Technology Process of 2-Hexynoic acid,
4-hydroxy-6-[2-[(2S,3R)-3-(iodomethyl)-1-(triphenylmethyl)-2-aziridinyl]-
5-oxazolyl]-, methyl ester
There total 9 articles about 2-Hexynoic acid,
4-hydroxy-6-[2-[(2S,3R)-3-(iodomethyl)-1-(triphenylmethyl)-2-aziridinyl]-
5-oxazolyl]-, methyl 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:
-
propynoic acid methyl ester;
With
cerium(III) chloride; lithium hexamethyldisilazane;
In
tetrahydrofuran;
at -78 ℃;
for 1h;
(2S,3R)-3-iodomethyl-2-(3-oxopropyloxazol-2-yl)-1-tritylaziridine;
In
tetrahydrofuran;
at -78 ℃;
for 1h;
DOI:10.1021/ja030452m
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 99 percent / NaH / dimethylformamide / 1 h / 0 °C
2.1: 95 percent / diisobutylaluminium hydride / toluene / 1 h / -78 °C
3.1: BH3 / tetrahydrofuran / 1 h / 20 °C
3.2: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C
3.3: tetrahydrofuran / 1.5 h / -78 °C
4.1: 5.84 g / Ph3P; diethyl azodicarboxylate / tetrahydrofuran / 18 h / 20 °C
5.1: 93 percent / zirconocene dichloride; n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C
6.1: 50 percent / I2; PPh3
7.1: TBAF / tetrahydrofuran / 2 h / 0 °C
8.1: 1.72 g / Dess-Martin periodinane / CH2Cl2 / 2 h / 20 °C
9.1: LiHMDS; CeCl3 / tetrahydrofuran / 1 h / -78 °C
9.2: 75 percent / tetrahydrofuran / 1 h / -78 °C
With
n-butyllithium; cerium(III) chloride; zirconocene dichloride; borane; tetrabutyl ammonium fluoride; iodine; sodium hydride; diisobutylaluminium hydride; Dess-Martin periodane; triphenylphosphine; lithium hexamethyldisilazane; diethylazodicarboxylate;
In
tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; toluene;
4.1: Mitsunobu reaction / 8.1: Dess-Martin oxidation;
DOI:10.1021/ja030452m
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 95 percent / diisobutylaluminium hydride / toluene / 1 h / -78 °C
2.1: BH3 / tetrahydrofuran / 1 h / 20 °C
2.2: n-BuLi / tetrahydrofuran; hexane / 1 h / -78 °C
2.3: tetrahydrofuran / 1.5 h / -78 °C
3.1: 5.84 g / Ph3P; diethyl azodicarboxylate / tetrahydrofuran / 18 h / 20 °C
4.1: 93 percent / zirconocene dichloride; n-BuLi / tetrahydrofuran; hexane / -78 - 20 °C
5.1: 50 percent / I2; PPh3
6.1: TBAF / tetrahydrofuran / 2 h / 0 °C
7.1: 1.72 g / Dess-Martin periodinane / CH2Cl2 / 2 h / 20 °C
8.1: LiHMDS; CeCl3 / tetrahydrofuran / 1 h / -78 °C
8.2: 75 percent / tetrahydrofuran / 1 h / -78 °C
With
n-butyllithium; cerium(III) chloride; zirconocene dichloride; borane; tetrabutyl ammonium fluoride; iodine; diisobutylaluminium hydride; Dess-Martin periodane; triphenylphosphine; lithium hexamethyldisilazane; diethylazodicarboxylate;
In
tetrahydrofuran; hexane; dichloromethane; toluene;
3.1: Mitsunobu reaction / 7.1: Dess-Martin oxidation;
DOI:10.1021/ja030452m
