2-hydroxy-2-(4-nitrophenyl)ethanesulfonic acid isopropyl ester

Base Information

• Chemical Name: 2-hydroxy-2-(4-nitrophenyl)ethanesulfonic acid isopropyl ester
• CAS No.: 639008-17-6
• Molecular Formula: C₁₁H₁₅NO₆S
• Molecular Weight: 289.309
• Mol file: 639008-17-6.mol

Synonyms:2-hydroxy-2-(4-nitrophenyl)ethanesulfonic acid isopropyl ester

Chemical Property of 2-hydroxy-2-(4-nitrophenyl)ethanesulfonic acid isopropyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of 2-hydroxy-2-(4-nitrophenyl)ethanesulfonic acid isopropyl ester

There total 1 articles about 2-hydroxy-2-(4-nitrophenyl)ethanesulfonic acid isopropyl ester 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: 86.0%

isopropyl methanesulfonate (926-06-7) + 4-nitrobenzaldehdye (555-16-8) → 2-hydroxy-2-(4-nitrophenyl)ethanesulfonic acid isopropyl ester (639008-17-6)

Guidance literature:

With potassium tert-butylate; In tetrahydrofuran; at -78 ℃; for 4.5h;

DOI:10.3987/COM-03-9838

Reference yield: 82.0%

2-hydroxy-2-(4-nitrophenyl)ethanesulfonic acid isopropyl ester (639008-17-6) → 2-(4-nitrophenyl)ethenesulfonic acid isopropyl ester

Guidance literature:

With methanesulfonyl chloride; triethylamine; In chloroform; at 0 - 5 ℃; for 25.25h;

DOI:10.3987/COM-03-9838

Reference yield:

2-hydroxy-2-(4-nitrophenyl)ethanesulfonic acid isopropyl ester (639008-17-6) → naratriptan (121679-13-8)

Guidance literature:

Multi-step reaction with 12 steps

1: 82 percent / triethylamine; methanesulfonyl chloride / CHCl₃ / 25.25 h / 0 - 5 °C

2: 0.7 g / NaI*2H₂O / acetone / 6 h / Heating

3: 64 percent / dimethylformamide; SOCl₂ / benzene / 5 h / Heating

4: 54 percent / triethylamine / benzene / 5 h / 0 - 20 °C

5: 88 percent / H₂ / Pd/C / dioxane / 24 h / 20 °C / 750.06 Torr

6: 84 percent / H₂ / Pd/C / ethanol / 8 h / 20 °C

7: 87 percent / triethylamine / CH₂Cl₂ / 19 h / 0 - 20 °C

8: 51 percent / TiCl₄ / chlorobenzene / 0.28 h / 100 - 110 °C

9: 84 percent / KOH / methanol / 2 h / 20 °C

10: 83 percent / KOH / methanol / 8 h / Heating

11: 85 percent / H₂ / Pd/C / methanol / 6 h / 20 °C / 3750.3 Torr

12: 80 percent / Na / liquid ammonia; tetrahydrofuran / 0.75 h / -78 °C

With potassium hydroxide; thionyl chloride; hydrogen; sodium; titanium tetrachloride; methanesulfonyl chloride; triethylamine; N,N-dimethyl-formamide; sodium iodide; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; ethanol; dichloromethane; chloroform; ammonia; chlorobenzene; acetone; benzene;

DOI:10.3987/COM-03-9838

upstream raw materials:

isopropyl methanesulfonate

4-nitrobenzaldehdye

Downstream raw materials:

2-(4-aminophenyl)ethanesulfonic acid

trans-2-(p-nitrophenyl)ethenesulfonyl chloride

naratriptan

2-(4-aminophenyl)ethanesulfonic acid isopropyl ester

Refernces