Methyl (2R)-2-hydroxy-2-(4-methoxyphenyl)acetate

Base Information

• Chemical Name: Methyl (2R)-2-hydroxy-2-(4-methoxyphenyl)acetate
• CAS No.: 32174-38-2
• Molecular Formula: C₁₀H₁₂O₄
• Molecular Weight: 196.203
• DSSTox Substance ID: DTXSID701229050
• Nikkaji Number: J94.146H
• Mol file: 32174-38-2.mol

Synonyms:32174-38-2;METHYL (2R)-2-HYDROXY-2-(4-METHOXYPHENYL)ACETATE;SCHEMBL1566713;DTXSID701229050;EN300-7395400;Methyl (2R)-2-(4-methoxyphenyl)-2-hydroxyethanoate;METHYL(2R)-2-HYDROXY-2-(4-METHOXYPHENYL)ACETATE

Chemical Property of Methyl (2R)-2-hydroxy-2-(4-methoxyphenyl)acetate

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 196.07355886
• Heavy Atom Count: 14
• Complexity: 185

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C(C(=O)OC)O
• Isomeric SMILES: COC1=CC=C(C=C1)[C@H](C(=O)OC)O

Technology Process of Methyl (2R)-2-hydroxy-2-(4-methoxyphenyl)acetate

There total 25 articles about Methyl (2R)-2-hydroxy-2-(4-methoxyphenyl)acetate 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: 82.0%

(R)-(-)-4-methoxy-mandelimidate HCl (128072-16-2) → methyl (R)-2-hydroxy-2-(4-methoxyphenyl)acetate (32174-38-2)

Guidance literature:

With water; at 5 ℃; for 0.5h;

DOI:10.1016/S0040-4020(01)81377-6

Reference yield: 68.0%

methanol (67-56-1) + (R)-(+)-α-Hydroxy-4-methoxybenzeneacetonitrile (97070-73-0) → methyl (R)-2-hydroxy-2-(4-methoxyphenyl)acetate (32174-38-2)

Guidance literature:

With hydrogenchloride; for 3h; Ambient temperature;

Reference yield:

4-methoxyphenylglyoxylate methyl ester (32766-61-3) → methyl (S)-α-hydroxy-(4-methoxyphenyl)acetate (104383-29-1) + methyl (R)-2-hydroxy-2-(4-methoxyphenyl)acetate (32174-38-2)

Guidance literature:

With tetrafluoroboric acid; hydrogen; {RuCl((R)-2,2-bis(diphenylphosphino)-1,1'-binaphthyl)(phenyl)}Cl; In methanol; at 30 ℃; for 70h; under 76000 Torr; Yield given. Yields of byproduct given;

DOI:10.1021/jo00090a026

upstream raw materials:

methanol

(R)-(+)-α-Hydroxy-4-methoxybenzeneacetonitrile

4-methoxyphenylglyoxylate methyl ester

(R)-(-)-4-methoxy-mandelimidate HCl

Downstream raw materials:

(4R,5R)-5-(4-Methoxy-phenyl)-2,2-dimethyl-[1,3]dioxolane-4-carboxylic acid (S)-1-methyl-heptyl ester

(R)-3-<(1',1'-dimethylethyl)dimethylsiloxy>-3-(4-methoxyphenyl)-1,1-bis(p-tolylthio)propan-2-one

(4S,5R)-trans-5-(4-methoxyphenyl)-2,2-dimethyl-1,3-dioxolan-4-carbaldehyde

(4R,5R)-cis-5-(4-methoxyphenyl)-2,2-dimethyl-1,3-dioxolan-4-carbaldehyde