Benzenepropanoic acid, alpha,3,4-trihydroxy-, methyl ester, (alphaR)- (9CI)

Base Information

• Chemical Name: Benzenepropanoic acid, alpha,3,4-trihydroxy-, methyl ester, (alphaR)- (9CI)
• CAS No.: 457893-80-0
• Molecular Formula: C10H12 O5
• Molecular Weight: 212.202
• Mol file: 457893-80-0.mol

Synonyms:Benzenepropanoic acid, alpha,3,4-trihydroxy-, methyl ester, (alphaR)- (9CI)

Chemical Property of Benzenepropanoic acid, alpha,3,4-trihydroxy-, methyl ester, (alphaR)- (9CI)

Chemical Property:

• PSA: 86.99000
• LogP: 0.17420

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Benzenepropanoic acid, alpha,3,4-trihydroxy-, methyl ester, (alphaR)- (9CI)

There total 10 articles about Benzenepropanoic acid, alpha,3,4-trihydroxy-, methyl ester, (alphaR)- (9CI) 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: 90.0%

(+)-(R)-methyl 3-[3,4-bis(tert-butyldimethylsilyloxy)phenyl]-2-hydroxypropanoate → (-)-(R)-methyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate (457893-80-0)

Guidance literature:

With triethylamine hydrofluoride; In pyridine; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1002/ejoc.201200689

Reference yield: 88.0%

rosmarinic acid permethylate (54814-43-6) → (-)-(R)-methyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate (457893-80-0)

Guidance literature:

With sodium methylate; In methanol; at 23 ℃; for 2h; Inert atmosphere;

DOI:10.1021/ja2010225

Reference yield:

8-O-β-D-glucopyranosyl-(R)-(+)-3,4,8-trihydroxymethyl phenylpropionate (1409971-72-7) → β-D-glucose (492-61-5) + (-)-(R)-methyl 3-(3,4-dihydroxyphenyl)-2-hydroxypropanoate (457893-80-0)

Guidance literature:

With hydrogenchloride; water; In 1,4-dioxane;

DOI:10.1016/j.cclet.2012.08.001

upstream raw materials:

rosmarinic acid permethylate

methyl 3-[3,4-bis(tertbutyldimethylsilyloxy)phenyl]propenoate

8-O-β-D-glucopyranosyl-(R)-(+)-3,4,8-trihydroxymethyl phenylpropionate

methanol

Downstream raw materials:

(2S,3S)-4-((E)-3-((R)-1-carboxy-2-(3,4-dimethoxyphenyl)ethoxy)-3-oxoprop-1-en-1-yl)-2-(3,4-dimethoxyphenyl)-7-methoxy-2,3-dihydrobenzofuran-3-carboxylic acid

(2S,3S)-methyl 2-(3,4-dimethoxyphenyl)-4-((E)-3-(((R)-3-(3,4-dimethoxyphenyl)-1-methoxy-1-oxopropan-2-yl)oxy)-3-oxoprop-1-en-1-yl)-7-methoxy-2,3-dihydrobenzofuran-3-carboxylate

(2S,3S)-2-(3,4-dimethoxyphenyl)-4-{(E)-3-[(R)-3-(3,4-dimethoxyphenyl)-1-methoxy-1-oxopropan-2-yloxy]-3-oxoprop-1-eny}-7-methoxy-2,3-dihydrobenzofuran-3-carboxylic acid

(+)-(R)-methyl 3-[3,4-bis(acetoxy)phenyl]-2-acetoxypropanoate