4-O-acetyl-1,5-anhydro-2,3,6-trideoxy-3-trifluoroacetamidohex-1-enitol

Base Information

• Chemical Name: 4-O-acetyl-1,5-anhydro-2,3,6-trideoxy-3-trifluoroacetamidohex-1-enitol
• CAS No.: 73352-88-2
• Molecular Formula: C₁₀H₁₂F₃NO₄
• Molecular Weight: 267.205
• Mol file: 73352-88-2.mol

Synonyms:4-O-acetyl-1,5-anhydro-2,3,6-trideoxy-3-trifluoroacetamidohex-1-enitol

Chemical Property of 4-O-acetyl-1,5-anhydro-2,3,6-trideoxy-3-trifluoroacetamidohex-1-enitol

Chemical Property:

• Vapor Pressure: 0.000146mmHg at 25°C
• Boiling Point: 332.4°C at 760 mmHg
• Flash Point: 154.8°C
• PSA: 41.99000
• Density: 1.33g/cm³
• LogP: 4.94700

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-O-acetyl-1,5-anhydro-2,3,6-trideoxy-3-trifluoroacetamidohex-1-enitol

There total 3 articles about 4-O-acetyl-1,5-anhydro-2,3,6-trideoxy-3-trifluoroacetamidohex-1-enitol 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:

L-Daunosamine hydrochloride (18977-93-0) → 4-O-acetyl-1,5-anhydro-2,6-dideoxy-3-trifluoroacetamido-L-lyxo-hex-1-enitol (73352-88-2)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether / 1) 0 deg C, 1 h, 2) RT, 3 h

2: NaOMe / methanol / 0.5 h / 25 °C

3: 1) pyridine, 2) silica gel 60 / 1) 0 deg C to RT, 2) xylene, 50 deg C then reflux, 45 min

With pyridine; sodium methylate; silica gel; In methanol; diethyl ether;

DOI:10.1016/0008-6215(89)80062-X

Reference yield:

(-)-3-N-trifluoroacetyl-1,4-bis(O-trifluoroacetyl)-L-daunosamine (91108-50-8) → 4-O-acetyl-1,5-anhydro-2,6-dideoxy-3-trifluoroacetamido-L-lyxo-hex-1-enitol (73352-88-2)

Guidance literature:

Multi-step reaction with 2 steps

1: NaOMe / methanol / 0.5 h / 25 °C

2: 1) pyridine, 2) silica gel 60 / 1) 0 deg C to RT, 2) xylene, 50 deg C then reflux, 45 min

With pyridine; sodium methylate; silica gel; In methanol;

DOI:10.1016/0008-6215(89)80062-X

Reference yield:

acetic anhydride (108-24-7) + 2,3,6-Trideoxy-3-trifluoroacetamido-L-lixo-hexopyranose (51996-45-3,56354-08-6,64429-67-0,71952-66-4,122350-89-4) → 4-O-acetyl-1,5-anhydro-2,6-dideoxy-3-trifluoroacetamido-L-lyxo-hex-1-enitol (73352-88-2)

Guidance literature:

With pyridine; silica gel; Yield given. Multistep reaction; 1) 0 deg C to RT, 2) xylene, 50 deg C then reflux, 45 min;

DOI:10.1016/0008-6215(89)80062-X

upstream raw materials:

acetic anhydride

2,3,6-Trideoxy-3-trifluoroacetamido-L-lixo-hexopyranose

L-Daunosamine hydrochloride

(-)-3-N-trifluoroacetyl-1,4-bis(O-trifluoroacetyl)-L-daunosamine