoxy)iodo]benzene; Amberlite IR 120 (H+); boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; iodine; pyridinium p-toluenesulfonate; sodium hydride; lithium iodide;
Lindlar's catalyst;
In
tetrahydrofuran; tetrachloromethane; hexane; dichloromethane; cyclohexane; ethyl acetate; paraffin;
DOI:10.1021/jo00048a009