(M/P)-(±)-2-methyl-5,7-bis[2-(4-hydroxyphenyl)isopropyl]-9-(triisopropylsilyl)nona-5,6-dien-3,8-diyn-2-ol

Base Information

• Chemical Name: (M/P)-(±)-2-methyl-5,7-bis[2-(4-hydroxyphenyl)isopropyl]-9-(triisopropylsilyl)nona-5,6-dien-3,8-diyn-2-ol
• CAS No.: 1449490-92-9
• Molecular Formula: C₃₇H₅₀O₃Si
• Molecular Weight: 570.888
• Mol file: 1449490-92-9.mol

Synonyms:(M/P)-(±)-2-methyl-5,7-bis[2-(4-hydroxyphenyl)isopropyl]-9-(triisopropylsilyl)nona-5,6-dien-3,8-diyn-2-ol

Chemical Property of (M/P)-(±)-2-methyl-5,7-bis[2-(4-hydroxyphenyl)isopropyl]-9-(triisopropylsilyl)nona-5,6-dien-3,8-diyn-2-ol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (M/P)-(±)-2-methyl-5,7-bis[2-(4-hydroxyphenyl)isopropyl]-9-(triisopropylsilyl)nona-5,6-dien-3,8-diyn-2-ol

There total 4 articles about (M/P)-(±)-2-methyl-5,7-bis[2-(4-hydroxyphenyl)isopropyl]-9-(triisopropylsilyl)nona-5,6-dien-3,8-diyn-2-ol 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: 72.0%

(M/P)-2-methyl-5,7-bis(2-{4-[((2RS)-tetrahydro-2H-pyran-2-yl)oxy]phenyl}isopropyl)-9-(triisopropylsilyl)nona-5,6-dien-3,8-diyn-2-ol (1449490-91-8) → (M/P)-(±)-2-methyl-5,7-bis[2-(4-hydroxyphenyl)isopropyl]-9-(triisopropylsilyl)nona-5,6-dien-3,8-diyn-2-ol (1449490-92-9)

Guidance literature:

With hydrogenchloride; In tetrahydrofuran; water; at 0 ℃; for 2h;

DOI:10.1039/c3cc44101f

Reference yield:

6-methyl-6-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-3-(2-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)propan-2-yl)-1-(triisopropylsilyl)hepta-1,4-diyn-3-yl 2,3,4,5,6-pentafluorobenzoate (1449490-90-7) → (M/P)-(±)-2-methyl-5,7-bis[2-(4-hydroxyphenyl)isopropyl]-9-(triisopropylsilyl)nona-5,6-dien-3,8-diyn-2-ol (1449490-92-9)

Guidance literature:

Multi-step reaction with 2 steps

1: N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / toluene / 48 h / 80 °C / Inert atmosphere

2: hydrogenchloride / tetrahydrofuran; water / 2 h / 0 °C

With hydrogenchloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water; toluene;

DOI:10.1039/c3cc44101f

Reference yield:

2,6-dimethyl-2,6-bis[4-(tetrahydro-2H-pyran-2-yloxy)phenyl]-4-heptyn-3-one (949589-63-3) → (M/P)-(±)-2-methyl-5,7-bis[2-(4-hydroxyphenyl)isopropyl]-9-(triisopropylsilyl)nona-5,6-dien-3,8-diyn-2-ol (1449490-92-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: n-butyllithium / hexane; tetrahydrofuran / 0.5 h / -78 °C / Inert atmosphere

1.2: 2 h / -78 °C / Inert atmosphere

1.3: -78 - 20 °C / Inert atmosphere

2.1: N-ethyl-N,N-diisopropylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; copper(l) iodide / toluene / 48 h / 80 °C / Inert atmosphere

3.1: hydrogenchloride / tetrahydrofuran; water / 2 h / 0 °C

With hydrogenchloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; n-butyllithium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; water; toluene;

DOI:10.1039/c3cc44101f

upstream raw materials:

(M/P)-2-methyl-5,7-bis(2-{4-[((2RS)-tetrahydro-2H-pyran-2-yl)oxy]phenyl}isopropyl)-9-(triisopropylsilyl)nona-5,6-dien-3,8-diyn-2-ol

2,6-dimethyl-2,6-bis[4-(tetrahydro-2H-pyran-2-yloxy)phenyl]-4-heptyn-3-one

6-methyl-6-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)-3-(2-(4-((tetrahydro-2H-pyran-2-yl)oxy)phenyl)propan-2-yl)-1-(triisopropylsilyl)hepta-1,4-diyn-3-yl 2,3,4,5,6-pentafluorobenzoate

tris-iso-propylsilyl acetylene

Downstream raw materials:

(M/P)-(±)-2-methyl-5,7-bis[2-(4-hydroxyphenyl)isopropopyl]nona-5,6-dien-3,8-diyn-2-ol

(P)-(+)-2-methyl-5,7-bis[2-(4-hydroxyphenyl)isopropopyl]nona-5,6-dien-3,8-diyn-2-ol

(M)-(-)-2-methyl-5,7-bis[2-(4-hydroxyphenyl)isopropopyl]nona-5,6-dien-3,8-diyn-2-ol