5-C-<(R)-Phenylphosphinyl>-α-D-xylopyranose

Base Information

• Chemical Name: 5-C-<(R)-Phenylphosphinyl>-α-D-xylopyranose
• CAS No.: 100924-52-5
• Molecular Formula: C₁₉H₂₃O₉P
• Molecular Weight: 426.36
• Mol file: 100924-52-5.mol

Synonyms:

Chemical Property of 5-C-<(R)-Phenylphosphinyl>-α-D-xylopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-C-<(R)-Phenylphosphinyl>-α-D-xylopyranose

There total 7 articles about 5-C-<(R)-Phenylphosphinyl>-α-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:

methyl phenylphosphinate (7162-15-4,111469-75-1,121467-78-5) → 5-C-<(R)-Phenylphosphinyl>-α-D-xylopyranose (100924-52-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 73 percent / Triethylamine

2: 70 percent / 1,2-dichloro-ethane

3: 90 percent / Tributyltin hydride / toluene / Heating

4: 84 percent / Sodium dihydrobis(2-methoxyethoxy)aluminate (SMDA) 70percent in benzene / tetrahydrofuran / 1 h / 0 °C

5: 0.1M Hydrochloric acid / 3 h

6: Pyridine

With pyridine; hydrogenchloride; tri-n-butyl-tin hydride; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; 1,2-dichloro-ethane; toluene;

DOI:10.1016/S0008-6215(00)90466-X

Reference yield:

3-O-acetyl-1,2-O-isopropylidene-α-D-xylo-pentodialdo-1,4-furanose (24807-97-4) → 5-C-<(R)-Phenylphosphinyl>-α-D-xylopyranose (100924-52-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 73 percent / Triethylamine

2: 70 percent / 1,2-dichloro-ethane

3: 90 percent / Tributyltin hydride / toluene / Heating

4: 84 percent / Sodium dihydrobis(2-methoxyethoxy)aluminate (SMDA) 70percent in benzene / tetrahydrofuran / 1 h / 0 °C

5: 0.1M Hydrochloric acid / 3 h

6: Pyridine

With pyridine; hydrogenchloride; tri-n-butyl-tin hydride; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; 1,2-dichloro-ethane; toluene;

DOI:10.1016/S0008-6215(00)90466-X

Reference yield:

3-O-Acetyl-5-deoxy-1,2-isopropylidene-5-C--α-D-xylofuranose (100924-46-7) → 5-C-<(R)-Phenylphosphinyl>-α-D-xylopyranose (100924-52-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / Sodium dihydrobis(2-methoxyethoxy)aluminate (SMDA) 70percent in benzene / tetrahydrofuran / 1 h / 0 °C

2: 0.1M Hydrochloric acid / 3 h

3: Pyridine

With pyridine; hydrogenchloride; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran;

DOI:10.1016/S0008-6215(00)90466-X

upstream raw materials:

acetic anhydride

(3R,4S,5S)-1-Oxo-1-phenyl-1λ⁵-phosphinane-2,3,4,5-tetraol

methyl phenylphosphinate

3-O-acetyl-1,2-O-isopropylidene-α-D-xylo-pentodialdo-1,4-furanose