Technology Process of 3,5,6-Decanetrione, 4-methyl-4-[(phenylmethoxy)methyl]-, (4S)-
There total 13 articles about 3,5,6-Decanetrione, 4-methyl-4-[(phenylmethoxy)methyl]-, (4S)- which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 9 steps
1: NaHMDS / tetrahydrofuran / -78 °C
2: 85 percent / LiAlH4 / tetrahydrofuran / 1.17 h / 0 °C
3: DMSO; (COCl)2; Et3N / CH2Cl2 / -78 °C
4: Mg / tetrahydrofuran / 0.58 h / -45 °C
5: PCC; MS-4A; NaOAc / CH2Cl2 / 0.5 h / 20 °C
6: 86 percent / BF3*OEt2 / CH2Cl2 / 2 h / 0 °C
7: osmium tertoxide; NMO / acetone; 2-methyl-propan-2-ol; H2O / 120 h
8: TFAA; DMSO; Et3N / CH2Cl2 / 0.83 h / -78 °C
9: 85 percent / TsOH*H2O / acetone / 24 h / 60 °C
With
osmium(VIII) oxide; lithium aluminium tetrahydride; N-methyl-2-indolinone; oxalyl dichloride; boron trifluoride diethyl etherate; sodium acetate; sodium hexamethyldisilazane; toluene-4-sulfonic acid; magnesium; dimethyl sulfoxide; triethylamine; pyridinium chlorochromate; trifluoroacetic anhydride;
In
tetrahydrofuran; dichloromethane; water; acetone; tert-butyl alcohol;
1: Alkylation / 2: Reduction / 3: Oxidation / 4: Grignard reaction / 5: Oxidation / 6: Etherification / 7: Oxidation / 8: Oxidation / 9: Hydrolysis;
DOI:10.1016/S0040-4039(00)00937-0
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 93 percent / SOCl2 / benzene / 3 h / Heating
2: 96 percent / n-BuLi / tetrahydrofuran / -78 °C
3: NaHMDS / tetrahydrofuran / -78 °C
4: 85 percent / LiAlH4 / tetrahydrofuran / 1.17 h / 0 °C
5: DMSO; (COCl)2; Et3N / CH2Cl2 / -78 °C
6: Mg / tetrahydrofuran / 0.58 h / -45 °C
7: PCC; MS-4A; NaOAc / CH2Cl2 / 0.5 h / 20 °C
8: 86 percent / BF3*OEt2 / CH2Cl2 / 2 h / 0 °C
9: osmium tertoxide; NMO / acetone; 2-methyl-propan-2-ol; H2O / 120 h
10: TFAA; DMSO; Et3N / CH2Cl2 / 0.83 h / -78 °C
11: 85 percent / TsOH*H2O / acetone / 24 h / 60 °C
With
osmium(VIII) oxide; lithium aluminium tetrahydride; n-butyllithium; thionyl chloride; N-methyl-2-indolinone; oxalyl dichloride; boron trifluoride diethyl etherate; sodium acetate; sodium hexamethyldisilazane; toluene-4-sulfonic acid; magnesium; dimethyl sulfoxide; triethylamine; pyridinium chlorochromate; trifluoroacetic anhydride;
In
tetrahydrofuran; dichloromethane; water; acetone; tert-butyl alcohol; benzene;
1: Chlorination / 2: Acylation / 3: Alkylation / 4: Reduction / 5: Oxidation / 6: Grignard reaction / 7: Oxidation / 8: Etherification / 9: Oxidation / 10: Oxidation / 11: Hydrolysis;
DOI:10.1016/S0040-4039(00)00937-0