4(S)-(p-Methoxyphenyl)-5(R)-(carboxyethyl)-1,3-dioxathiolane 2-oxide

Base Information

• Chemical Name: 4(S)-(p-Methoxyphenyl)-5(R)-(carboxyethyl)-1,3-dioxathiolane 2-oxide
• CAS No.: 172216-23-8
• Molecular Formula: C₁₂H₁₄O₆S
• Molecular Weight: 286.306
• Mol file: 172216-23-8.mol

Synonyms:4(S)-(p-Methoxyphenyl)-5(R)-(carboxyethyl)-1,3-dioxathiolane 2-oxide

Chemical Property of 4(S)-(p-Methoxyphenyl)-5(R)-(carboxyethyl)-1,3-dioxathiolane 2-oxide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4(S)-(p-Methoxyphenyl)-5(R)-(carboxyethyl)-1,3-dioxathiolane 2-oxide

There total 2 articles about 4(S)-(p-Methoxyphenyl)-5(R)-(carboxyethyl)-1,3-dioxathiolane 2-oxide 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: 98.0%

Ethyl threo-3-(p-methoxyphenyl)-2(R),3(S)-dihydroxypropionate (182268-43-5) → 4(S)-(p-Methoxyphenyl)-5(R)-(carboxyethyl)-1,3-dioxathiolane 2-oxide (172216-23-8)

Guidance literature:

With pyridine; thionyl chloride; at 0 ℃; for 2h;

DOI:10.1021/jo00123a045

Reference yield:

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate (24393-56-4) → 4(S)-(p-Methoxyphenyl)-5(R)-(carboxyethyl)-1,3-dioxathiolane 2-oxide (172216-23-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 85 percent / K₃-K₂CO₃ / (DHQ₂-TP)-OsO₄ / 2-methyl-propan-2-ol; H₂O

2: 98 percent / SOCl₂, pyridine / 2 h / 0 °C

With pyridine; thionyl chloride; potassium carbonate; potassium hexacyanoferrate(III); (DHQ₂-TP)-OsO₄; In water; tert-butyl alcohol;

DOI:10.1021/jo00123a045

Reference yield: 60.0%

2-amino-benzenethiol (137-07-5) + 4(S)-(p-Methoxyphenyl)-5(R)-(carboxyethyl)-1,3-dioxathiolane 2-oxide (172216-23-8) → Ethyl 2(S)-hydroxy-3(S)-<(O-aminophenyl)thio>-3-(p-methoxyphenyl)propionate (139893-86-0)

Guidance literature:

In toluene; for 4h; Heating;

DOI:10.1021/jo00123a045

upstream raw materials:

Ethyl threo-3-(p-methoxyphenyl)-2(R),3(S)-dihydroxypropionate

ethyl (E)-3-(4-methoxyphenyl)prop-2-enoate

Downstream raw materials:

ethyl 4-methoxybenzoylacetate

Ethyl 2(S)-hydroxy-3(S)-<(O-aminophenyl)thio>-3-(p-methoxyphenyl)propionate

diltiazem

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