Technology Process of 1-[(3aS,6R,7S,7aR)-7-(4-Methoxy-benzyloxy)-6-(4-methoxy-phenoxymethyl)-2,2-dioxo-tetrahydro-1,3-dioxa-2λ6-thia-5-aza-inden-5-yl]-ethanone
There total 13 articles about 1-[(3aS,6R,7S,7aR)-7-(4-Methoxy-benzyloxy)-6-(4-methoxy-phenoxymethyl)-2,2-dioxo-tetrahydro-1,3-dioxa-2λ6-thia-5-aza-inden-5-yl]-ethanone which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
sodium periodate;
ruthenium trichloride;
In
dichloromethane; water; acetonitrile;
at 25 ℃;
for 1h;
DOI:10.1016/S0040-4039(03)00218-1
- Guidance literature:
-
Multi-step reaction with 13 steps
1: 70 percent / K2OsO4*2H2O; (DHQD)2PHAL; LiOH / 2-methyl-propan-2-ol; H2O / 8 h / 4 °C
2: 80 percent / NaH / dimethylformamide / 8 h / 0 °C
3: 100 percent / LiBH4 / diethyl ether / 0.25 h
4: 100 percent / TEA; DMAP / CH2Cl2 / 4 h / 25 °C
5: 95 percent / KH; 18-crown-ether / tetrahydrofuran / 5 h / 25 °C
6: 100 percent / tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 25 °C
7: 90 percent / periodinane / CH2Cl2 / 1 h / 25 °C
8: 94 percent / LiBr; DBU / tetrahydrofuran / 2 h / 25 °C
9: 80 percent / Grubb's bis(tricyclohexylphosphinebenzylidene Ru(IV)Cl2 / toluene / 2 h / 90 °C
10: 96 percent / OsO4; NMO / 2-methyl-propan-2-ol; H2O / 12 h
11: thionyl chloride; TEA / CH2Cl2 / 0.5 h / -15 °C
12: NaIO4 / RuCl3 / acetonitrile; CH2Cl2; H2O / 1 h / 25 °C
With
dmap; lithium hydroxide; potassium osmate(VI); sodium periodate; osmium(VIII) oxide; lithium borohydride; thionyl chloride; N-methyl-2-indolinone; 18-crown-ether; TEA; tetrabutyl ammonium fluoride; potassium hydride; sodium hydride; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,4-bis(9-O-dihydroquinidine)phthalazine; lithium bromide;
ruthenium trichloride; Grubbs catalyst first generation;
In
tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; tert-butyl alcohol;
2: Sharpless asymmetric aminohydroxylation / 8: Dess-Martin oxidation / 9: Horner-Wadsworth-Emmons olefination / 10: ring closing metathesis / 11: Sharpless asymmetric dihydroxylation;
DOI:10.1016/S0040-4039(03)00218-1
- Guidance literature:
-
Multi-step reaction with 12 steps
1: 70 percent / K2OsO4*2H2O; (DHQD)2PHAL; LiOH / 2-methyl-propan-2-ol; H2O / 8 h / 4 °C
2: 80 percent / NaH / dimethylformamide / 8 h / 0 °C
3: 100 percent / LiBH4 / diethyl ether / 0.25 h
4: 100 percent / TEA; DMAP / CH2Cl2 / 4 h / 25 °C
5: 95 percent / KH; 18-crown-ether / tetrahydrofuran / 5 h / 25 °C
6: 100 percent / tetrabutyl ammonium fluoride / tetrahydrofuran / 1 h / 25 °C
7: 90 percent / periodinane / CH2Cl2 / 1 h / 25 °C
8: 94 percent / LiBr; DBU / tetrahydrofuran / 2 h / 25 °C
9: 80 percent / Grubb's bis(tricyclohexylphosphinebenzylidene Ru(IV)Cl2 / toluene / 2 h / 90 °C
10: 96 percent / OsO4; NMO / 2-methyl-propan-2-ol; H2O / 12 h
11: thionyl chloride; TEA / CH2Cl2 / 0.5 h / -15 °C
12: NaIO4 / RuCl3 / acetonitrile; CH2Cl2; H2O / 1 h / 25 °C
With
dmap; lithium hydroxide; potassium osmate(VI); sodium periodate; osmium(VIII) oxide; lithium borohydride; thionyl chloride; N-methyl-2-indolinone; 18-crown-ether; TEA; tetrabutyl ammonium fluoride; potassium hydride; sodium hydride; Dess-Martin periodane; 1,8-diazabicyclo[5.4.0]undec-7-ene; 1,4-bis(9-O-dihydroquinidine)phthalazine; lithium bromide;
ruthenium trichloride; Grubbs catalyst first generation;
In
tetrahydrofuran; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; toluene; acetonitrile; tert-butyl alcohol;
1: Sharpless asymmetric aminohydroxylation / 7: Dess-Martin oxidation / 8: Horner-Wadsworth-Emmons olefination / 9: ring closing metathesis / 10: Sharpless asymmetric dihydroxylation;
DOI:10.1016/S0040-4039(03)00218-1
![1-[(3aS,6R,7S,7aR)-7-(4-Methoxy-benzyloxy)-6-(4-methoxy-phenoxymethyl)-2-oxo-tetrahydro-1,3-dioxa-2λ<sup>4</sup>-thia-5-aza-inden-5-yl]-ethanone](/Databaselist/images/loading.webp)
