4,alpha,alpha'-Trihydroxy-5-methoxy-1,3-benzenediacetic acid

Base Information

• Chemical Name: 4,alpha,alpha'-Trihydroxy-5-methoxy-1,3-benzenediacetic acid
• CAS No.: 73289-78-8
• Molecular Formula: C₁₁H₁₂O₈
• Molecular Weight: 272.211
• DSSTox Substance ID: DTXSID901212504
• Nikkaji Number: J27.544A
• Mol file: 73289-78-8.mol

Synonyms:SCHEMBL11138020;DTXSID901212504;73289-78-8;4,alpha,alpha'-Trihydroxy-5-methoxy-1,3-benzenediacetic acid;alpha1,alpha3,4-Trihydroxy-5-methoxy-1,3-benzenediacetic acid

Chemical Property of 4,alpha,alpha'-Trihydroxy-5-methoxy-1,3-benzenediacetic acid

Chemical Property:

• XLogP3: -0.1
• Hydrogen Bond Donor Count: 5
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 5
• Exact Mass: 272.05321734
• Heavy Atom Count: 19
• Complexity: 344

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1O)C(C(=O)O)O)C(C(=O)O)O

Technology Process of 4,alpha,alpha'-Trihydroxy-5-methoxy-1,3-benzenediacetic acid

There total 3 articles about 4,alpha,alpha'-Trihydroxy-5-methoxy-1,3-benzenediacetic 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: 81.4%

2-methoxy-phenol (90-05-1) + Glyoxilic acid (298-12-4) → 2-hydroxy-3-methoxymandelic acid + 2-hydroxy-3-methoxy-1,5-dimandelic acid (73289-78-8) + 4-hydroxy-3-methoxy-mandelic acid (55-10-7,2394-20-9)

Guidance literature:

With sodium hydroxide; succinic acid; In water;

Reference yield: 76.5%

→ 2-hydroxy-3-methoxymandelic acid + 2-hydroxy-3-methoxy-1,5-dimandelic acid (73289-78-8) + 4-hydroxy-3-methoxy-mandelic acid (55-10-7,2394-20-9)

Guidance literature:

Reference yield:

benzene-1,2-diol (120-80-9,19481-10-8,37349-32-9) → 2-hydroxy-3-methoxymandelic acid + 2-hydroxy-3-methoxy-1,5-dimandelic acid (73289-78-8) + 4-hydroxy-3-methoxy-mandelic acid (55-10-7,2394-20-9)

Guidance literature:

Multi-step reaction with 2 steps

1: Gas phase; Large scale

2: sodium hydroxide / water / 2 h / 35 °C / Large scale

With sodium hydroxide; In water;

upstream raw materials:

2-methoxy-phenol

Glyoxilic acid

benzene-1,2-diol

Refernces

• 1、 -. "METHOD FOR PREPARING OPTIONALLY SUBSTITUTED P-HYDROXYMANDELIC COMPOUNDS AND DERIVATIVES THEREOF". Page/Page column 5. . Retrieved 2011/02/15.