(2S,6R)-2,6,9-trimethyldecyl tosylate

Base Information

• Chemical Name: (2S,6R)-2,6,9-trimethyldecyl tosylate
• CAS No.: 133699-45-3
• Molecular Formula: C₂₀H₃₄O₃S
• Molecular Weight: 354.554
• Mol file: 133699-45-3.mol

Synonyms:(2S,6R)-2,6,9-trimethyldecyl tosylate

Chemical Property of (2S,6R)-2,6,9-trimethyldecyl tosylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,6R)-2,6,9-trimethyldecyl tosylate

There total 10 articles about (2S,6R)-2,6,9-trimethyldecyl tosylate 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%

(2S,6R)-2,6,9-trimethyldecanol (133699-42-0) + p-toluenesulfonyl chloride (98-59-9) → (2S,6R)-2,6,9-trimethyldecyl tosylate (133699-45-3)

Guidance literature:

With pyridine; at 0 - 5 ℃; for 12h;

Reference yield:

(3R)-citronellol (1117-61-9) → (2S,6R)-2,6,9-trimethyldecyl tosylate (133699-45-3)

Guidance literature:

Multi-step reaction with 10 steps

1: 100 percent / pyridine

2: 1.) Mg, 2.) Li₂CuCl₄ / 1.) THF, 2.) THF, r.t., 12 h

3: 1.) Ph₂Se₂, H₂O₂, 2.) t-BuOOH / 1.) CH₂Cl₂, 60 min, ice-cooled, 2.) r.t., 6 h, r.t., 20 h

4: 1.) O₃, 2.) NaBH₄ / 1.) CHCl₃, -20 deg C, 2.) 50percent aq EtOH, 2 h, reflux

5: 100 percent / pyridine / 12 h / 0 - 5 °C

6: 84 percent / NaI / acetone / 12 h / Heating

7: 83 percent / n-BuLi, triphenylmethane / hexane; tetrahydrofuran; hexamethylphosphoric acid triamide / 12 h

8: 75 percent / Na-Hg / ethanol / 24 h / Ambient temperature

9: 97 percent / p-toluenesulfonic acid monohydrate / methanol / 4 h / Ambient temperature

10: 100 percent / pyridine / 12 h / 0 - 5 °C

With pyridine; tert.-butylhydroperoxide; sodium tetrahydroborate; n-butyllithium; sodium amalgam; dilithium tetrachlorocuprate; triphenylmethane; diphenyl diselenide; dihydrogen peroxide; toluene-4-sulfonic acid; ozone; magnesium; sodium iodide; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; hexane; acetone;

Reference yield:

(R)-citronellyl tosylate (67214-54-4) → (2S,6R)-2,6,9-trimethyldecyl tosylate (133699-45-3)

Guidance literature:

Multi-step reaction with 9 steps

1: 1.) Mg, 2.) Li₂CuCl₄ / 1.) THF, 2.) THF, r.t., 12 h

2: 1.) Ph₂Se₂, H₂O₂, 2.) t-BuOOH / 1.) CH₂Cl₂, 60 min, ice-cooled, 2.) r.t., 6 h, r.t., 20 h

3: 1.) O₃, 2.) NaBH₄ / 1.) CHCl₃, -20 deg C, 2.) 50percent aq EtOH, 2 h, reflux

4: 100 percent / pyridine / 12 h / 0 - 5 °C

5: 84 percent / NaI / acetone / 12 h / Heating

6: 83 percent / n-BuLi, triphenylmethane / hexane; tetrahydrofuran; hexamethylphosphoric acid triamide / 12 h

7: 75 percent / Na-Hg / ethanol / 24 h / Ambient temperature

8: 97 percent / p-toluenesulfonic acid monohydrate / methanol / 4 h / Ambient temperature

9: 100 percent / pyridine / 12 h / 0 - 5 °C

With pyridine; tert.-butylhydroperoxide; sodium tetrahydroborate; n-butyllithium; sodium amalgam; dilithium tetrachlorocuprate; triphenylmethane; diphenyl diselenide; dihydrogen peroxide; toluene-4-sulfonic acid; ozone; magnesium; sodium iodide; In tetrahydrofuran; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; hexane; acetone;

upstream raw materials:

(2S,6R)-2,6,9-trimethyldecanol

p-toluenesulfonyl chloride

(3R)-citronellol

(R)-citronellyl tosylate