(2S,6S)-2,6,10-trimethylundecyl tosylate

Base Information

• Chemical Name: (2S,6S)-2,6,10-trimethylundecyl tosylate
• CAS No.: 131636-79-8
• Molecular Formula: C₂₁H₃₆O₃S
• Molecular Weight: 368.581
• Mol file: 131636-79-8.mol

Synonyms:

Chemical Property of (2S,6S)-2,6,10-trimethylundecyl tosylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,6S)-2,6,10-trimethylundecyl tosylate

There total 11 articles about (2S,6S)-2,6,10-trimethylundecyl 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:

(S)-3,7-dimethyl-6-octen-1-ol (7540-51-4) → (2S,6S)-2,6,10-trimethylundecyl tosylate (131636-79-8)

Guidance literature:

Multi-step reaction with 7 steps

1: 88 percent / H₂ / 5percent Pd-C / ethanol

2: 96 percent / tributylphosphine / CH₂Cl₂ / 7 h / Ambient temperature

3: 93 percent / m-chloroperbenzoic acid / CH₂Cl₂ / -25 deg C to r.t.

4: 87 percent / LDA, HMPA / tetrahydrofuran / 4 h / -30 °C

5: 84 percent / Na/Hg / methanol / Ambient temperature

6: 96 percent / conc.HCl / methanol / 8 h / Heating

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium amalgam; tributylphosphine; hydrogen; 3-chloro-benzenecarboperoxoic acid; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; dichloromethane;

DOI:10.1039/P19910000549

Reference yield:

(S)-4,8-dimethyl-7-nonanoic acid (131722-96-8) → (2S,6S)-2,6,10-trimethylundecyl tosylate (131636-79-8)

Guidance literature:

Multi-step reaction with 5 steps

1: 95 percent / Pb(OAc)4, iodine / CCl₄ / 3 h / Heating; Irradiation

2: 1) n-BuLi, HMPA / 1) THF, hexane, -40 deg C, 1 h, 2) -70 deg C, 3 h

3: 97 percent / Na-Hg / ethanol / 48 h / Ambient temperature

4: 93 percent / p-toluenesulfonic acid monohydrate / methanol / 1 h / Ambient temperature

5: pyridine / 12 h

With pyridine; lead(IV) acetate; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; sodium amalgam; iodine; toluene-4-sulfonic acid; In methanol; tetrachloromethane; ethanol;

Reference yield:

(S)-1-iodo-3,7-dimethyloctane (112571-88-7) → (2S,6S)-2,6,10-trimethylundecyl tosylate (131636-79-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 1) n-BuLi, HMPA / 1) THF, hexane, -40 deg C, 1 h, 2) -70 deg C, 3 h

2: 97 percent / Na-Hg / ethanol / 48 h / Ambient temperature

3: 93 percent / p-toluenesulfonic acid monohydrate / methanol / 1 h / Ambient temperature

4: pyridine / 12 h

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; sodium amalgam; toluene-4-sulfonic acid; In methanol; ethanol;

upstream raw materials:

(2S,6S)-2,6,10-trimethyl-1-undecanol

p-toluenesulfonyl chloride

(S)-3,7-dimethyl-6-octen-1-ol

(S)-4,8-dimethyl-7-nonanoic acid

Downstream raw materials:

(2R,6S,10S)-6,10,14-trimethyl-5-(phenylsulfonyl)-2-(tetrahydropyranyloxy)pentadecane

(2S,6S,10S)-6,10,14-trimethyl-5-(phenylsulfonyl)-2-(tetrahydropyranyloxy)pentadecane

(2S,6S)-2,6,10-trimethyl-1-(phenylsulfonyl)undecane

(2RS,6S,10S)-6,10,14-trimethylpentadecan-2-ol