(D)-1,2:5,6-diisopropylidene-α-D-glucofuranosyl benzylphenylphosphinate

Base Information

• Chemical Name: (D)-1,2:5,6-diisopropylidene-α-D-glucofuranosyl benzylphenylphosphinate
• CAS No.: 184776-16-7
• Molecular Formula: C₂₅H₃₁O₇P
• Molecular Weight: 474.491
• Mol file: 184776-16-7.mol

Synonyms:(D)-1,2:5,6-diisopropylidene-α-D-glucofuranosyl benzylphenylphosphinate

Chemical Property of (D)-1,2:5,6-diisopropylidene-α-D-glucofuranosyl benzylphenylphosphinate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (D)-1,2:5,6-diisopropylidene-α-D-glucofuranosyl benzylphenylphosphinate

There total 5 articles about (D)-1,2:5,6-diisopropylidene-α-D-glucofuranosyl benzylphenylphosphinate 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: 80.0%

(Sp)-1,2:3,5-diisopropylidene-α-D-glucofuranosyl benzylphenylphosphinite (184776-08-7,184776-10-1) → (D)-1,2:5,6-diisopropylidene-α-D-glucofuranosyl benzylphenylphosphinate (184776-16-7)

Guidance literature:

With tert.-butylhydroperoxide; In diethyl ether; at 0 ℃; for 0.5h;

DOI:10.1080/10426509608037959

Reference yield: 75.0%

benzylphenylphosphinous acid chloride (32395-29-2) + 1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (582-52-5) → (D)-1,2:5,6-diisopropylidene-α-D-glucofuranosyl benzylphenylphosphinate (184776-16-7)

Guidance literature:

With triethylamine; In toluene; 1.) 0 deg C, 1 h, 2.) room temperature, overnight;

DOI:10.1080/10426509608037959

Reference yield: 55.0%

benzyl bromide (100-39-0) + bis(1,2:5,6-diisopropylidene-D-glucofuranosyl) phenylphosphonite → (D)-1,2:5,6-diisopropylidene-α-D-glucofuranosyl benzylphenylphosphinate (184776-16-7) + (L)-1,2:5,6-diisopropylidene-α-D-glucofuranosyl benzylphenylphosphinate

Guidance literature:

for 24h; Ambient temperature;

upstream raw materials:

(Sp)-1,2:3,5-diisopropylidene-α-D-glucofuranosyl benzylphenylphosphinite

benzylphenylphosphinous acid chloride

1,2:5,6-di-O-isopropylidene-α-D-glucofuranose

benzyl bromide

Downstream raw materials:

R(+)-benzyl methyl phenyl phosphine oxide