(4-methoxyphenyl)methanaminium (Z)-8-(furan-2-yl)-8-hydroxy-oct-5-enoate

Base Information

• Chemical Name: (4-methoxyphenyl)methanaminium (Z)-8-(furan-2-yl)-8-hydroxy-oct-5-enoate
• CAS No.: 1415237-38-5
• Molecular Formula: C₈H₁₁NO*C₁₂H₁₆O₄
• Molecular Weight: 361.438
• Mol file: 1415237-38-5.mol

Synonyms:

Chemical Property of (4-methoxyphenyl)methanaminium (Z)-8-(furan-2-yl)-8-hydroxy-oct-5-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4-methoxyphenyl)methanaminium (Z)-8-(furan-2-yl)-8-hydroxy-oct-5-enoate

There total 9 articles about (4-methoxyphenyl)methanaminium (Z)-8-(furan-2-yl)-8-hydroxy-oct-5-enoate 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:

(4-carboxybutyl)triphenylphosphonium bromide (17814-85-6) → (4-methoxyphenyl)methanaminium (Z)-8-(furan-2-yl)-8-hydroxy-oct-5-enoate (1415237-38-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hexamethyldisilazane; tris(pyrrolidino)phosphine oxide / tetrahydrofuran / 1.4 h / 0 - 10 °C / Inert atmosphere; Large scale

1.2: 1 h / -38 - -32 °C / Inert atmosphere; Large scale

2.1: tetrabutyl ammonium fluoride / tert-butyl methyl ether / 1 h / Reflux

3.1: acetonitrile / 0.33 h / 10 - 30 °C / Inert atmosphere

With tris(pyrrolidino)phosphine oxide; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; In tetrahydrofuran; tert-butyl methyl ether; acetonitrile; 1.2: |Wittig Olefination;

DOI:10.1021/op300188x

Reference yield:

4-(tert-butyldimethylsilyloxy)-4-(furan-2-yl)-butane-1,2-diol (1190883-06-7) → (4-methoxyphenyl)methanaminium (Z)-8-(furan-2-yl)-8-hydroxy-oct-5-enoate (1415237-38-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium periodate / acetone; water / 33 h / 10 - 30 °C / Inert atmosphere; Large scale

2.1: sodium hexamethyldisilazane; tris(pyrrolidino)phosphine oxide / tetrahydrofuran / 1.4 h / 0 - 10 °C / Inert atmosphere; Large scale

2.2: 1 h / -38 - -32 °C / Inert atmosphere; Large scale

3.1: tetrabutyl ammonium fluoride / tert-butyl methyl ether / 1 h / Reflux

4.1: acetonitrile / 0.33 h / 10 - 30 °C / Inert atmosphere

With sodium periodate; tris(pyrrolidino)phosphine oxide; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; In tetrahydrofuran; tert-butyl methyl ether; water; acetone; acetonitrile; 2.2: |Wittig Olefination;

DOI:10.1021/op300188x

Reference yield:

3-(tert-butyldimethylsilyloxy)-3-(furan-2-yl)propanal (1190883-07-8) → (4-methoxyphenyl)methanaminium (Z)-8-(furan-2-yl)-8-hydroxy-oct-5-enoate (1415237-38-5)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hexamethyldisilazane; tris(pyrrolidino)phosphine oxide / tetrahydrofuran / 1.4 h / 0 - 10 °C / Inert atmosphere; Large scale

1.2: 1 h / -38 - -32 °C / Inert atmosphere; Large scale

2.1: tetrabutyl ammonium fluoride / tert-butyl methyl ether / 1 h / Reflux

3.1: acetonitrile / 0.33 h / 10 - 30 °C / Inert atmosphere

With tris(pyrrolidino)phosphine oxide; tetrabutyl ammonium fluoride; sodium hexamethyldisilazane; In tetrahydrofuran; tert-butyl methyl ether; acetonitrile; 1.2: |Wittig Olefination;

DOI:10.1021/op300188x

upstream raw materials:

furfural

4-(tert-butyldimethylsilyloxy)-4-(furan-2-yl)-butene

5-bromopentanoic acid

(4-carboxybutyl)triphenylphosphonium bromide

Downstream raw materials:

isopropyl (Z)-7-(3-hydroxy-5-oxo-cyclopent-1-en-1-yl)-hept-5-enoate