(3S)-(Z)-1-(Dimethylphenylsilyl)-1-buten-3-yl methoxyacetate

Base Information

• Chemical Name: (3S)-(Z)-1-(Dimethylphenylsilyl)-1-buten-3-yl methoxyacetate
• CAS No.: 142611-71-0
• Molecular Formula: C₁₅H₂₂O₃Si
• Molecular Weight: 278.423
• Mol file: 142611-71-0.mol

Synonyms:(3S)-(Z)-1-(Dimethylphenylsilyl)-1-buten-3-yl methoxyacetate

Chemical Property of (3S)-(Z)-1-(Dimethylphenylsilyl)-1-buten-3-yl methoxyacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (3S)-(Z)-1-(Dimethylphenylsilyl)-1-buten-3-yl methoxyacetate

There total 4 articles about (3S)-(Z)-1-(Dimethylphenylsilyl)-1-buten-3-yl methoxyacetate 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: 86.0%

(S)-(Z)-1-(Dimethylphenylsilyl)-1-buten-3-ol (129158-81-2,133398-24-0,133398-25-1,137120-08-2,142697-15-2,142697-16-3) + 2-methoxyacetic acid (625-45-6) → (3S)-(Z)-1-(Dimethylphenylsilyl)-1-buten-3-yl methoxyacetate (142611-71-0)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; for 12h; Ambient temperature;

DOI:10.1021/jo00041a055

Reference yield:

Acetic acid (S)-3-(dimethyl-phenyl-silanyl)-1-methyl-prop-2-ynyl ester (142611-82-3) → (3S)-(Z)-1-(Dimethylphenylsilyl)-1-buten-3-yl methoxyacetate (142611-71-0)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogen, quinoline / Pd-CaCO₃-Pb / pentane / 760 Torr / Ambient temperature

2: lithium aluminum hydride / diethyl ether

3: 86 percent / dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / CH₂Cl₂ / 12 h / Ambient temperature

With quinoline; dmap; lithium aluminium tetrahydride; hydrogen; dicyclohexyl-carbodiimide; palladium on calcium fluoride poisoned with lead; In diethyl ether; dichloromethane; pentane;

DOI:10.1021/jo00041a055

Reference yield:

(S)-4-(dimethyl(phenyl)silyl)-but-3-yn-2-ol (142697-17-4) → (3S)-(Z)-1-(Dimethylphenylsilyl)-1-buten-3-yl methoxyacetate (142611-71-0)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N

2: hydrogen, quinoline / Pd-CaCO₃-Pb / pentane / 760 Torr / Ambient temperature

3: lithium aluminum hydride / diethyl ether

4: 86 percent / dicyclohexylcarbodiimide, 4-(dimethylamino)pyridine / CH₂Cl₂ / 12 h / Ambient temperature

With quinoline; dmap; lithium aluminium tetrahydride; hydrogen; triethylamine; dicyclohexyl-carbodiimide; palladium on calcium fluoride poisoned with lead; In diethyl ether; dichloromethane; pentane;

DOI:10.1021/jo00041a055

upstream raw materials:

(S)-(Z)-1-(Dimethylphenylsilyl)-1-buten-3-ol

2-methoxyacetic acid

(S)-4-(dimethyl(phenyl)silyl)-but-3-yn-2-ol

Acetic acid (Z)-(S)-3-(dimethyl-phenyl-silanyl)-1-methyl-allyl ester

Downstream raw materials:

(2R,3S)-(E)-Methyl 2-(benzyloxy)-3-(dimethylphenylsilyl)hex-4-enoate

(2R,3S)-(E)-Methyl 2-methoxy-3-(dimethylphenylsilyl)hex-4-enoate

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

(E)-(2S,3R)-2-Methoxy-3-(dimethylphenylsilyl)-4-hexenoic acid