Toluene-4-sulfonic acid (R)-3-ethynyl-3-methyl-pent-4-enyl ester

Base Information

• Chemical Name: Toluene-4-sulfonic acid (R)-3-ethynyl-3-methyl-pent-4-enyl ester
• CAS No.: 99947-58-7
• Molecular Formula: C₁₅H₁₈O₃S
• Molecular Weight: 278.372
• Mol file: 99947-58-7.mol

Synonyms:Toluene-4-sulfonic acid (R)-3-ethynyl-3-methyl-pent-4-enyl ester

Chemical Property of Toluene-4-sulfonic acid (R)-3-ethynyl-3-methyl-pent-4-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of Toluene-4-sulfonic acid (R)-3-ethynyl-3-methyl-pent-4-enyl ester

There total 6 articles about Toluene-4-sulfonic acid (R)-3-ethynyl-3-methyl-pent-4-enyl 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: 100.0%

p-toluenesulfonyl chloride (98-59-9) + (R)-3-methyl-3-vinyl-4-pentyn-1-ol (99947-57-6) → Toluene-4-sulfonic acid (R)-3-ethynyl-3-methyl-pent-4-enyl ester (99947-58-7)

Guidance literature:

In pyridine; at 25 ℃;

DOI:10.1021/ja00265a033

Reference yield:

(Z)-3-methylpent-2-en-4-ynol (6153-05-5,105-29-3) → Toluene-4-sulfonic acid (R)-3-ethynyl-3-methyl-pent-4-enyl ester (99947-58-7)

Guidance literature:

Multi-step reaction with 6 steps

1: 71 percent / propionic acid / dimethylformamide / 144 h / Heating; under a Dean-Stark trap

2: 93 percent / NaOH / aq. ethanol / 25 °C

4: 94 percent / acetyl chloride / 25 °C

5: 94 percent / LiAlH₄ / diethyl ether / 2 h / Heating

6: 100 percent / pyridine / 25 °C

With sodium hydroxide; lithium aluminium tetrahydride; propionic acid; acetyl chloride; In pyridine; diethyl ether; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/ja00265a033

Reference yield:

3-Ethinyl-3-methyl-4-pentensaeure-ethylester (124318-48-5) → Toluene-4-sulfonic acid (R)-3-ethynyl-3-methyl-pent-4-enyl ester (99947-58-7)

Guidance literature:

Multi-step reaction with 5 steps

1: 93 percent / NaOH / aq. ethanol / 25 °C

3: 94 percent / acetyl chloride / 25 °C

4: 94 percent / LiAlH₄ / diethyl ether / 2 h / Heating

5: 100 percent / pyridine / 25 °C

With sodium hydroxide; lithium aluminium tetrahydride; acetyl chloride; In pyridine; diethyl ether; ethanol;

DOI:10.1021/ja00265a033

upstream raw materials:

p-toluenesulfonyl chloride

(R)-3-methyl-3-vinyl-4-pentyn-1-ol

(Z)-3-methylpent-2-en-4-ynol

3-Ethinyl-3-methyl-4-pentensaeure-ethylester