1,2,4-tri-O-acetyl-5-deoxy-3-O-methyl-5-C-<(R)-phenylphosphinyl>-β-D-xylopyranose

Base Information

• Chemical Name: 1,2,4-tri-O-acetyl-5-deoxy-3-O-methyl-5-C-<(R)-phenylphosphinyl>-β-D-xylopyranose
• CAS No.: 88054-82-4
• Molecular Formula: C₁₈H₂₃O₈P
• Molecular Weight: 398.35
• Mol file: 88054-82-4.mol

Synonyms:1,2,4-tri-O-acetyl-5-deoxy-3-O-methyl-5-C-<(R)-phenylphosphinyl>-β-D-xylopyranose

Chemical Property of 1,2,4-tri-O-acetyl-5-deoxy-3-O-methyl-5-C-<(R)-phenylphosphinyl>-β-D-xylopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,2,4-tri-O-acetyl-5-deoxy-3-O-methyl-5-C-<(R)-phenylphosphinyl>-β-D-xylopyranose

There total 2 articles about 1,2,4-tri-O-acetyl-5-deoxy-3-O-methyl-5-C-<(R)-phenylphosphinyl>-β-D-xylopyranose 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:

acetic anhydride (108-24-7) + (3R,4S,5S)-4-Methoxy-1-oxo-1-phenyl-1λ5-phosphinane-2,3,5-triol → 1,2,4-tri-O-acetyl-5-deoxy-3-O-methyl-5-C-<(R)-phenylphosphinyl>-α-D-xylopyranose (88054-83-5) + 1,2,4-tri-O-acetyl-5-deoxy-3-O-methyl-5-C-<(R)-phenylphosphinyl>-β-D-xylopyranose (88054-82-4) + 1,2,4-tri-O-acetyl-5-deoxy-3-O-methyl-5-C-<(S)-phenylphosphinyl>-α-D-xylopyranose (88054-80-2) + 1,2,4-tri-O-acetyl-5-deoxy-3-O-methyl-5-C-<(S)-phenylphosphinyl>-β-D-xylopyranose (88054-81-3)

Guidance literature:

With pyridine;

DOI:10.1246/cl.1989.349

Reference yield:

acetic anhydride (108-24-7) + 5-deoxy-1,2-O-isopropylidene-5-C-(phenylphosphinyl)-3-O-methyl-α-D-xylofuranose (88054-75-5,118573-78-7,118573-79-8) → 1,2,4-tri-O-acetyl-5-deoxy-3-O-methyl-5-C-<(R)-phenylphosphinyl>-α-D-xylopyranose (88054-83-5) + 1,2,4-tri-O-acetyl-5-deoxy-3-O-methyl-5-C-<(R)-phenylphosphinyl>-β-D-xylopyranose (88054-82-4) + 1,2,4-tri-O-acetyl-5-deoxy-3-O-methyl-5-C-<(S)-phenylphosphinyl>-α-D-xylopyranose (88054-80-2) + 1,2,4-tri-O-acetyl-5-deoxy-3-O-methyl-5-C-<(S)-phenylphosphinyl>-β-D-xylopyranose (88054-81-3)

Guidance literature:

With hydrogenchloride; Yield given. Multistep reaction. Yields of byproduct given; 1.) EtOH, 110 deg C, 3h, 2.) pyridine,;

DOI:10.1016/0008-6215(83)84049-X

Reference yield: 85.0%

1,2,4-tri-O-acetyl-5-deoxy-3-O-methyl-5-C-<(R)-phenylphosphinyl>-β-D-xylopyranose (88054-82-4) → 1,2,4-tri-O-acetyl-5-deoxy-3-O-methyl-5-<(R)-phenylphophino>-β-D-xylopyranose (121058-80-8,121124-20-7,121124-21-8,121124-22-9)

Guidance literature:

With trichlorosilane; triethylamine; In benzene; also with hexachlorodisilane as reagent;

DOI:10.1246/bcsj.63.421

upstream raw materials:

acetic anhydride

5-deoxy-1,2-O-isopropylidene-5-C-(phenylphosphinyl)-3-O-methyl-α-D-xylofuranose

Downstream raw materials:

1,2,4-tri-O-acetyl-5-deoxy-3-O-methyl-5-<(R)-phenylphophino>-β-D-xylopyranose

1,2,4-tri-O-acetyl-5-deoxy-3-O-methyl-5-C-<(S)-phenylphosphinothioyl>-β-D-xylopyranose