Technology Process of (1R,4R,5S,6R)-4,5,6-Tris-methoxymethoxy-cyclohex-2-enol
There total 23 articles about (1R,4R,5S,6R)-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:
-
With
diisobutylaluminium hydride;
In
dichloromethane;
at -78 ℃;
DOI:10.1021/ol015963x
- Guidance literature:
-
Multi-step reaction with 13 steps
1.1: 30percent H2O2 / aq. NaOH / pH 13
2.1: NaBH4; CeCl3 / 0 °C
3.1: pyridine
4.1: BF3*Et2O / toluene
4.2: 90 percent / NaOMe / methanol
5.1: 99 percent / Huenig base / CH2Cl2
6.1: 99 percent / H2 / Pd/C / ethyl acetate
7.1: 89 percent / I2; PPh3; imidazole / tetrahydrofuran
8.1: 98 percent / Zn / acetic acid; methanol / 20 °C
9.1: 60 percent / LDA / tetrahydrofuran / -78 - 20 °C
10.1: H2; quinoline / Pd/BaSO4 / ethyl acetate
11.1: Grubbs' catalyst / benzene / Heating
12.1: 94 percent / PCC; NaOAc / CH2Cl2
13.1: 97 percent / DIBAL / CH2Cl2 / -78 °C
With
pyridine; 1H-imidazole; quinoline; sodium tetrahydroborate; cerium(III) chloride; boron trifluoride diethyl etherate; hydrogen; iodine; sodium acetate; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; pyridinium chlorochromate; zinc; lithium diisopropyl amide;
sodium hydroxide; palladium on activated charcoal; Pd-BaSO4; Grubbs catalyst first generation;
In
tetrahydrofuran; methanol; dichloromethane; acetic acid; ethyl acetate; toluene; benzene;
DOI:10.1021/ol015963x
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: NaBH4; CeCl3 / 0 °C
2.1: pyridine
3.1: BF3*Et2O / toluene
3.2: 90 percent / NaOMe / methanol
4.1: 99 percent / Huenig base / CH2Cl2
5.1: 99 percent / H2 / Pd/C / ethyl acetate
6.1: 89 percent / I2; PPh3; imidazole / tetrahydrofuran
7.1: 98 percent / Zn / acetic acid; methanol / 20 °C
8.1: 60 percent / LDA / tetrahydrofuran / -78 - 20 °C
9.1: H2; quinoline / Pd/BaSO4 / ethyl acetate
10.1: Grubbs' catalyst / benzene / Heating
11.1: 94 percent / PCC; NaOAc / CH2Cl2
12.1: 97 percent / DIBAL / CH2Cl2 / -78 °C
With
pyridine; 1H-imidazole; quinoline; sodium tetrahydroborate; cerium(III) chloride; boron trifluoride diethyl etherate; hydrogen; iodine; sodium acetate; diisobutylaluminium hydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; pyridinium chlorochromate; zinc; lithium diisopropyl amide;
palladium on activated charcoal; Pd-BaSO4; Grubbs catalyst first generation;
In
tetrahydrofuran; methanol; dichloromethane; acetic acid; ethyl acetate; toluene; benzene;
DOI:10.1021/ol015963x
