(2S)-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyloxy)-2-methylpropionic acid

Base Information

Chemical Name:(2S)-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyloxy)-2-methylpropionic acid
CAS No.:1449303-90-5
Molecular Formula:C₃₈H₄₂O₈
Molecular Weight:626.747
Hs Code.:

Synonyms:(2S)-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyloxy)-2-methylpropionic acid

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Chemical Property of (2S)-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyloxy)-2-methylpropionic acid

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Technology Process of (2S)-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyloxy)-2-methylpropionic acid

There total 2 articles about (2S)-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyloxy)-2-methylpropionic acid 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:

Reference yield: 82.0%

: 1449303-86-9
methyl (2S)-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyloxy)-2-methylpropionate

: 1449303-90-5
(2S)-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyloxy)-2-methylpropionic acid

Guidance literature:: With sodium hydroxide; In 1,4-dioxane; at 40 ℃; for 24h;
DOI:10.1016/j.tet.2013.06.097

Reference yield:

: C₃₆H₃₆Cl₃NO₆

: 1449303-90-5
(2S)-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyloxy)-2-methylpropionic acid

Guidance literature:: Multi-step reaction with 2 steps

1: boron trifluoride diethyl etherate / dichloromethane / 2.75 h / 0 °C / Inert atmosphere

2: sodium hydroxide / 1,4-dioxane / 24 h / 40 °C

With boron trifluoride diethyl etherate; sodium hydroxide; In 1,4-dioxane; dichloromethane;
DOI:10.1016/j.tet.2013.06.097

Reference yield: 60.0%

: 1449303-90-5
(2S)-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyloxy)-2-methylpropionic acid

: 665-66-7,13878-11-0
amantadine hydrochloride

: 1449303-94-9
(2S)-N-(adamant-1-yl)-3-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyloxy)-2-methylpropanamide

Guidance literature:: (2S)-(2,3,4,6-tetra-O-benzyl-β-D-galactopyranosyloxy)-2-methylpropionic acid; With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In dichloromethane; at 0 ℃; for 0.5h;

amantadine hydrochloride; With benzotriazol-1-ol; In dichloromethane; water; at 0 - 20 ℃;
DOI:10.1016/j.tet.2013.06.097