1-Hexadecanol, 4-methyl-, 4-methylbenzenesulfonate, (R)-

Base Information

• Chemical Name: 1-Hexadecanol, 4-methyl-, 4-methylbenzenesulfonate, (R)-
• CAS No.: 89051-75-2
• Molecular Formula: C₂₄H₄₂O₃S
• Molecular Weight: 410.662
• Mol file: 89051-75-2.mol

Synonyms:

Chemical Property of 1-Hexadecanol, 4-methyl-, 4-methylbenzenesulfonate, (R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-Hexadecanol, 4-methyl-, 4-methylbenzenesulfonate, (R)-

There total 11 articles about 1-Hexadecanol, 4-methyl-, 4-methylbenzenesulfonate, (R)- 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:

methyl (R)-(+)-citronellate (20425-48-3) → (R)-4-methylhexadecyl tosylate (89051-75-2)

Guidance literature:

Multi-step reaction with 10 steps

1: m-chloroperbenzoic acid / CHCl₃ / 1.5 h / 0 - 5 °C

2: NaIO₄*2H₂O / diethyl ether; tetrahydrofuran / 1.) 0 to 5 deg C, 20 min, 2.) r.t., 30 min

3: 66 percent / 1,2-dimethoxy-ethane / 1.) -60 to 0 deg C, 2.5 h, 2.) r.t., 2.5 h

4: LiAlH₄ / diethyl ether / 1.5 h / Ambient temperature

5: H₂ / 10percent palladium-charcoal / aq. ethanol / 0.67 h / Ambient temperature; 7

6: pyridine / 3 h / 0 - 5 °C

7: dimethylsulfoxide / 65 °C

8: aq. NaOH / ethanol / 41.5 h / Heating

9: LiAlH₄ / diethyl ether / 2 h / Ambient temperature

10: pyridine / 5.5 h / 0 - 5 °C

With pyridine; sodium hydroxide; sodium periodate; lithium aluminium tetrahydride; hydrogen; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; ethanol; chloroform; dimethyl sulfoxide;

Reference yield:

(R)-citronellic acid (18951-85-4,57030-77-0) → (R)-4-methylhexadecyl tosylate (89051-75-2)

Guidance literature:

Multi-step reaction with 11 steps

1: K₂CO₃

2: m-chloroperbenzoic acid / CHCl₃ / 1.5 h / 0 - 5 °C

3: NaIO₄*2H₂O / diethyl ether; tetrahydrofuran / 1.) 0 to 5 deg C, 20 min, 2.) r.t., 30 min

4: 66 percent / 1,2-dimethoxy-ethane / 1.) -60 to 0 deg C, 2.5 h, 2.) r.t., 2.5 h

5: LiAlH₄ / diethyl ether / 1.5 h / Ambient temperature

6: H₂ / 10percent palladium-charcoal / aq. ethanol / 0.67 h / Ambient temperature; 7

7: pyridine / 3 h / 0 - 5 °C

8: dimethylsulfoxide / 65 °C

9: aq. NaOH / ethanol / 41.5 h / Heating

10: LiAlH₄ / diethyl ether / 2 h / Ambient temperature

11: pyridine / 5.5 h / 0 - 5 °C

With pyridine; sodium hydroxide; sodium periodate; lithium aluminium tetrahydride; hydrogen; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; palladium on activated charcoal; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; ethanol; chloroform; dimethyl sulfoxide;

Reference yield:

methyl 3(R),7-dimethyl-6,7-epoxyoctanoate (61263-98-7,87640-32-2,87640-33-3) → (R)-4-methylhexadecyl tosylate (89051-75-2)

Guidance literature:

Multi-step reaction with 9 steps

1: NaIO₄*2H₂O / diethyl ether; tetrahydrofuran / 1.) 0 to 5 deg C, 20 min, 2.) r.t., 30 min

2: 66 percent / 1,2-dimethoxy-ethane / 1.) -60 to 0 deg C, 2.5 h, 2.) r.t., 2.5 h

3: LiAlH₄ / diethyl ether / 1.5 h / Ambient temperature

4: H₂ / 10percent palladium-charcoal / aq. ethanol / 0.67 h / Ambient temperature; 7

5: pyridine / 3 h / 0 - 5 °C

6: dimethylsulfoxide / 65 °C

7: aq. NaOH / ethanol / 41.5 h / Heating

8: LiAlH₄ / diethyl ether / 2 h / Ambient temperature

9: pyridine / 5.5 h / 0 - 5 °C

With pyridine; sodium hydroxide; sodium periodate; lithium aluminium tetrahydride; hydrogen; palladium on activated charcoal; In tetrahydrofuran; 1,2-dimethoxyethane; diethyl ether; ethanol; dimethyl sulfoxide;

upstream raw materials:

p-toluenesulfonyl chloride

(R)-(+)-4-methyl-1-hexadecanol

(R)-citronellic acid

methyl (R)-(+)-citronellate