2,3,5-TRI-O-BENZYL-D-LYXOFURANOSE

Base Information

• Chemical Name: 2,3,5-TRI-O-BENZYL-D-LYXOFURANOSE
• CAS No.: 115563-43-4
• Molecular Formula: C26H28 O5
• Molecular Weight: 406.47
• Mol file: 115563-43-4.mol

Synonyms:2,3,5-TRI-O-BENZYL-D-LYXOFURANOSE

Chemical Property of 2,3,5-TRI-O-BENZYL-D-LYXOFURANOSE

Chemical Property:

• PSA: 57.15000
• LogP: 4.04870

Purity/Quality:

95% ^*data from raw suppliers

2,3,5-Tri-O-benzyl-D-lyxofuranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2,3,5-TRI-O-BENZYL-D-LYXOFURANOSE

There total 1 articles about 2,3,5-TRI-O-BENZYL-D-LYXOFURANOSE 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:

3,4,5-tri-O-benzyl-D-galactopyranose (20672-66-6,40246-26-2,84926-76-1,114179-79-2,115184-49-1) → (2S,3S,4R)-2,3,5-tribenzyloxy-4-hydroxypentanal (115563-43-4)

Guidance literature:

With sodium periodate; In ethanol; water; for 16h; -5 deg C -> room temperature;

Reference yield:

(2S,3S,4R)-2,3,5-tribenzyloxy-4-hydroxypentanal (115563-43-4) → (2R,3S,4R)-1,3,4-tri-O-benzyl-2-O-methansulfonyl-1,2,3,4-octadecanetetraol (129831-88-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) nBuLi / 1.) hexane, THF, -10 deg C, 30 min, 2.) hexane, THF, RT, 16 h

2: H₂ / 10percent Pd/C / tetrahydrofuran / 16 h

3: pyridine / 1.5 h / 20 °C

With pyridine; n-butyllithium; hydrogen; palladium on activated charcoal; In tetrahydrofuran;

DOI:10.1021/jm00012a018

Reference yield:

(2S,3S,4R)-2,3,5-tribenzyloxy-4-hydroxypentanal (115563-43-4) → (2S,3S,4R)-1,3,4-tri-O-benzyl-N-tetracosanoyl-2-amino-1,3,4-octadecanetriol (129779-78-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) nBuLi / 1.) hexane, THF, -10 deg C, 30 min, 2.) hexane, THF, RT, 16 h

2: H₂ / 10percent Pd/C / tetrahydrofuran / 16 h

3: pyridine / 1.5 h / 20 °C

4: NaN₃ / dimethylformamide / 16 h / 100 °C

5: H₂ / 10percent Pd/C / tetrahydrofuran / 16 h / Ambient temperature

6: 2-chloro-1-methylpyridinium iodide, n-tributylamine / CH₂Cl₂ / 2 h / Heating

With pyridine; n-butyllithium; sodium azide; tributyl-amine; 2-chloro-1-methyl-pyridinium iodide; hydrogen; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00012a018

upstream raw materials:

3,4,5-tri-O-benzyl-D-galactopyranose

Downstream raw materials:

(2R,3S,4R)-1,3,4-tri-O-benzyl-5-octadecene-1,2,3,4-tetraol

(2R,3R,4R,5E/Z)-1,3,4-tribenzyloxy-5-pentadecene-2-ol

(E)-(2R,3S,4R)-1,3,4-Tris-benzyloxy-icos-5-en-2-ol

(2S,3S,4R)-1,3,4-tri-O-benzyl-2-amino-1,3,4-octadecanetriol

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