Benzyl (S)-2-trifluoromethylsulfonyloxy-4-methylpentanoate

Base Information

• Chemical Name: Benzyl (S)-2-trifluoromethylsulfonyloxy-4-methylpentanoate
• CAS No.: 146953-70-0
• Molecular Formula: C₁₄H₁₇F₃O₅S
• Molecular Weight: 354.347
• Mol file: 146953-70-0.mol

Synonyms:Benzyl (S)-2-trifluoromethylsulfonyloxy-4-methylpentanoate

Chemical Property of Benzyl (S)-2-trifluoromethylsulfonyloxy-4-methylpentanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Benzyl (S)-2-trifluoromethylsulfonyloxy-4-methylpentanoate

There total 4 articles about Benzyl (S)-2-trifluoromethylsulfonyloxy-4-methylpentanoate 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: 97.0%

trifluoromethylsulfonic anhydride (358-23-6) + benzyl (2S)-2-hydroxy-4-methylpentanoate (37755-48-9,40298-04-2) → Benzyl (S)-2-trifluoromethylsulfonyloxy-4-methylpentanoate (146953-70-0)

Guidance literature:

With lutidine; In dichloromethane; 1) -78 deg C, 30 min, 2) to r.t., 1 h, 3) r.t., 30 min;

Reference yield:

(S)-2-hydroxyl-3,3-dimethylbutyric acid (13748-90-8,498-36-2) → Benzyl (S)-2-trifluoromethylsulfonyloxy-4-methylpentanoate (146953-70-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) Cs₂CO₃ / 1) MeOH, H₂O, 2) DMF

2: 2,6-lutidine

With 2,6-dimethylpyridine; caesium carbonate;

DOI:10.1016/S0040-4039(97)01664-X

Reference yield:

L-leucine (61-90-5,21675-61-6,25248-98-0,70-45-1) → Benzyl (S)-2-trifluoromethylsulfonyloxy-4-methylpentanoate (146953-70-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / NaNO₂, 0.5M H₂SO₄ / H₂O / 24 h / Ambient temperature

2: 1) Cs₂CO₃ / 1) MeOH, water, 2) DMF, a) 2 h, ice-bath, b) r.t., overnight

3: 97 percent / lutidine / CH₂Cl₂ / 1) -78 deg C, 30 min, 2) to r.t., 1 h, 3) r.t., 30 min

With lutidine; sulfuric acid; caesium carbonate; sodium nitrite; In dichloromethane; water;

upstream raw materials:

trifluoromethylsulfonic anhydride

benzyl (2S)-2-hydroxy-4-methylpentanoate

L-leucine

(S)-2-hydroxyl-3,3-dimethylbutyric acid

Downstream raw materials:

(S)-2-(N'-tert-Butoxycarbonyl-N-{(R)-2-[(2S,3S)-2-((S)-sec-butyl)-1-(tert-butyl-dimethyl-silanyl)-4-oxo-azetidin-3-yloxy]-4-methyl-pentanoyl}-hydrazino)-4-methyl-pentanoic acid benzyl ester

(R)-2-[(2S,3S)-2-((S)-sec-Butyl)-1-(tert-butyl-dimethyl-silanyl)-4-oxo-azetidin-3-yloxy]-4-methyl-pentanoic acid benzyl ester

C₂₃H₃₅⁽¹⁵⁾NO₆