3-amino-3-deoxy-myo-inositol 1,4,5-trisphosphate

Base Information

• Chemical Name: 3-amino-3-deoxy-myo-inositol 1,4,5-trisphosphate
• CAS No.: 153212-81-8
• Molecular Formula: C₆H₁₆NO₁₄P₃
• Molecular Weight: 419.113
• Mol file: 153212-81-8.mol

Synonyms:3-amino-3-deoxy-myo-inositol 1,4,5-trisphosphate

Chemical Property of 3-amino-3-deoxy-myo-inositol 1,4,5-trisphosphate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 878.1°Cat760mmHg
• PKA: 1.91±0.10(Predicted)
• Flash Point: 484.9°C
• Density: 2.17g/cm³

Purity/Quality:

99%min ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-amino-3-deoxy-myo-inositol 1,4,5-trisphosphate

There total 7 articles about 3-amino-3-deoxy-myo-inositol 1,4,5-trisphosphate 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:

Phosphoric acid (1R,3S,4R,5R,6S)-3-azido-6-benzyloxy-4,5-bis-(bis-benzyloxy-phosphoryloxy)-2-(2-ethoxy-ethoxy)-cyclohexyl ester dibenzyl ester → D-3-amino-3-deoxy-myo-inositol 1,4,5-trisphosphate (153212-81-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In water; acetic acid; for 12h; under 760 Torr; Ambient temperature;

Reference yield:

D-3-azido-3-deoxy-1,2:4,5-di-O-isopropylidene-myo-inositol (56775-62-3) → D-3-amino-3-deoxy-myo-inositol 1,4,5-trisphosphate (153212-81-8)

Guidance literature:

Multi-step reaction with 8 steps

1: 92 percent / NaH / dimethylformamide / 2 h / 0 °C

2: pyridine, DMAP / 2 h / 0 °C

3: conc. HCl / methanol; tetrahydrofuran / 14 h / Ambient temperature

4: 95 percent / DMAP, pyridine / 3 h / 0 °C

5: pyridinium p-toluenesulfonate / CH₂Cl₂ / 3 h / Ambient temperature

6: K₂CO₃ / methanol / Ambient temperature

7: NaH / dimethylformamide / 3 h / 0 °C

8: H₂ / 10percent Pd/C / H₂O; acetic acid / 12 h / 760 Torr / Ambient temperature

With pyridine; hydrogenchloride; dmap; hydrogen; pyridinium p-toluenesulfonate; sodium hydride; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide;

Reference yield:

(+)-3-deoxy-3-azido-myo-inositol (52432-16-3) → D-3-amino-3-deoxy-myo-inositol 1,4,5-trisphosphate (153212-81-8)

Guidance literature:

Multi-step reaction with 9 steps

1: 47 percent / camphorsulfonic acid / dimethylformamide / 14 h / 46 °C

2: 92 percent / NaH / dimethylformamide / 2 h / 0 °C

3: pyridine, DMAP / 2 h / 0 °C

4: conc. HCl / methanol; tetrahydrofuran / 14 h / Ambient temperature

5: 95 percent / DMAP, pyridine / 3 h / 0 °C

6: pyridinium p-toluenesulfonate / CH₂Cl₂ / 3 h / Ambient temperature

7: K₂CO₃ / methanol / Ambient temperature

8: NaH / dimethylformamide / 3 h / 0 °C

9: H₂ / 10percent Pd/C / H₂O; acetic acid / 12 h / 760 Torr / Ambient temperature

With pyridine; hydrogenchloride; dmap; camphor-10-sulfonic acid; hydrogen; pyridinium p-toluenesulfonate; sodium hydride; potassium carbonate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; acetic acid; N,N-dimethyl-formamide;

upstream raw materials:

D-3-azido-3-deoxy-1,2:4,5-di-O-isopropylidene-myo-inositol

(+)-3-deoxy-3-azido-myo-inositol

D-3-azido-4,5-di-O-benzoyl-6-O-benzyl-3-deoxy-1,2-O-isopropylidene-myo-inositol

Refernces