Eucomic acid

Base Information

• Chemical Name: Eucomic acid
• CAS No.: 60449-48-1
• Molecular Formula: C11H12O6
• Molecular Weight: 240.213
• Mol file: 60449-48-1.mol

Synonyms:2-(p-hydroxybenzyl)malic acid;Eucominsaeure;(R)-eucomic acid;(R)-2-Hydroxy-2-(4-hydroxy-benzyl)-succinic acid;(-)-(R)-eucomic acid;eucomic acid;

Chemical Property of Eucomic acid

Chemical Property:

• PSA: 115.06000
• LogP: 0.22510

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Eucomic acid

There total 3 articles about Eucomic 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: 89.0%

benzyl [(2S,4R)-4-(4-benzyloxybenzyl)-2-phenyl-5-oxodioxolan-4-yl]acetate (1141933-41-6) → (2R)-2-(p-hydroxybenzyl)malic acid (60449-48-1)

Guidance literature:

With 5%-palladium/activated carbon; hydrogen; In methanol; at 20 ℃;

DOI:10.1016/j.tet.2008.11.097

Reference yield: 40.0%

4-(4-β-D-glucopyranosyloxybenzyl) (2R)-2-(p-hydroxybenzyl)-maleate (1301133-10-7) → (2R)-2-(p-hydroxybenzyl)malic acid (60449-48-1)

Guidance literature:

4-(4-β-D-glucopyranosyloxybenzyl) (2R)-2-(p-hydroxybenzyl)-maleate; With water; sodium hydroxide; at 20 ℃; for 6h;

With hydrogenchloride; In water;

DOI:10.1016/j.tet.2012.11.082

Reference yield: 24.0%

1,4-bis(4-β-D-glucopyranosyloxybenzyl) (2R)-2-(p-hydroxybenzyl)-maleate (1301133-11-8) → (2R)-2-(p-hydroxybenzyl)malic acid (60449-48-1)

Guidance literature:

1,4-bis(4-β-D-glucopyranosyloxybenzyl) (2R)-2-(p-hydroxybenzyl)-maleate; With water; sodium hydroxide; at 20 ℃; for 6h;

With hydrogenchloride; In water;

DOI:10.1016/j.tet.2012.11.082

upstream raw materials:

benzyl [(2S,4R)-4-(4-benzyloxybenzyl)-2-phenyl-5-oxodioxolan-4-yl]acetate

4-(4-β-D-glucopyranosyloxybenzyl) (2R)-2-(p-hydroxybenzyl)-maleate

1,4-bis(4-β-D-glucopyranosyloxybenzyl) (2R)-2-(p-hydroxybenzyl)-maleate

Downstream raw materials:

eucomic acid dimethyl ester

(R)-2-Hydroxy-2-(4-methoxy-benzyl)-succinic acid dimethyl ester

(R)-2-(4-Methoxy-benzyl)-butane-1,2,4-triol

Refernces

• 1、 Okada, Masahiro,Park, Sungwook,Koshizawa, Takahiro,Ueda, Minoru. "(R)-Eucomic acid, a leaf-opening factor of the model organism, Lotus japonicus". experimental part. p. 2136 - 2141. Retrieved 2009/07/25.