Technology Process of (2S,3R,4R,5S,6R)-2-(3-(4-ethylbenzyl)-(phenyl))-6-hydroxymethyl-tetrahydro-2H-pyran-3,4,5-triol L-phenylalanine
There total 8 articles about (2S,3R,4R,5S,6R)-2-(3-(4-ethylbenzyl)-(phenyl))-6-hydroxymethyl-tetrahydro-2H-pyran-3,4,5-triol L-phenylalanine 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:
-
In
ethanol; water;
at 75 ℃;
Large scale reaction;
DOI:10.1021/op200306q
-
-
4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9
2,3,4,6-Tetra-O-benzyl-D-glucopyranose
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; sodium hydrogencarbonate / dichloromethane
2.1: n-butyllithium; N,N,N,N,-tetramethylethylenediamine / tetrahydrofuran; hexane / 0.5 h / -75 - -60 °C / Inert atmosphere; Large scale reaction
2.2: -75 - -65 °C / Inert atmosphere
3.1: chlorotriisopropylsilane; boron trifluoride diethyl etherate / acetonitrile / 2.5 h / -25 °C / Large scale reaction
4.1: palladium 10% on activated carbon / tetrahydrofuran / 0.17 h / Inert atmosphere
4.2: 4 h / 20 - 25 °C
5.1: ethanol; water / 75 °C / Large scale reaction
With
n-butyllithium; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; N,N,N,N,-tetramethylethylenediamine; chlorotriisopropylsilane; palladium 10% on activated carbon; boron trifluoride diethyl etherate; sodium hydrogencarbonate;
In
tetrahydrofuran; ethanol; hexane; dichloromethane; water; acetonitrile;
DOI:10.1021/op200306q
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 4-methyl-morpholine / tetrahydrofuran / 5.75 h / 5 - 35 °C / Large scale reaction
2.1: n-butyllithium / tetrahydrofuran; hexane; toluene / -70 °C / Large scale reaction
2.2: 70 °C / Inert atmosphere
2.3: 60 °C
3.1: dmap; N-ethyl-N,N-diisopropylamine / 35 °C
4.1: triethylsilane; boron trifluoride diethyl etherate / water; acetonitrile / 0.33 h / 15 °C / Large scale reaction
5.1: water; sodium hydroxide / ethanol / 40 - 50 °C / Large scale reaction
6.1: ethanol; water / 75 °C / Large scale reaction
With
4-methyl-morpholine; triethylsilane; dmap; n-butyllithium; boron trifluoride diethyl etherate; water; N-ethyl-N,N-diisopropylamine; sodium hydroxide;
In
tetrahydrofuran; ethanol; hexane; water; toluene; acetonitrile;
DOI:10.1021/op200306q
