(Z)-(R)-(3-iodo-1-methyl-but-2-enyloxy)-dimethyl-phenyl-silane

Base Information

• Chemical Name: (Z)-(R)-(3-iodo-1-methyl-but-2-enyloxy)-dimethyl-phenyl-silane
• CAS No.: 851760-04-8
• Molecular Formula: C₁₃H₁₉IOSi
• Molecular Weight: 346.283
• Mol file: 851760-04-8.mol

Synonyms:(Z)-(R)-(3-iodo-1-methyl-but-2-enyloxy)-dimethyl-phenyl-silane

Chemical Property of (Z)-(R)-(3-iodo-1-methyl-but-2-enyloxy)-dimethyl-phenyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (Z)-(R)-(3-iodo-1-methyl-but-2-enyloxy)-dimethyl-phenyl-silane

There total 4 articles about (Z)-(R)-(3-iodo-1-methyl-but-2-enyloxy)-dimethyl-phenyl-silane 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: 88.0%

phenyldimethylsilyl chloride (768-33-2) + (Z)-(R)-4-iodo-pent-3-en-2-ol (851760-03-7) → (Z)-(R)-(3-iodo-1-methyl-but-2-enyloxy)-dimethyl-phenyl-silane (851760-04-8)

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃; for 2h;

DOI:10.1021/ol0501875

Reference yield:

acetic acid 1-methyl-but-2-ynyl ester (763-54-2) → (Z)-(R)-(3-iodo-1-methyl-but-2-enyloxy)-dimethyl-phenyl-silane (851760-04-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 47 percent / lipase Amano PS / H₂O / 6 h / pH 7 / Enzymatic reaction

2.1: K₂CO₃ / methanol / 2 h / 20 °C

3.1: Red-Al(R) / diethyl ether / 0 - 20 °C

3.2: 82 percent / I₂ / diethyl ether / -78 - 20 °C

4.1: 88 percent / DMAP; Et₃N / CH₂Cl₂ / 2 h / 0 - 20 °C

With dmap; Lipase Amano PS; potassium carbonate; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In methanol; diethyl ether; dichloromethane; water;

DOI:10.1021/ol0501875

Reference yield:

(R)-(+)-pent-3-yn-2-ol (27301-54-8,58072-60-9,90242-65-2,57984-70-0) → (Z)-(R)-(3-iodo-1-methyl-but-2-enyloxy)-dimethyl-phenyl-silane (851760-04-8)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Red-Al(R) / diethyl ether / 0 - 20 °C

1.2: 82 percent / I₂ / diethyl ether / -78 - 20 °C

2.1: 88 percent / DMAP; Et₃N / CH₂Cl₂ / 2 h / 0 - 20 °C

With dmap; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In diethyl ether; dichloromethane;

DOI:10.1021/ol0501875

upstream raw materials:

phenyldimethylsilyl chloride

(Z)-(R)-4-iodo-pent-3-en-2-ol

acetic acid 1-methyl-but-2-ynyl ester

(R)-(+)-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,3R)-methyl 2-(4-methoxybenzyloxy)-3-(dimethylphenylsilyl)-3-methyl-hex-4-enoate

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

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