ethyl 6-O-benzyl-4-O-trifluoroacetyl-2,3-dideoxyhex-2-enopyranoside

Base Information

• Chemical Name: ethyl 6-O-benzyl-4-O-trifluoroacetyl-2,3-dideoxyhex-2-enopyranoside
• CAS No.: 871584-82-6
• Molecular Formula: C₁₇H₁₉F₃O₅
• Molecular Weight: 360.33
• Mol file: 871584-82-6.mol

Synonyms:ethyl 6-O-benzyl-4-O-trifluoroacetyl-2,3-dideoxyhex-2-enopyranoside

Chemical Property of ethyl 6-O-benzyl-4-O-trifluoroacetyl-2,3-dideoxyhex-2-enopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 6-O-benzyl-4-O-trifluoroacetyl-2,3-dideoxyhex-2-enopyranoside

There total 3 articles about ethyl 6-O-benzyl-4-O-trifluoroacetyl-2,3-dideoxyhex-2-enopyranoside 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: 92.0%

ethyl 2,3-dideoxy-6-O-benzyl-α-D-erythro-hex-2-enopyranoside (80516-25-2) + trifluoroacetic anhydride (407-25-0) → ethyl 6-O-benzyl-4-O-trifluoroacetyl-2,3-dideoxyhex-2-enopyranoside (871584-82-6)

Guidance literature:

With 2,6-dimethylpyridine; dmap; In dichloromethane; at 20 ℃; for 3h;

DOI:10.1039/b510811j

Reference yield:

ethyl 2,3-dideoxy-α-D-erythro-hex-2-enopyranoside (23339-15-3) → ethyl 6-O-benzyl-4-O-trifluoroacetyl-2,3-dideoxyhex-2-enopyranoside (871584-82-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: Bu₂SnO / toluene / 4 h / Heating

1.2: 8.7 g / n-Bu₄NBr / toluene / 18 h / 115 °C

2.1: 92 percent / 2,6-lutidine; DMAP / CH₂Cl₂ / 3 h / 20 °C

With 2,6-dimethylpyridine; dmap; di(n-butyl)tin oxide; In dichloromethane; toluene;

DOI:10.1039/b510811j

Reference yield:

ethyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythrohex-2-enopyranoside (3323-72-6) → ethyl 6-O-benzyl-4-O-trifluoroacetyl-2,3-dideoxyhex-2-enopyranoside (871584-82-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: NaOMe / methanol / 2 h / 20 °C

2.1: Bu₂SnO / toluene / 4 h / Heating

2.2: 8.7 g / n-Bu₄NBr / toluene / 18 h / 115 °C

3.1: 92 percent / 2,6-lutidine; DMAP / CH₂Cl₂ / 3 h / 20 °C

With 2,6-dimethylpyridine; dmap; sodium methylate; di(n-butyl)tin oxide; In methanol; dichloromethane; toluene;

DOI:10.1039/b510811j

upstream raw materials:

ethyl 2,3-dideoxy-6-O-benzyl-α-D-erythro-hex-2-enopyranoside

trifluoroacetic anhydride

ethyl 2,3-dideoxy-α-D-erythro-hex-2-enopyranoside

ethyl 4,6-di-O-acetyl-2,3-dideoxy-α-D-erythrohex-2-enopyranoside