Methyl 3,5-dihydroxyphenylacetate

Base Information

• Chemical Name: Methyl 3,5-dihydroxyphenylacetate
• CAS No.: 4724-10-1
• Molecular Formula: C9H10O4
• Molecular Weight: 182.176
• Hs Code.: 2918290000
• Mol file: 4724-10-1.mol

Synonyms:Aceticacid, (3,5-dihydroxyphenyl)-, methyl ester (6CI,7CI,8CI);(3,5-Dihydroxyphenyl)acetic acid methyl ester;Methyl 2-(3,5-dihydroxyphenyl)acetate;

Chemical Property of Methyl 3,5-dihydroxyphenylacetate

Chemical Property:

• Vapor Pressure: 7.13E-05mmHg at 25°C
• Melting Point: 109-112°C(lit.)
• Refractive Index: 1.575
• Boiling Point: 333.289 °C at 760 mmHg
• PKA: 9.13±0.11(Predicted)
• Flash Point: 135.42 °C
• PSA: 66.76000
• Density: 1.31 g/cm³
• LogP: 0.81330

Purity/Quality:

98%,99%, ^*data from raw suppliers

Methyl 3,5-dihydroxyphenylacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl (3,5-Dihydroxyphenyl)acetate is a reagent in the synthesis of the fungal metabolites cytosporones A, C, J, K, and N .

Technology Process of Methyl 3,5-dihydroxyphenylacetate

There total 17 articles about Methyl 3,5-dihydroxyphenylacetate 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: 100.0%

methanol (67-56-1) + 2-(3,5-dihydroxyphenyl)acetic acid (4670-09-1) → methyl 2-(3,5-dihydroxyphenyl)acetate (4724-10-1)

Guidance literature:

thionyl chloride; at 20 ℃;

Reference yield: 99.0%

methyl 2-(3,5-dimethoxyphenyl)acetate (6512-32-9) → methyl 2-(3,5-dihydroxyphenyl)acetate (4724-10-1)

Guidance literature:

With boron tribromide; In hexane; dichloromethane; at -78 - 20 ℃; for 16h;

DOI:10.1071/CH15144

Reference yield: 98.0%

dimethyl 2,4-dihydroxy-6-(2-methoxy-2-oxoethyl)benzene-1,3-dicarboxylate (6512-25-0) → methyl 2-(3,5-dihydroxyphenyl)acetate (4724-10-1)

Guidance literature:

dimethyl 2,4-dihydroxy-6-(2-methoxy-2-oxoethyl)benzene-1,3-dicarboxylate; With sodium hydroxide; In water; at 140 ℃; for 3h;

With sulfuric acid; In water; at 80 ℃; for 3h; Reagent/catalyst; Temperature;

upstream raw materials:

methanol

2-(3,5-dihydroxyphenyl)acetic acid

3,5-dibenzyloxyphenylacetic acid

diazomethane

Downstream raw materials:

methyl 1,3-bis(tert-butyldimethylsilyloxy)phenylacetate

methyl (3-benzyloxy-5-methoxyphenyl)acetate

(S)-4-Benzyl-3-[2-(3-benzyloxy-5-methoxy-phenyl)-acetyl]-oxazolidin-2-one

(S)-3-[(S)-2-Azido-2-(3-benzyloxy-5-methoxy-phenyl)-acetyl]-4-benzyl-oxazolidin-2-one

Refernces

• 1、 -. "Synthesis method of natural product of E-2,3',4,5'-tetrahydroxy diphenyl ethylene". Paragraph 0035; 0036; 0044; 0045; 0053; 0054; 0062; 0063. . Retrieved 2017/08/29.
• 2、 Wenderski, Todd A.,Marsini, Maurice A.,Pettus, Thomas R. R.. "A diastereoselective formal synthesis of berkelic acid". supporting information; experimental part. p. 118 - 121. Retrieved 2011/04/15.