homogeraniol p-toluenesulfonate ester

Base Information

• Chemical Name: homogeraniol p-toluenesulfonate ester
• CAS No.: 71841-08-2
• Molecular Formula: C₁₈H₂₆O₃S
• Molecular Weight: 322.469
• Mol file: 71841-08-2.mol

Synonyms:homogeraniol p-toluenesulfonate ester

Chemical Property of homogeraniol p-toluenesulfonate ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of homogeraniol p-toluenesulfonate ester

There total 5 articles about homogeraniol p-toluenesulfonate 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:

(E)-4,8-dimethylnona-3,7-dien-1-ol (459-88-1) + p-toluenesulfonyl chloride (98-59-9) → homogeraniol p-toluenesulfonate ester (71841-08-2)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1002/anie.200503852

Reference yield:

5-iodo-2-methylpent-2-ene (43161-11-1) → homogeraniol p-toluenesulfonate ester (71841-08-2)

Guidance literature:

Multi-step reaction with 3 steps

1: t-BuLi / pentane; tetrahydrofuran / -30 - 20 °C

2: NiCl₂(PPh₃)2 / diethyl ether; benzene / 0.67 h / Heating

3: pyridine / CH₂Cl₂ / 0 - 20 °C

With pyridine; bis(triphenylphosphine)nickel(II) chloride; tert.-butyl lithium; In tetrahydrofuran; diethyl ether; dichloromethane; pentane; benzene;

DOI:10.1002/anie.200503852

Reference yield:

1-bromo-4-methylpent-3-ene (2270-59-9) → homogeraniol p-toluenesulfonate ester (71841-08-2)

Guidance literature:

Multi-step reaction with 4 steps

1: alkali metal iodide

2: t-BuLi / pentane; tetrahydrofuran / -30 - 20 °C

3: NiCl₂(PPh₃)2 / diethyl ether; benzene / 0.67 h / Heating

4: pyridine / CH₂Cl₂ / 0 - 20 °C

With pyridine; bis(triphenylphosphine)nickel(II) chloride; alkali metal iodide; tert.-butyl lithium; In tetrahydrofuran; diethyl ether; dichloromethane; pentane; benzene; 1: Finkelstein reaction;

DOI:10.1002/anie.200503852

upstream raw materials:

(E)-4,8-dimethylnona-3,7-dien-1-ol

p-toluenesulfonyl chloride

5-iodo-2-methylpent-2-ene

1-bromo-4-methylpent-3-ene

Downstream raw materials:

(E)-methyl 6,10-dimethyl-2-(phenylthio)-5,9-undecadienoate

(2(1')Z,5E)-methyl 2-(2'-benzyloxyethylidene)-6,10-dimethyl-5,9-undecadienoate

(2(1')E,5E)-methyl 2-(2'-benzyloxyethylidene)-6,10-dimethyl-5,9-undecadienoate

(3aα,4aβ,7β,8aα,10aβ)-(+/-)-7-bromodecahydro-4a,8,8-trimethyl-10a(phenylthio)furo<3,4-b><1>benzoxepin-1(3H)-one