Technology Process of (2S,3S,4S,6S)-6-[(2R,3R)-3-Benzyloxy-2-(4-methoxy-benzyloxy)-butyl]-2-methoxy-2-[(E)-4-(4-methoxy-benzyloxy)-1,1-dimethyl-but-2-enyl]-tetrahydro-pyran-3,4-diol
There total 18 articles about (2S,3S,4S,6S)-6-[(2R,3R)-3-Benzyloxy-2-(4-methoxy-benzyloxy)-butyl]-2-methoxy-2-[(E)-4-(4-methoxy-benzyloxy)-1,1-dimethyl-but-2-enyl]-tetrahydro-pyran-3,4-diol 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
sodium hydrogencarbonate; 3-chloro-benzenecarboperoxoic acid;
In
dichloromethane;
at 0 - 20 ℃;
for 0.75h;
DOI:10.1021/ol0355332
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: NaH / tetrahydrofuran / 6 h / 35 °C
1.2: 6.54 g / PhMgBr / tetrahydrofuran / 1 h / -20 °C
2.1: 99 percent / tetrahydrofuran; diethyl ether / 1 h / -78 °C
3.1: LDA / tetrahydrofuran; hexane / -78 - 20 °C
3.2: 96 percent / tetrahydrofuran; hexane / 0.25 h / -78 °C
4.1: 55 percent / N-methylmorpholine N-oxide; tetrapropyl ammonium perruthenate / CH2Cl2 / 0.5 h
5.1: 70 percent / HF*pyridine / tetrahydrofuran / 168 h / 20 °C
6.1: p-toluenesulfonic acid / toluene / 10 h / 20 °C
7.1: NaBH4; CeCl3*7H2O / methanol / -20 °C
8.1: 0.158 g / m-chloroperoxybenzoic acid; NaHCO3 / CH2Cl2 / 0.75 h / 0 - 20 °C
With
sodium tetrahydroborate; cerium(III) chloride; tetrapropylammonium perruthennate; sodium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; pyridine hydrogenfluoride; 4-methylmorpholine N-oxide; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide;
In
tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; toluene;
7.1: Luche reduction;
DOI:10.1021/ol0355332
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 74 percent / N-bromosuccinimide; dibenzoylperoxide / CCl4 / 2 h / Heating
2.1: NaH / tetrahydrofuran / 6 h / 35 °C
2.2: 6.54 g / PhMgBr / tetrahydrofuran / 1 h / -20 °C
3.1: 99 percent / tetrahydrofuran; diethyl ether / 1 h / -78 °C
4.1: LDA / tetrahydrofuran; hexane / -78 - 20 °C
4.2: 96 percent / tetrahydrofuran; hexane / 0.25 h / -78 °C
5.1: 55 percent / N-methylmorpholine N-oxide; tetrapropyl ammonium perruthenate / CH2Cl2 / 0.5 h
6.1: 70 percent / HF*pyridine / tetrahydrofuran / 168 h / 20 °C
7.1: p-toluenesulfonic acid / toluene / 10 h / 20 °C
8.1: NaBH4; CeCl3*7H2O / methanol / -20 °C
9.1: 0.158 g / m-chloroperoxybenzoic acid; NaHCO3 / CH2Cl2 / 0.75 h / 0 - 20 °C
With
sodium tetrahydroborate; N-Bromosuccinimide; cerium(III) chloride; tetrapropylammonium perruthennate; sodium hydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; pyridine hydrogenfluoride; 4-methylmorpholine N-oxide; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; dibenzoyl peroxide;
In
tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; hexane; dichloromethane; toluene;
8.1: Luche reduction;
DOI:10.1021/ol0355332
