Dimethyl 3-hydroxyphthalate

Base Information

• Chemical Name: Dimethyl 3-hydroxyphthalate
• CAS No.: 36669-02-0
• Molecular Formula: C10H10O5
• Molecular Weight: 210.186
• European Community (EC) Number: 815-252-4
• DSSTox Substance ID: DTXSID80481212
• Nikkaji Number: J47.619F
• Wikidata: Q63392173
• Mol file: 36669-02-0.mol

Synonyms:dimethyl 3-hydroxyphthalate;36669-02-0;Dimethyl 3-hydroxybenzene-1,2-dicarboxylate;1,2-dimethyl 3-hydroxybenzene-1,2-dicarboxylate;dimethyl 3-hydroxy-phthalate;3-hydroxyphthalic acid dimethyl ester;dimethyl3-hydroxyphthalate;SCHEMBL157121;DTXSID80481212;STR11245;MFCD22490931;AKOS022649971;1,2-DIMETHYL 3-HYDROXYPHTHALATE;CS-0061805;EN300-235503;W16937;Q63392173;3-hydroxy-benzene-1,2-dicarboxylic acid dimethyl ester;F2147-1056;Z1513804507;Benzene-1,2-dicarboxylic acid, 3-hydroxy, dimethyl ester

Chemical Property of Dimethyl 3-hydroxyphthalate

Chemical Property:

• Melting Point: 54-55 °C
• Boiling Point: 94-96 °C(Press: 0.1 Torr)
• PKA: 8.94±0.10(Predicted)
• PSA: 72.83000
• Density: 1.284±0.06 g/cm3(Predicted)
• LogP: 0.96540
• Storage Temp.: 2-8°C
• Solubility.: Acetonitrile (Slightly), Chloroform (Sparingly), Methanol (Slightly)
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 210.05282342
• Heavy Atom Count: 15
• Complexity: 250

Purity/Quality:

≥99% ^*data from raw suppliers

Dimethyl3-Hydroxyphthalate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C1=C(C(=CC=C1)O)C(=O)OC
• Uses: Dimethyl 3-Hydroxyphthalate is used as a reactant in the synthesis of proteolysis targeting chimeras.

Technology Process of Dimethyl 3-hydroxyphthalate

There total 15 articles about Dimethyl 3-hydroxyphthalate 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: 77.0%

3-hydroxyphthalic acid (601-97-8) + methyl iodide (74-88-4) → 2,3-bis(methoxycarbonyl)phenol (36669-02-0)

Guidance literature:

With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 50 - 55 ℃; for 2 - 4h; Product distribution / selectivity;

Reference yield: 75.0%

3-hydroxy-2-pyrone (496-64-0) + dimethyl acetylenedicarboxylate (762-42-5) → 2,3-bis(methoxycarbonyl)phenol (36669-02-0)

Guidance literature:

In chloroform; for 12h; Heating;

Reference yield: 74.0%

3-hydroxyphthalic anhydride (37418-88-5) + methyl iodide (74-88-4) → 2,3-bis(methoxycarbonyl)phenol (36669-02-0)

Guidance literature:

In methanol; at 20 - 50 ℃; for 5h; Reflux;

upstream raw materials:

diazomethane

3-hydroxy-phthalic acid-1-methyl ester

methanol

3-hydroxyphthalic anhydride

Downstream raw materials:

3-benzyloxy-phthalic acid dimethyl ester

dimethyl 3-allyloxyphthalate

3-(3-bromo-benzyloxy)-phthalic acid dimethyl ester

3-(3-methoxy-benzyloxy)-phthalic acid dimethyl ester

Refernces

• 1、 -. "BIFUNCTIONAL DEGRADERS OF HEMATOPOIETIC PROGENITOR KINASE AND THERAPEUTIC USES THEREOF". Page/Page column 163. . Retrieved 2021/11/13.
• 2、 Papatzimas, James W.,Gorobets, Evgueni,Maity, Ranjan,Muniyat, Mir Ishruna,Maccallum, Justin L.,Neri, Paola,Bahlis, Nizar J.,Derksen, Darren J.. "From Inhibition to Degradation: Targeting the Antiapoptotic Protein Myeloid Cell Leukemia 1 (MCL1)". . p. 5522 - 5540. Retrieved 2019/06/17.