2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl 1-<<(diphenoxyphosphinyl)methyl>phosphonate>

Base Information

• Chemical Name: 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl 1-<<(diphenoxyphosphinyl)methyl>phosphonate>
• CAS No.: 108946-17-4
• Molecular Formula: C₂₇H₃₂O₁₅P₂
• Molecular Weight: 658.49
• Mol file: 108946-17-4.mol

Synonyms:2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl 1-<<(diphenoxyphosphinyl)methyl>phosphonate>

Chemical Property of 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl 1-<<(diphenoxyphosphinyl)methyl>phosphonate>

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl 1-<<(diphenoxyphosphinyl)methyl>phosphonate>

There total 3 articles about 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl 1-<<(diphenoxyphosphinyl)methyl>phosphonate> 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: 52.5%

<(diphenoxyphosphinyl)methyl>phosphonic acid (107701-15-5) + β-D-glucose pentaacetate (604-69-3) → 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl 1-<<(diphenoxyphosphinyl)methyl>phosphonate> (108946-17-4)

Guidance literature:

at 170 ℃; for 0.116667h; under 0.05 Torr;

DOI:10.1021/jm00391a021

Reference yield:

diisopropyl <(diphenoxyphosphinyl)methyl>phosphonate (108946-16-3) → 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl 1-<<(diphenoxyphosphinyl)methyl>phosphonate> (108946-17-4)

Guidance literature:

Multi-step reaction with 3 steps

1: NaI / acetonitrile / 3 h / 50 °C

2: H₂O, 20percent NH₄HCO₃

3: 52.5 percent / 0.12 h / 170 °C / 0.05 Torr

With water; ammonium bicarbonate; sodium iodide; In acetonitrile;

DOI:10.1021/jm00391a021

Reference yield:

bis(trimethylsilyl) <(diphenoxyphosphinyl)methyl>phosphonate (108909-26-8) → 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl 1-<<(diphenoxyphosphinyl)methyl>phosphonate> (108946-17-4)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂O, 20percent NH₄HCO₃

2: 52.5 percent / 0.12 h / 170 °C / 0.05 Torr

With water; ammonium bicarbonate;

DOI:10.1021/jm00391a021

upstream raw materials:

<(diphenoxyphosphinyl)methyl>phosphonic acid

β-D-glucose pentaacetate

diisopropyl <(diphenoxyphosphinyl)methyl>phosphonate

bis(trimethylsilyl) <(diphenoxyphosphinyl)methyl>phosphonate