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3,5-bis-trifluoromethyl-benzenesulfonic acid 9-(2-benzyloxy-ethyl)-8-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-ylmethyl ester

Base Information
  • Chemical Name:3,5-bis-trifluoromethyl-benzenesulfonic acid 9-(2-benzyloxy-ethyl)-8-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-ylmethyl ester
  • CAS No.:926653-33-0
  • Molecular Formula:C40H50F6O8SSi
  • Molecular Weight:832.974
  • Hs Code.:
3,5-bis-trifluoromethyl-benzenesulfonic acid 9-(2-benzyloxy-ethyl)-8-(<i>tert</i>-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-ylmethyl ester

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Chemical Property of 3,5-bis-trifluoromethyl-benzenesulfonic acid 9-(2-benzyloxy-ethyl)-8-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-ylmethyl ester
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Technology Process of 3,5-bis-trifluoromethyl-benzenesulfonic acid 9-(2-benzyloxy-ethyl)-8-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-ylmethyl ester

There total 26 articles about 3,5-bis-trifluoromethyl-benzenesulfonic acid 9-(2-benzyloxy-ethyl)-8-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-2,3,4,7,8,9-hexahydro-oxonin-2-ylmethyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:
Guidance literature:
Multi-step reaction with 25 steps
1.1: 81 percent / n-BuLi; BF3*OEt2 / tetrahydrofuran / -78 °C
2.1: 88 percent / TEA; DMAP / CH2Cl2 / 0 °C
3.1: TBAF / tetrahydrofuran
3.2: 91 percent / K2CO3 / methanol
4.1: 89 percent / aq. AcOH
5.1: 99 percent / H2; quinoline / Lindlar catalyst / ethyl acetate
6.1: 97 percent / TEA; DMAP / CH2Cl2
7.1: Eu(fod)3 / toluene / 120 °C
7.2: 70 percent / AcOH; H2O / tetrahydrofuran
8.1: 95 percent / DDQ; 4 Angstroem molecular sieves / CH2Cl2 / 0 °C
9.1: 96 percent / 2,6-lutidine / CH2Cl2 / 0 °C
10.1: 58 percent / CF3CO2H / methanol
11.1: 99 percent / PPTS / CH2Cl2
12.1: 98 percent / mCPBA; NaHCO3 / CH2Cl2 / 0 °C
13.1: (PhSe)2; NaBH4 / ethanol; butan-1-ol / Heating
13.2: H2O2; pyridine; 2-methyl-2-butene / CH2Cl2
14.1: 85 percent / mCPBA; NaHCO3 / CH2Cl2 / 0 °C
15.1: 92 percent / TEA; DMAP / CH2Cl2 / 0 °C
16.1: (PhSe)2; NaBH4 / ethanol; butan-1-ol / 80 °C
16.2: H2O2; pyridine; 2-nethyl-2-butene / CH2Cl2
17.1: 75 percent / DIBAL; n-BuLi / toluene / 0 °C
18.1: 100 percent / TBAF / tetrahydrofuran
19.1: 97 percent / imidazole / dimethylformamide
20.1: 97 percent / CBr4; P(oct)3; TEA / 1-methyl-1-cyclohexene / toluene / 90 °C
21.1: 100 percent / Bu3SnH; AIBN / toluene / 0 °C / Irradiation
22.1: 78 percent / CSA; (HOCH2)2 / methanol
23.1: 100 percent / CSA / 1,2-dichloro-ethane
24.1: 97 percent / DIBAL / toluene / -10 °C
25.1: TEA; DMAP / CH2Cl2
With 1H-imidazole; 2,6-dimethylpyridine; quinoline; dmap; sodium tetrahydroborate; n-butyllithium; 2,2'-azobis(isobutyronitrile); carbon tetrabromide; TOP; 4 A molecular sieve; TEA; diphenyl diselenide; camphor-10-sulfonic acid; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; tri-n-butyl-tin hydride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; ethylene glycol; acetic acid; 3-chloro-benzenecarboperoxoic acid; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; Eu(fod)3; Lindlar's catalyst; 1-methylcyclohex-1-ene; In tetrahydrofuran; methanol; ethanol; dichloromethane; ethyl acetate; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; butan-1-ol; 1.1: Yamaguchi reaction;
DOI:10.1016/j.tetlet.2006.11.080
Guidance literature:
Multi-step reaction with 7 steps
1: 97 percent / imidazole / dimethylformamide
2: 97 percent / CBr4; P(oct)3; TEA / 1-methyl-1-cyclohexene / toluene / 90 °C
3: 100 percent / Bu3SnH; AIBN / toluene / 0 °C / Irradiation
4: 78 percent / CSA; (HOCH2)2 / methanol
5: 100 percent / CSA / 1,2-dichloro-ethane
6: 97 percent / DIBAL / toluene / -10 °C
7: TEA; DMAP / CH2Cl2
With 1H-imidazole; dmap; 2,2'-azobis(isobutyronitrile); carbon tetrabromide; TOP; TEA; camphor-10-sulfonic acid; tri-n-butyl-tin hydride; diisobutylaluminium hydride; ethylene glycol; 1-methylcyclohex-1-ene; In methanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene;
DOI:10.1016/j.tetlet.2006.11.080
Guidance literature:
Multi-step reaction with 15 steps
1.1: 99 percent / PPTS / CH2Cl2
2.1: 98 percent / mCPBA; NaHCO3 / CH2Cl2 / 0 °C
3.1: (PhSe)2; NaBH4 / ethanol; butan-1-ol / Heating
3.2: H2O2; pyridine; 2-methyl-2-butene / CH2Cl2
4.1: 85 percent / mCPBA; NaHCO3 / CH2Cl2 / 0 °C
5.1: 92 percent / TEA; DMAP / CH2Cl2 / 0 °C
6.1: (PhSe)2; NaBH4 / ethanol; butan-1-ol / 80 °C
6.2: H2O2; pyridine; 2-nethyl-2-butene / CH2Cl2
7.1: 75 percent / DIBAL; n-BuLi / toluene / 0 °C
8.1: 100 percent / TBAF / tetrahydrofuran
9.1: 97 percent / imidazole / dimethylformamide
10.1: 97 percent / CBr4; P(oct)3; TEA / 1-methyl-1-cyclohexene / toluene / 90 °C
11.1: 100 percent / Bu3SnH; AIBN / toluene / 0 °C / Irradiation
12.1: 78 percent / CSA; (HOCH2)2 / methanol
13.1: 100 percent / CSA / 1,2-dichloro-ethane
14.1: 97 percent / DIBAL / toluene / -10 °C
15.1: TEA; DMAP / CH2Cl2
With 1H-imidazole; dmap; sodium tetrahydroborate; n-butyllithium; 2,2'-azobis(isobutyronitrile); carbon tetrabromide; TOP; TEA; diphenyl diselenide; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; pyridinium p-toluenesulfonate; diisobutylaluminium hydride; sodium hydrogencarbonate; ethylene glycol; 3-chloro-benzenecarboperoxoic acid; 1-methylcyclohex-1-ene; In tetrahydrofuran; methanol; ethanol; dichloromethane; 1,2-dichloro-ethane; N,N-dimethyl-formamide; toluene; butan-1-ol;
DOI:10.1016/j.tetlet.2006.11.080
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