(R)-3-[4-(4-Methoxy-benzyloxy)-phenyl]-5-trimethylsilanyl-pent-4-ynal

Base Information

• Chemical Name: (R)-3-[4-(4-Methoxy-benzyloxy)-phenyl]-5-trimethylsilanyl-pent-4-ynal
• CAS No.: 131472-62-3
• Molecular Formula: C₂₂H₂₆O₃Si
• Molecular Weight: 366.532
• Mol file: 131472-62-3.mol

Synonyms:(R)-3-[4-(4-Methoxy-benzyloxy)-phenyl]-5-trimethylsilanyl-pent-4-ynal

Chemical Property of (R)-3-[4-(4-Methoxy-benzyloxy)-phenyl]-5-trimethylsilanyl-pent-4-ynal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-3-[4-(4-Methoxy-benzyloxy)-phenyl]-5-trimethylsilanyl-pent-4-ynal

There total 4 articles about (R)-3-[4-(4-Methoxy-benzyloxy)-phenyl]-5-trimethylsilanyl-pent-4-ynal 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:

(4R,5S)-3-{2-[4-(4-Methoxy-benzyloxy)-phenyl]-acetyl}-4-methyl-5-phenyl-oxazolidin-2-one (131472-58-7) → (R)-3-[4-(4-Methoxy-benzyloxy)-phenyl]-5-trimethylsilanyl-pent-4-ynal (131472-62-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) NaHMDS / 1.) THF, 15 min, -78 deg C 2.) -50 deg C, 1 h;

2: 72 percent / LAH / tetrahydrofuran / 0.5 h / 0 °C

4: 1.) O₃, sudan red 7B 2.) PPh₃ / 1.) CH₂Cl₂, -78 deg C;

With lithium aluminium tetrahydride; N-ethyl-1-[{4-(phenylazo)-phenyl}-azo]-2-naphthalenylamine; sodium hexamethyldisilazane; ozone; triphenylphosphine; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)97811-0

Reference yield:

(4R,5S)-3-{(R)-2-[4-(4-Methoxy-benzyloxy)-phenyl]-pent-4-enoyl}-4-methyl-5-phenyl-oxazolidin-2-one (131472-59-8) → (R)-3-[4-(4-Methoxy-benzyloxy)-phenyl]-5-trimethylsilanyl-pent-4-ynal (131472-62-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 72 percent / LAH / tetrahydrofuran / 0.5 h / 0 °C

3: 1.) O₃, sudan red 7B 2.) PPh₃ / 1.) CH₂Cl₂, -78 deg C;

With lithium aluminium tetrahydride; N-ethyl-1-[{4-(phenylazo)-phenyl}-azo]-2-naphthalenylamine; ozone; triphenylphosphine; In tetrahydrofuran;

DOI:10.1016/S0040-4039(00)97811-0

Reference yield:

{(R)-3-[4-(4-Methoxy-benzyloxy)-phenyl]-hex-5-en-1-ynyl}-trimethyl-silane (131472-61-2) → (R)-3-[4-(4-Methoxy-benzyloxy)-phenyl]-5-trimethylsilanyl-pent-4-ynal (131472-62-3)

Guidance literature:

With N-ethyl-1-[{4-(phenylazo)-phenyl}-azo]-2-naphthalenylamine; ozone; triphenylphosphine; Yield given. Multistep reaction; 1.) CH₂Cl₂, -78 deg C;;

DOI:10.1016/S0040-4039(00)97811-0

upstream raw materials:

{(R)-3-[4-(4-Methoxy-benzyloxy)-phenyl]-hex-5-en-1-ynyl}-trimethyl-silane

(R)-2-[4-(4-Methoxy-benzyloxy)-phenyl]-pent-4-en-1-ol

(4R,5S)-3-{2-[4-(4-Methoxy-benzyloxy)-phenyl]-acetyl}-4-methyl-5-phenyl-oxazolidin-2-one

(4R,5S)-3-{(R)-2-[4-(4-Methoxy-benzyloxy)-phenyl]-pent-4-enoyl}-4-methyl-5-phenyl-oxazolidin-2-one

Downstream raw materials:

(4S,5R)-3-{(2S,3R)-2-Azido-3-[4-(4-methoxy-benzyloxy)-phenyl]-5-trimethylsilanyl-pent-4-ynoyl}-4-methyl-5-phenyl-oxazolidin-2-one

(4S,5R)-3-{(R)-3-[4-(4-Methoxy-benzyloxy)-phenyl]-5-trimethylsilanyl-pent-4-ynoyl}-4-methyl-5-phenyl-oxazolidin-2-one

(2S,3R)-2-Amino-3-(4-hydroxy-phenyl)-pent-4-ynoic acid methyl ester; hydrochloride

(2S,3R)-2-Azido-3-[4-(4-methoxy-benzyloxy)-phenyl]-pent-4-ynoic acid methyl ester