*,S^*-(E)>>-5-<(aminocarbonyl)oxy>-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-pentenyl α-methoxy-α-(trifluoromethyl)benzeneacetate

Base Information

• Chemical Name: *,S^*-(E)>>-5-<(aminocarbonyl)oxy>-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-pentenyl α-methoxy-α-(trifluoromethyl)benzeneacetate
• CAS No.: 114301-41-6
• Molecular Formula: C₂₀H₂₅F₃N₂O₇
• Molecular Weight: 462.423
• Mol file: 114301-41-6.mol

Synonyms:*,S^*-(E)>>-5-<(aminocarbonyl)oxy>-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-pentenyl α-methoxy-α-(trifluoromethyl)benzeneacetate

Chemical Property of *,S^*-(E)>>-5-<(aminocarbonyl)oxy>-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-pentenyl α-methoxy-α-(trifluoromethyl)benzeneacetate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of *,S^*-(E)>>-5-<(aminocarbonyl)oxy>-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-pentenyl α-methoxy-α-(trifluoromethyl)benzeneacetate

There total 3 articles about *,S^*-(E)>>-5-<(aminocarbonyl)oxy>-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-pentenyl α-methoxy-α-(trifluoromethyl)benzeneacetate 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: 75.0%

R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic acid (20445-31-2) + 1,1-dimethylethyl -<4-<(aminocarbonyl)oxy>-1-(hydroxymethyl)-2-butenyl>carbamate (114301-40-5) → *,S*-(E)>>-5-<(aminocarbonyl)oxy>-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-pentenyl α-methoxy-α-(trifluoromethyl)benzeneacetate (114301-41-6)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; Ambient temperature;

DOI:10.1021/jo00248a015

Reference yield:

1,1-dimethylethyl -4-<3-<(aminocarbonyl)oxy>-1-propenyl>-2,2-dimethyl-3-oxazolidinecarboxylate (114324-28-6) → *,S*-(E)>>-5-<(aminocarbonyl)oxy>-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-pentenyl α-methoxy-α-(trifluoromethyl)benzeneacetate (114301-41-6)

Guidance literature:

Multi-step reaction with 2 steps

1: TsOH*H₂O / methanol / 14 h / Ambient temperature

2: 75 percent / 1,3-dicyclohexylcarbidiimide, 4-(dimethylamino)pyridine / CH₂Cl₂ / Ambient temperature

With dmap; toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In methanol; dichloromethane;

DOI:10.1021/jo00248a015

Reference yield:

1,1-dimethylethyl -4-<1-<(aminocarbonyl)oxy>-2-propenyl>-2,2-dimethyl-3-oxazolidinecarboxylate (114301-38-1,114301-39-2) → *,S*-(E)>>-5-<(aminocarbonyl)oxy>-2-<<(1,1-dimethylethoxy)carbonyl>amino>-3-pentenyl α-methoxy-α-(trifluoromethyl)benzeneacetate (114301-41-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 86 percent / PdCl₂(MeCN)2 / tetrahydrofuran / 8 h / Ambient temperature

2: TsOH*H₂O / methanol / 14 h / Ambient temperature

3: 75 percent / 1,3-dicyclohexylcarbidiimide, 4-(dimethylamino)pyridine / CH₂Cl₂ / Ambient temperature

With dmap; dichloro bis(acetonitrile) palladium(II); toluene-4-sulfonic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jo00248a015

upstream raw materials:

R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic acid

1,1-dimethylethyl -<4-<(aminocarbonyl)oxy>-1-(hydroxymethyl)-2-butenyl>carbamate

1,1-dimethylethyl -4-<3-<(aminocarbonyl)oxy>-1-propenyl>-2,2-dimethyl-3-oxazolidinecarboxylate

1,1-dimethylethyl -4-<1-<(aminocarbonyl)oxy>-2-propenyl>-2,2-dimethyl-3-oxazolidinecarboxylate