Technology Process of (3S,5R,6R,7S,8S)-phenyl 3,5,7-trihydroxy-4,4,6,8-tetramethyl-10-undecenoate
There total 10 articles about (3S,5R,6R,7S,8S)-phenyl 3,5,7-trihydroxy-4,4,6,8-tetramethyl-10-undecenoate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
boron trichloride;
In
dichloromethane; xylene;
at -78 ℃;
for 0.333333h;
DOI:10.1021/ja002024b
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: potassium bis(trimethylsilyl)amide; H2O / (R)-LaLi3tris(binaphthoxide) / toluene; tetrahydrofuran / 0.33 h / -20 °C
1.2: toluene; H2O; tetrahydrofuran / 168 h / -20 °C
2.1: K2CO3; SnCl4; bis(trimethylsilyl)peroxide / trans-1,2-bisNHTs-cyclohexane; MS 4A / CH2Cl2 / 10 h / 0 °C
3.1: BCl3 / CH2Cl2; xylene / 0.33 h / -78 °C
With
bis-trimethylsilanyl peroxide; water; boron trichloride; tin(IV) chloride; potassium hexamethylsilazane; potassium carbonate;
racemic trans-N,N'-bis(p-toluenesulfonyl)cyclohexane-1,2-diamine; (R)-LaLi3tris(binaphthoxide);
In
tetrahydrofuran; dichloromethane; toluene; xylene;
2.1: Baeyer-Villiger oxidation;
DOI:10.1021/ja002024b
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; LHMDS / tetrahydrofuran / 0.67 h / -78 °C
1.2: 48 percent / tetrahydrofuran / 1.5 h / -78 °C
2.1: 79 percent / Me4NBH(OAc)3; AcOH / acetonitrile
3.1: 96 percent / TsOH / dimethylformamide
4.1: 100 percent / Li; liq. NH3 / 2-methyl-propan-2-ol; tetrahydrofuran
5.1: 89 percent / TPAP; NMO; molecular sieves 4 A / CH2Cl2
6.1: potassium bis(trimethylsilyl)amide; H2O / (R)-LaLi3tris(binaphthoxide) / toluene; tetrahydrofuran / 0.33 h / -20 °C
6.2: toluene; H2O; tetrahydrofuran / 168 h / -20 °C
7.1: K2CO3; SnCl4; bis(trimethylsilyl)peroxide / trans-1,2-bisNHTs-cyclohexane; MS 4A / CH2Cl2 / 10 h / 0 °C
8.1: BCl3 / CH2Cl2; xylene / 0.33 h / -78 °C
With
1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; N-methyl-2-indolinone; tetrapropylammonium perruthennate; bis-trimethylsilanyl peroxide; 4 A molecular sieve; ammonia; water; boron trichloride; tin(IV) chloride; lithium; potassium hexamethylsilazane; potassium carbonate; toluene-4-sulfonic acid; acetic acid; lithium hexamethyldisilazane; tetramethylammonium triacetoxyborohydride;
racemic trans-N,N'-bis(p-toluenesulfonyl)cyclohexane-1,2-diamine; (R)-LaLi3tris(binaphthoxide);
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; xylene; tert-butyl alcohol;
4.1: Birch reduction / 7.1: Baeyer-Villiger oxidation;
DOI:10.1021/ja002024b
![(3S,4'R,5'R,6'S,4''S)-phenyl 3-hydroxy-4-methyl-4-[2,2,5-trimethyl-6-(1-pente-4-yl)-1,3-dioxan-4-yl]pentanoate](/Databaselist/images/loading.webp)
