(S)-ethyl 2-(3-chlorophenyl)-2-hydroxyacetate

Base Information

• Chemical Name: (S)-ethyl 2-(3-chlorophenyl)-2-hydroxyacetate
• CAS No.: 190433-57-9
• Molecular Formula: C₁₀H₁₁ClO₃
• Molecular Weight: 214.649
• Mol file: 190433-57-9.mol

Synonyms:

Chemical Property of (S)-ethyl 2-(3-chlorophenyl)-2-hydroxyacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-ethyl 2-(3-chlorophenyl)-2-hydroxyacetate

There total 3 articles about (S)-ethyl 2-(3-chlorophenyl)-2-hydroxyacetate 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:

(3-chlorophenyl)magnesium bromide (36229-42-2) → (S)-ethyl 2-(3-chlorophenyl)-2-hydroxyacetate (190433-57-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tetrahydrofuran / 1 h / -78 °C

2.1: C₅₂H₅₄; bis(pentafluorophenyl)borohydride; Dimethylphenylsilane; tricyclohexylphosphine / toluene / 5 h / 60 °C / Sealed tube; Inert atmosphere; Glovebox

2.2: 0.5 h / 20 °C

With Dimethylphenylsilane; C₅₂H₅₄; tricyclohexylphosphine; bis(pentafluorophenyl)borohydride; In tetrahydrofuran; toluene;

DOI:10.1021/jacs.5b13104

Reference yield:

3-chloromandelic acid (16273-37-3,32222-43-8,52950-16-0,61008-98-8) → (S)-ethyl 2-(3-chlorophenyl)-2-hydroxyacetate (190433-57-9) + ethyl 2-(3-chlorophenyl)-2-hydroxyacetate (1011488-42-8)

Guidance literature:

Multi-step reaction with 3 steps

1: toluene-4-sulfonic acid / 3 h / Reflux

2: Dess-Martin periodane / dichloromethane / 0 °C

3: cyclohexanone monooxygenase mutant L₁₄₃F from Acinetobacter sp. NCIMB 9871 in Escherichia coli whole-cell culture medium / acetonitrile / 20 °C / Inert atmosphere; Microbiological reaction; Enzymatic reaction

With Dess-Martin periodane; toluene-4-sulfonic acid; In dichloromethane; acetonitrile;

DOI:10.1002/anie.201907606

Reference yield:

ethyl 2-(3-chlorophenyl)-2-hydroxyacetate (54395-28-7) → (S)-ethyl 2-(3-chlorophenyl)-2-hydroxyacetate (190433-57-9) + ethyl 2-(3-chlorophenyl)-2-hydroxyacetate (1011488-42-8)

Guidance literature:

Multi-step reaction with 2 steps

1: Dess-Martin periodane / dichloromethane / 0 °C

2: cyclohexanone monooxygenase mutant L₁₄₃F from Acinetobacter sp. NCIMB 9871 in Escherichia coli whole-cell culture medium / acetonitrile / 20 °C / Inert atmosphere; Microbiological reaction; Enzymatic reaction

With Dess-Martin periodane; In dichloromethane; acetonitrile;

DOI:10.1002/anie.201907606

upstream raw materials:

(3-chlorophenyl)magnesium bromide

3-chloromandelic acid

ethyl 2-(3-chlorophenyl)-2-hydroxyacetate