Technology Process of (4R,5S)-3-((E)-5-{2-[(2E,4E)-9-(4-Methoxy-benzyloxy)-nona-2,4-dienyl]-[1,3]dithian-2-yl}-pent-2-enoyl)-4-methyl-5-phenyl-oxazolidin-2-one
There total 16 articles about (4R,5S)-3-((E)-5-{2-[(2E,4E)-9-(4-Methoxy-benzyloxy)-nona-2,4-dienyl]-[1,3]dithian-2-yl}-pent-2-enoyl)-4-methyl-5-phenyl-oxazolidin-2-one 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
triethylamine; lithium chloride;
In
tetrahydrofuran;
for 24h;
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 99.3 percent / camphorsulfonic acid / CH2Cl2 / 2 h / 0 °C
2.1: n-BuLi / hexane; tetrahydrofuran / 4 h / -25 °C
2.2: HMPA / hexane; tetrahydrofuran / 20 h / -78 - 20 °C
3.1: 28.0 g / p-TsOH*H2O / methanol; tetrahydrofuran / 1.5 h / 20 °C
4.1: 85.4 percent / SO3*pyridine; DMSO; Et3N / CH2Cl2 / 2 h / 20 °C
5.1: LiCl; Et3N / tetrahydrofuran / 0.5 h / 20 °C
5.2: 90 percent / tetrahydrofuran / 24 h / 0 - 20 °C
With
n-butyllithium; pyridine-SO3 complex; camphor-10-sulfonic acid; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; lithium chloride;
In
tetrahydrofuran; methanol; hexane; dichloromethane;
5.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1002/1521-3765(20011001)7:19<4107::AID-CHEM4107>3.0.CO;2-K
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 89.5 percent / (COCl)2; DMSO; Et3N / CH2Cl2 / 0.92 h / -78 - 0 °C
2.1: LDA / hexane; tetrahydrofuran / 0.5 h / -78 °C
2.2: 70 percent / HMPA / hexane; tetrahydrofuran / 24 h / -78 - 20 °C
3.1: 97.6 percent / DIBALH / toluene; hexane / 0.33 h / -15 °C
4.1: n-BuLi / hexane; tetrahydrofuran / 0.5 h / -15 °C
4.2: MsCl / hexane; tetrahydrofuran / 20 h / -15 - 20 °C
5.1: n-BuLi / hexane; tetrahydrofuran / 4 h / -25 °C
5.2: HMPA / hexane; tetrahydrofuran / 20 h / -78 - 20 °C
6.1: 28.0 g / p-TsOH*H2O / methanol; tetrahydrofuran / 1.5 h / 20 °C
7.1: 85.4 percent / SO3*pyridine; DMSO; Et3N / CH2Cl2 / 2 h / 20 °C
8.1: LiCl; Et3N / tetrahydrofuran / 0.5 h / 20 °C
8.2: 90 percent / tetrahydrofuran / 24 h / 0 - 20 °C
With
n-butyllithium; oxalyl dichloride; pyridine-SO3 complex; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; triethylamine; lithium chloride; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; hexane; dichloromethane; toluene;
1.1: Swern oxidation / 2.2: Horner-Wadsworth-Emmons reaction / 8.2: Horner-Wadsworth-Emmons reaction;
DOI:10.1002/1521-3765(20011001)7:19<4107::AID-CHEM4107>3.0.CO;2-K
