Technology Process of [2,3-di-O-benzyl-4,6-dideoxy-6-(methoxycarbonyl)-D-gluco-β-C-pyranosyl]methanol
There total 23 articles about [2,3-di-O-benzyl-4,6-dideoxy-6-(methoxycarbonyl)-D-gluco-β-C-pyranosyl]methanol 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:
-
sodium methylate; (E)-(5S,6R)-5,6-Bis-benzyloxy-6-((S)-2-oxo-[1,3]dioxolan-4-yl)-hex-2-enoic acid ethyl ester;
In
methanol;
Heating;
With
toluene-4-sulfonic acid;
In
ethyl acetate;
DOI:10.1016/S0040-4020(03)00370-3
- Guidance literature:
-
((2S,3R,4S,6R)-6-Allyl-3,4-bis-benzyloxy-tetrahydro-pyran-2-yl)-methanol;
With
ozone;
In
methanol;
With
dimethylsulfide;
methanol;
With
bromine;
In
water;
DOI:10.1016/S0040-4020(03)00370-3
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: O2; TPP / methanol; CH2Cl2
1.2: 93 percent / Me2S
2.1: 66 percent / TsOH; MgSO4 / acetonitrile
3.1: H2 / Pd/C / ethyl acetate
3.2: NaHMDS / tetrahydrofuran / -78 °C
3.3: 84 percent / tetrahydrofuran
4.1: 60 percent / Bu3SnH; LiCl / (Ph3P)4Pd / diethyl ether
5.1: MCPBA; NaHCO3 / CH2Cl2
5.2: KOH / H2O
6.1: NaH / dimethylsulfoxide; tetrahydrofuran
7.1: TiCl4 / CH2Cl2 / -78 °C
8.1: O3 / methanol
8.2: Me2S
8.3: 70 percent / Br2 / H2O
With
hydrogen; oxygen; tri-n-butyl-tin hydride; thiamine diphosphate; titanium tetrachloride; sodium hydride; sodium hydrogencarbonate; magnesium sulfate; toluene-4-sulfonic acid; ozone; 3-chloro-benzenecarboperoxoic acid; lithium chloride;
palladium on activated charcoal; tetrakis(triphenylphosphine) palladium(0);
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; ethyl acetate; acetonitrile;
DOI:10.1016/S0040-4020(03)00370-3
