(4-methoxybenzyloxy)-acetic acid (E)-(R)-3-(dimethyl-phenyl-silanyl)-1-methyl-but-2-enyl ester

Base Information

• Chemical Name: (4-methoxybenzyloxy)-acetic acid (E)-(R)-3-(dimethyl-phenyl-silanyl)-1-methyl-but-2-enyl ester
• CAS No.: 851759-64-3
• Molecular Formula: C₂₃H₃₀O₄Si
• Molecular Weight: 398.574
• Mol file: 851759-64-3.mol

Synonyms:(4-methoxybenzyloxy)-acetic acid (E)-(R)-3-(dimethyl-phenyl-silanyl)-1-methyl-but-2-enyl ester

Chemical Property of (4-methoxybenzyloxy)-acetic acid (E)-(R)-3-(dimethyl-phenyl-silanyl)-1-methyl-but-2-enyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4-methoxybenzyloxy)-acetic acid (E)-(R)-3-(dimethyl-phenyl-silanyl)-1-methyl-but-2-enyl ester

There total 5 articles about (4-methoxybenzyloxy)-acetic acid (E)-(R)-3-(dimethyl-phenyl-silanyl)-1-methyl-but-2-enyl 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: 92.0%

(E)-(R)-4-(dimethyl-phenyl-silanyl)-pent-3-en-2-ol (851759-63-2) + p-methoxybenzyloxy acetic acid (88920-24-5) → (4-methoxybenzyloxy)-acetic acid (E)-(R)-3-(dimethyl-phenyl-silanyl)-1-methyl-but-2-enyl ester (851759-64-3)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In toluene; at 0 - 20 ℃;

DOI:10.1021/ol0501875

Reference yield:

acetic acid (E)-(R)-3-(dimethyl-phenylsilanyl)-1-methyl-but-2-enyl ester (851759-96-1) → (4-methoxybenzyloxy)-acetic acid (E)-(R)-3-(dimethyl-phenyl-silanyl)-1-methyl-but-2-enyl ester (851759-64-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 89 percent / LiAlH₄ / diethyl ether / 1 h / 0 °C

2: 92 percent / DCC; DMAP / toluene / 0 - 20 °C

With dmap; lithium aluminium tetrahydride; dicyclohexyl-carbodiimide; In diethyl ether; toluene;

DOI:10.1021/ol0501875

Reference yield:

Pent-3-yn-2-ol (57984-70-0,58072-60-9,90242-65-2,27301-54-8) → (4-methoxybenzyloxy)-acetic acid (E)-(R)-3-(dimethyl-phenyl-silanyl)-1-methyl-but-2-enyl ester (851759-64-3)

Guidance literature:

Multi-step reaction with 4 steps

1: diethylzinc; copper cyanide / tetrahydrofuran; pentane / 0 - 20 °C

2: 90 percent / Amano AK lipase / hexane / 52 h / Enzymatic reaction

3: 89 percent / LiAlH₄ / diethyl ether / 1 h / 0 °C

4: 92 percent / DCC; DMAP / toluene / 0 - 20 °C

With dmap; lithium aluminium tetrahydride; Amano AK lipase; diethylzinc; copper(l) cyanide; dicyclohexyl-carbodiimide; In tetrahydrofuran; diethyl ether; hexane; toluene; pentane;

DOI:10.1021/ol0501875

upstream raw materials:

(E)-(R)-4-(dimethyl-phenyl-silanyl)-pent-3-en-2-ol

p-methoxybenzyloxy acetic acid

acetic acid (E)-(R)-3-(dimethyl-phenylsilanyl)-1-methyl-but-2-enyl ester

Pent-3-yn-2-ol

Downstream raw materials:

(E)-(2S,3S)-3-(dimethyl-phenyl-silanyl)-2-(4-methoxy-benzyloxy)-3-methyl-hex-4-enoic acid methyl ester

(E)-(2S,3S)-3-(dimethyl-phenyl-silanyl)-3-methyl-2-trimethyulsilanyloxy-hex-4-enoic acid methyl ester

(E)-(2S,3S)-3-(dimethyl-phenyl-silanyl)-2-hydroxy-3-methyl-hex-4-enoic acid methyl ester

(E)-(2S,3S)-3-(dimethyl-phenyl-silanyl)-2-(4-methoxy-benzyloxy)-3-methyl-hex-4-enoic acid