Technology Process of (2R,4R)-2-[(S)-2-(benzyloxy)-1-phenylethoxy]-4-[(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)methyl]-6-formyl-3,4-dihydro-2H-pyran
There total 10 articles about (2R,4R)-2-[(S)-2-(benzyloxy)-1-phenylethoxy]-4-[(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)methyl]-6-formyl-3,4-dihydro-2H-pyran 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:
-
(2R,4R)-2-[(S)-2-(benzyloxy)-1-phenylethoxy]-4-[(2,3,4,6-tetra-O-benzyl-α-D-mannopyranosyl)methyl]-6-(thiazol-2-yl)-3,4-dihydro-2H-pyran;
With
methyl trifluoromethanesulfonate;
In
acetonitrile;
at 20 ℃;
for 0.25h;
Molecular sieve;
With
sodium tetrahydroborate;
In
methanol;
at 20 ℃;
for 0.25h;
With
silver nitrate;
In
water; acetonitrile;
at 20 ℃;
for 0.333333h;
DOI:10.1016/j.tet.2011.04.044
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 20 °C
1.2: 17 h / 20 - 50 °C
2.1: ozone / methanol; dichloromethane / 0.33 h / -78 °C
2.2: 72 h / -78 - 20 °C
3.1: chloroform / 48 h / 50 °C
4.1: tris(6,6,7,7,8,8-heptafluoro-2,2-dimethyl-3,5-octadionato)europium(III) / dichloromethane / 48 h / 20 °C / Sonication
5.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere
6.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 20 °C
6.2: 18 h / 20 - 40 °C
7.1: methyl trifluoromethanesulfonate / acetonitrile / 0.25 h / 20 °C / Molecular sieve
7.2: 0.25 h / 20 °C
7.3: 0.33 h / 20 °C
With
lithium aluminium tetrahydride; tris(6,6,7,7,8,8-heptafluoro-2,2-dimethyl-3,5-octadionato)europium(III); sodium hydride; ozone; methyl trifluoromethanesulfonate;
In
tetrahydrofuran; methanol; dichloromethane; chloroform; acetonitrile; mineral oil;
3.1: Wittig reaction;
DOI:10.1016/j.tet.2011.04.044
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: sodium methylate / methanol / 20 h / 20 °C
2.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 20 °C
2.2: 17 h / 20 - 50 °C
3.1: ozone / methanol; dichloromethane / 0.33 h / -78 °C
3.2: 72 h / -78 - 20 °C
4.1: chloroform / 48 h / 50 °C
5.1: tris(6,6,7,7,8,8-heptafluoro-2,2-dimethyl-3,5-octadionato)europium(III) / dichloromethane / 48 h / 20 °C / Sonication
6.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 - 20 °C / Inert atmosphere
7.1: sodium hydride / tetrahydrofuran; mineral oil / 1 h / 20 °C
7.2: 18 h / 20 - 40 °C
8.1: methyl trifluoromethanesulfonate / acetonitrile / 0.25 h / 20 °C / Molecular sieve
8.2: 0.25 h / 20 °C
8.3: 0.33 h / 20 °C
With
lithium aluminium tetrahydride; tris(6,6,7,7,8,8-heptafluoro-2,2-dimethyl-3,5-octadionato)europium(III); sodium methylate; sodium hydride; ozone; methyl trifluoromethanesulfonate;
In
tetrahydrofuran; methanol; dichloromethane; chloroform; acetonitrile; mineral oil;
4.1: Wittig reaction;
DOI:10.1016/j.tet.2011.04.044