benzyl (R)-(+)-3-phenyl-2-(trifluoromethylsulfonyloxy)propanoate

Base Information

• Chemical Name: benzyl (R)-(+)-3-phenyl-2-(trifluoromethylsulfonyloxy)propanoate
• CAS No.: 111437-25-3
• Molecular Formula: C₁₇H₁₅F₃O₅S
• Molecular Weight: 388.364
• Mol file: 111437-25-3.mol

Synonyms:benzyl (R)-(+)-3-phenyl-2-(trifluoromethylsulfonyloxy)propanoate

Chemical Property of benzyl (R)-(+)-3-phenyl-2-(trifluoromethylsulfonyloxy)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl (R)-(+)-3-phenyl-2-(trifluoromethylsulfonyloxy)propanoate

There total 4 articles about benzyl (R)-(+)-3-phenyl-2-(trifluoromethylsulfonyloxy)propanoate 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: 98.0%

trifluoromethylsulfonic anhydride (358-23-6) + (R)-benzyl mandelate (7622-21-1,93434-59-4,7622-22-2) → benzyl (R)-(+)-3-phenyl-2-(trifluoromethylsulfonyloxy)propanoate (111437-25-3)

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:

D-phenyllactic acid (828-01-3,7326-19-4,20312-36-1,156-05-8) → benzyl (R)-(+)-3-phenyl-2-(trifluoromethylsulfonyloxy)propanoate (111437-25-3)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 98 percent / lutidine / CH₂Cl₂ / 1) -78 deg C, 30 min, 2) to r.t., 1 h, 3) r.t., 30 min

With lutidine; caesium carbonate; In dichloromethane;

Reference yield:

D-(R)-phenylalanine (673-06-3,25191-15-5,658-69-5,67675-33-6) → benzyl (R)-(+)-3-phenyl-2-(trifluoromethylsulfonyloxy)propanoate (111437-25-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 70 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: 98 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

(R)-benzyl mandelate

D-phenyllactic acid

D-(R)-phenylalanine

Downstream raw materials:

(S)-2-{(2S,4aR,6R,7R,8R,8aS)-7-Hydroxy-2-phenyl-6-[(1R,2R)-2-((2S,3S,4R,5R,6S)-3,4,5-tris-benzyloxy-6-methyl-tetrahydro-pyran-2-yloxy)-cyclohexyloxy]-hexahydro-pyrano[3,2-d][1,3]dioxin-8-yloxy}-3-phenyl-propionic acid benzyl ester

(benzyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosynate)-(2->3)-(2,4-di-O-acetyl-6-O-benzoyl-β-D-galactopyranosyl)-(1->3)-1,5-anhydro-2-deoxy-6-O-[(S)-1-benzoxycarbonyl-2-benzyl-ethyl]-D-lyxo-hexitol

2-(trimethylsilyl)ethyl (benzyl 5-acetamido-4,7,8,9-tetra-O-acetyl-3,5-dideoxy-D-glycero-α-D-galacto-2-nonulopyranosynate)-(2->3)-(2,4-di-O-acetyl-6-O-benzoyl-β-D-galactopyranosyl)-(1->3)-6-O-[(S)-1-benzoxycarbonyl-2-phenyl-ethyl]-2-deoxy-2-trichloroacetamido-β-D-galactopyranoside

N-[N-(1(S)-carboxyl-3-phenylpropyl)-(S)-phenylalanyl]-(R)-isoserine