Technology Process of (1S,4R,5R,6S)-4,5,6-Tris-methoxymethoxy-cyclohex-2-enol
There total 11 articles about (1S,4R,5R,6S)-4,5,6-Tris-methoxymethoxy-cyclohex-2-enol 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 10 steps
1: PPh3; DIAD / tetrahydrofuran
2: 95 percent / OsO4; NMO / tetrahydrofuran; H2O
3: NH4OH / methanol
4: 64 percent / Huenig base / CH2Cl2
5: 85 percent / H2 / Pd/C / ethyl acetate
6: 81 percent / I2; PPh3; imidazole / tetrahydrofuran
7: 96 percent / Zn / acetic acid; methanol / 20 °C
8: 62 percent / LDA / tetrahydrofuran / -78 - 20 °C
9: H2; quinoline / Pd/BaSO4 / ethyl acetate
10: Grubbs' catalyst / benzene / Heating
With
1H-imidazole; quinoline; ammonium hydroxide; osmium(VIII) oxide; N-methyl-2-indolinone; di-isopropyl azodicarboxylate; hydrogen; iodine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; zinc; lithium diisopropyl amide;
palladium on activated charcoal; Pd-BaSO4; Grubbs catalyst first generation;
In
tetrahydrofuran; methanol; dichloromethane; water; acetic acid; ethyl acetate; benzene;
DOI:10.1021/ol015963x
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 90 percent / NaBH4; CeCl3 / 0 °C
2: PPh3; DIAD / tetrahydrofuran
3: 95 percent / OsO4; NMO / tetrahydrofuran; H2O
4: NH4OH / methanol
5: 64 percent / Huenig base / CH2Cl2
6: 85 percent / H2 / Pd/C / ethyl acetate
7: 81 percent / I2; PPh3; imidazole / tetrahydrofuran
8: 96 percent / Zn / acetic acid; methanol / 20 °C
9: 62 percent / LDA / tetrahydrofuran / -78 - 20 °C
10: H2; quinoline / Pd/BaSO4 / ethyl acetate
11: Grubbs' catalyst / benzene / Heating
With
1H-imidazole; quinoline; ammonium hydroxide; sodium tetrahydroborate; osmium(VIII) oxide; N-methyl-2-indolinone; cerium(III) chloride; di-isopropyl azodicarboxylate; hydrogen; iodine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; zinc; lithium diisopropyl amide;
palladium on activated charcoal; Pd-BaSO4; Grubbs catalyst first generation;
In
tetrahydrofuran; methanol; dichloromethane; water; acetic acid; ethyl acetate; benzene;
DOI:10.1021/ol015963x
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 62 percent / LDA / tetrahydrofuran / -78 - 20 °C
2: H2; quinoline / Pd/BaSO4 / ethyl acetate
3: Grubbs' catalyst / benzene / Heating
With
quinoline; hydrogen; lithium diisopropyl amide;
Pd-BaSO4; Grubbs catalyst first generation;
In
tetrahydrofuran; ethyl acetate; benzene;
DOI:10.1021/ol015963x