1,2-Ethanediol, 1-phenyl-, 2-propanoate, (R)-

Base Information

• Chemical Name: 1,2-Ethanediol, 1-phenyl-, 2-propanoate, (R)-
• CAS No.: 138877-10-8
• Molecular Formula: C11H14O3
• Molecular Weight: 194.23
• Mol file: 138877-10-8.mol

Synonyms:

Chemical Property of 1,2-Ethanediol, 1-phenyl-, 2-propanoate, (R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,2-Ethanediol, 1-phenyl-, 2-propanoate, (R)-

There total 5 articles about 1,2-Ethanediol, 1-phenyl-, 2-propanoate, (R)- 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: 31.0%

(R,S)-1-phenylethane-1,2-diol dipropionate (13756-18-8) → (S)-1-phenyl-1,2-ethanediol (25779-13-9) + (S)-(+)-2-(propanoyloxy)-1-phenylethanol (115482-82-1) + (R)-2-hydroxy-2-phenylethyl propionate (138877-10-8) + (R)-(-)-1-phenylethane-1,2-diol dipropionate (144688-34-6)

Guidance literature:

With water; at 30 ℃; for 6.5h; Yield given. Further byproducts given. Title compound not separated from byproducts; lipase PS, phosphate buffer pH 7;

Reference yield:

2-oxo-2-phenylethyl propionate (54797-42-1) → (S)-(+)-2-(propanoyloxy)-1-phenylethanol (115482-82-1) + (R)-2-hydroxy-2-phenylethyl propionate (138877-10-8)

Guidance literature:

With (R)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(bis(3,5-di-t-butyl-4-methoxyphenyl))phosphine; palladium(II) trifluoroacetate; hydrogen; In 2,2,2-trifluoroethanol; at 20 ℃; for 24h; under 22502.3 Torr; enantioselective reaction; Glovebox; Inert atmosphere; Autoclave;

DOI:10.1002/anie.201306231

Reference yield:

α-bromoacetophenone (70-11-1) → (S)-(+)-2-(propanoyloxy)-1-phenylethanol (115482-82-1) + (R)-2-hydroxy-2-phenylethyl propionate (138877-10-8)

Guidance literature:

Multi-step reaction with 2 steps

1: tetra-(n-butyl)ammonium iodide; potassium carbonate / dichloromethane; water / 20 °C / Inert atmosphere

2: (R)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(bis(3,5-di-t-butyl-4-methoxyphenyl))phosphine; palladium(II) trifluoroacetate; hydrogen / 2,2,2-trifluoroethanol / 24 h / 20 °C / 22502.3 Torr / Glovebox; Inert atmosphere; Autoclave

With (R)-((4,4’-bi-1,3-benzodioxole)-5,5’-diyl)bis(bis(3,5-di-t-butyl-4-methoxyphenyl))phosphine; palladium(II) trifluoroacetate; hydrogen; tetra-(n-butyl)ammonium iodide; potassium carbonate; In dichloromethane; 2,2,2-trifluoroethanol; water;

DOI:10.1002/anie.201306231

upstream raw materials:

(R,S)-1-phenylethane-1,2-diol dipropionate

phenylethane 1,2-diol

propionic acid anhydride

α-bromoacetophenone

Downstream raw materials:

(R)-1-phenyl-1,2-ethanediol

(S)-1-phenyl-1,2-ethanediol

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