(R)-2-Trifluoromethanesulfonyloxy-dodecanoic acid benzyl ester

Base Information

• Chemical Name: (R)-2-Trifluoromethanesulfonyloxy-dodecanoic acid benzyl ester
• CAS No.: 168965-96-6
• Molecular Formula: C₂₀H₂₉F₃O₅S
• Molecular Weight: 438.508
• Mol file: 168965-96-6.mol

Synonyms:(R)-2-Trifluoromethanesulfonyloxy-dodecanoic acid benzyl ester

Chemical Property of (R)-2-Trifluoromethanesulfonyloxy-dodecanoic acid benzyl ester

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of (R)-2-Trifluoromethanesulfonyloxy-dodecanoic acid benzyl ester

There total 3 articles about (R)-2-Trifluoromethanesulfonyloxy-dodecanoic acid benzyl 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: 74.0%

trifluoromethylsulfonic anhydride (358-23-6) + benzyl-R-α-hydroxy-n-dodecanoate (168965-95-5) → (R)-2-Trifluoromethanesulfonyloxy-dodecanoic acid benzyl ester (168965-96-6)

Guidance literature:

With 2,6-dimethylpyridine; trifluoromethylsulfonic anhydride; In dichloromethane;

DOI:10.1248/cpb.45.424

Reference yield:

(R)-2-aminododecanoic acid (169106-36-9) → (R)-2-Trifluoromethanesulfonyloxy-dodecanoic acid benzyl ester (168965-96-6)

Guidance literature:

Multi-step reaction with 3 steps

1: aq. sodium nitrite, 2N aq. H₂SO₄ / 2.5 h / 95 °C

2: SOCl₂ / benzene / 10 h / Heating

3: 2,6-lutidine / CH₂Cl₂ / 1 h / -40 °C

With 2,6-dimethylpyridine; thionyl chloride; sulfuric acid; sodium nitrite; In dichloromethane; benzene;

DOI:10.1021/jm970704s

Reference yield:

(R)-2-(2-Chloro-acetylamino)-dodecanoic acid (188070-10-2) → (R)-2-Trifluoromethanesulfonyloxy-dodecanoic acid benzyl ester (168965-96-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 99 percent / 3N aq. HCl / 4.5 h / Heating

2: aq. sodium nitrite, 2N aq. H₂SO₄ / 2.5 h / 95 °C

3: SOCl₂ / benzene / 10 h / Heating

4: 2,6-lutidine / CH₂Cl₂ / 1 h / -40 °C

With 2,6-dimethylpyridine; hydrogenchloride; thionyl chloride; sulfuric acid; sodium nitrite; In dichloromethane; benzene;

DOI:10.1021/jm970704s

upstream raw materials:

trifluoromethylsulfonic anhydride

benzyl-R-α-hydroxy-n-dodecanoate

(R)-2-aminododecanoic acid

(R)-2-(2-Chloro-acetylamino)-dodecanoic acid

Downstream raw materials:

(S)-2-{[2-(2-Amino-3-hydroxy-propyl)-phenyl]-methyl-amino}-dodecanoic acid 2,5-dioxo-pyrrolidin-1-yl ester