methyl (S)-3-(((R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl)oxy)decanoate

Base Information

• Chemical Name: methyl (S)-3-(((R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl)oxy)decanoate
• CAS No.: 76905-19-6
• Molecular Formula: C₂₁H₂₉F₃O₅
• Molecular Weight: 418.453
• Mol file: 76905-19-6.mol

Synonyms:methyl (S)-3-(((R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl)oxy)decanoate

Chemical Property of methyl (S)-3-(((R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl)oxy)decanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl (S)-3-(((R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl)oxy)decanoate

There total 18 articles about methyl (S)-3-(((R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl)oxy)decanoate 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: 80.0%

R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic acid (20445-31-2) + (S)-methyl 3-hydroxydecanoate (66997-66-8) → methyl (S)-3-(((R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl)oxy)decanoate (76905-19-6)

Guidance literature:

R-(+)-α-trifluoromethyl-α-methoxy-phenylacetic acid; With dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine; In toluene; at 20 ℃; for 0.5h;

(S)-methyl 3-hydroxydecanoate; In toluene; at 20 ℃; for 4h;

DOI:10.1021/acs.orglett.0c00070

Reference yield: 64.0%

(S)-(+)-2-methoxy-2-trifluoromethyl-2-phenylacetyl chloride (39637-99-5,20445-33-4) + (S)-methyl 3-hydroxydecanoate (66997-66-8) → methyl (S)-3-(((R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl)oxy)decanoate (76905-19-6)

Guidance literature:

With pyridine; at 20 ℃; for 3h; Inert atmosphere;

DOI:10.1021/jacs.7b00427

Reference yield:

Octanal (124-13-0) → methyl (S)-3-(((R)-3,3,3-trifluoro-2-methoxy-2-phenylpropanoyl)oxy)decanoate (76905-19-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: titanium tetrachloride / dichloromethane / 0.08 h / -40 °C / Inert atmosphere

1.2: 1 h / -40 °C / Inert atmosphere

1.3: 1.5 h / -78 - -40 °C / Inert atmosphere

2.1: 1H-imidazole / 6 h / 0 - 20 °C

3.1: dmap; 2,4,6-trichlorobenzoyl chloride; triethylamine / toluene / 0.5 h / 20 °C

3.2: 4 h / 20 °C

With 1H-imidazole; dmap; 2,4,6-trichlorobenzoyl chloride; titanium tetrachloride; triethylamine; In dichloromethane; toluene;

DOI:10.1021/acs.orglett.0c00070

upstream raw materials:

(3R)-3-[(2,3,4-tri-O-acetyl-6-deoxy-α-L-mannopyranosyl)oxy]decanoic acid

(3S)-3-[(2,3,4-tri-O-acetyl-6-deoxy-α-L-mannopyranosyl)oxy]decanoic acid

benzyl (±)-3-hydroxydecanoate

benzyl 3-oxodecanoate