(2S,4R)-4-benzoyloxy-2-[(benzoyloxy)methyl]-3,3-difluorotetrahydrothiophene

Base Information

• Chemical Name: (2S,4R)-4-benzoyloxy-2-[(benzoyloxy)methyl]-3,3-difluorotetrahydrothiophene
• CAS No.: 634181-94-5
• Molecular Formula: C₁₉H₁₆F₂O₄S
• Molecular Weight: 378.396
• Mol file: 634181-94-5.mol

Synonyms:(2S,4R)-4-benzoyloxy-2-[(benzoyloxy)methyl]-3,3-difluorotetrahydrothiophene

Chemical Property of (2S,4R)-4-benzoyloxy-2-[(benzoyloxy)methyl]-3,3-difluorotetrahydrothiophene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4R)-4-benzoyloxy-2-[(benzoyloxy)methyl]-3,3-difluorotetrahydrothiophene

There total 1 articles about (2S,4R)-4-benzoyloxy-2-[(benzoyloxy)methyl]-3,3-difluorotetrahydrothiophene 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:

benzoic acid anhydride (93-97-0) + (3R,5S)-5-[(benzoyloxy)methyl]-3,3-difluorotetrahydrothiophene-3-ol → (2S,4R)-4-benzoyloxy-2-[(benzoyloxy)methyl]-3,3-difluorotetrahydrothiophene (634181-94-5)

Guidance literature:

With dmap; triethylamine; In acetonitrile; at 20 ℃; for 2h;

DOI:10.1021/jo034512i

Reference yield:

(2S,4R)-4-benzoyloxy-2-[(benzoyloxy)methyl]-3,3-difluorotetrahydrothiophene (634181-94-5) → C19H16F2O5S (1027046-58-7)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at -40 ℃; for 0.666667h;

DOI:10.1021/jo034512i

Reference yield:

(2S,4R)-4-benzoyloxy-2-[(benzoyloxy)methyl]-3,3-difluorotetrahydrothiophene (634181-94-5) → C19H14F2O4S

Guidance literature:

Multi-step reaction with 2 steps

1.1: m-CPBA / CH₂Cl₂ / 0.67 h / -40 °C

2.1: HMDS; ammonium sulfate / 1,2-dichloro-ethane / Heating

2.2: 36 mg / TMSOTf / 1,2-dichloro-ethane / 0.83 h / 0 °C

With ammonium sulfate; 3-chloro-benzenecarboperoxoic acid; 1,1,1,3,3,3-hexamethyl-disilazane; In dichloromethane; 1,2-dichloro-ethane; 2.2: Pummerer reaction;

DOI:10.1021/jo034512i

upstream raw materials:

benzoic acid anhydride

Downstream raw materials:

C₁₉H₁₆F₂O₅S

C₃₀H₂₃F₂N₃O₆S