Technology Process of 2,2-Dimethyl-propionic acid (3S,5R,8R)-3,5,8-tris-methoxymethoxy-9-(4-methoxy-phenoxy)-nonyl ester
There total 15 articles about 2,2-Dimethyl-propionic acid (3S,5R,8R)-3,5,8-tris-methoxymethoxy-9-(4-methoxy-phenoxy)-nonyl 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 11 steps
1: 91 percent / diethyl ether / -78 °C
2: 96 percent / iPr2NEt / CH2Cl2 / 25 °C
3: 90 percent / 9-BBN; NaOH; H2O2 / tetrahydrofuran
4: 88 percent / PCC / CH2Cl2 / 25 °C
5: 92 percent / diethyl ether / 4 h / -78 °C
6: 0.112 g / OsO4; NMO; NaIO4 / acetone; H2O; 2-methyl-propan-2-ol / 0.5 h / 25 °C
7: 92 percent / diethyl ether / 4 h / -78 °C
8: 90 percent / iPr2NEt / CH2Cl2 / 25 °C
9: OsO4; NMO; NaIO4 / acetone; H2O / 25 °C
10: NaBH4 / methanol / 0 °C
11: pyridine / 25 °C
With
sodium hydroxide; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; 9-borabicyclo[3.3.1]nonane dimer; N-methyl-2-indolinone; dihydrogen peroxide; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate;
In
tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; water; acetone; tert-butyl alcohol;
1: Alkylation / 2: Alkylation / 3: Oxidation / 4: Oxidation / 5: Alkylation / 6: Oxidation / 7: Alkylation / 8: Alkylation / 9: Oxidation / 10: Reduction / 11: Acylation;
DOI:10.1021/ol0063914
- Guidance literature:
-
Multi-step reaction with 10 steps
1: tetrahydrofuran / 0 °C
2: iPr2NEt / CH2Cl2 / 25 °C
3: 90 percent / OsO4; NMO; NaIO4 / acetone; H2O
4: 92 percent / diethyl ether / 4 h / -78 °C
5: 0.112 g / OsO4; NMO; NaIO4 / acetone; H2O; 2-methyl-propan-2-ol / 0.5 h / 25 °C
6: 92 percent / diethyl ether / 4 h / -78 °C
7: 90 percent / iPr2NEt / CH2Cl2 / 25 °C
8: OsO4; NMO; NaIO4 / acetone; H2O / 25 °C
9: NaBH4 / methanol / 0 °C
10: pyridine / 25 °C
With
sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; N-ethyl-N,N-diisopropylamine;
In
tetrahydrofuran; pyridine; methanol; diethyl ether; dichloromethane; water; acetone; tert-butyl alcohol;
1: Grignard reaction / 2: Alkylation / 3: Oxidation / 4: Alkylation / 5: Oxidation / 6: Alkylation / 7: Alkylation / 8: Oxidation / 9: Reduction / 10: Acylation;
DOI:10.1021/ol0063914
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 80 percent / PPH3; DEAD / ethanol / 25 °C
2: tetrahydrofuran / 0 °C
3: iPr2NEt / CH2Cl2 / 25 °C
4: 90 percent / OsO4; NMO; NaIO4 / acetone; H2O
5: 92 percent / diethyl ether / 4 h / -78 °C
6: 0.112 g / OsO4; NMO; NaIO4 / acetone; H2O; 2-methyl-propan-2-ol / 0.5 h / 25 °C
7: 92 percent / diethyl ether / 4 h / -78 °C
8: 90 percent / iPr2NEt / CH2Cl2 / 25 °C
9: OsO4; NMO; NaIO4 / acetone; H2O / 25 °C
10: NaBH4 / methanol / 0 °C
11: pyridine / 25 °C
With
sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; N-ethyl-N,N-diisopropylamine; triphenylphosphine; diethylazodicarboxylate;
In
tetrahydrofuran; pyridine; methanol; diethyl ether; ethanol; dichloromethane; water; acetone; tert-butyl alcohol;
1: Alkylation / 2: Grignard reaction / 3: Alkylation / 4: Oxidation / 5: Alkylation / 6: Oxidation / 7: Alkylation / 8: Alkylation / 9: Oxidation / 10: Reduction / 11: Acylation;
DOI:10.1021/ol0063914