1L-1,2,4-tri-O-benzyl-3,5,6-tris-O-(o-xylylenedioxyphosphoryl)-myo-inositol

Base Information

• Chemical Name: 1L-1,2,4-tri-O-benzyl-3,5,6-tris-O-(o-xylylenedioxyphosphoryl)-myo-inositol
• CAS No.: 141611-64-5
• Molecular Formula: C₅₁H₅₁O₁₅P₃
• Molecular Weight: 996.878
• Mol file: 141611-64-5.mol

Synonyms:1L-1,2,4-tri-O-benzyl-3,5,6-tris-O-(o-xylylenedioxyphosphoryl)-myo-inositol

Chemical Property of 1L-1,2,4-tri-O-benzyl-3,5,6-tris-O-(o-xylylenedioxyphosphoryl)-myo-inositol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1L-1,2,4-tri-O-benzyl-3,5,6-tris-O-(o-xylylenedioxyphosphoryl)-myo-inositol

There total 20 articles about 1L-1,2,4-tri-O-benzyl-3,5,6-tris-O-(o-xylylenedioxyphosphoryl)-myo-inositol 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:

D-myo-inositol (87-89-8) → 1L-1,2,4-tri-O-benzyl-3,5,6-tris-O-(o-xylylenedioxyphosphoryl)-myo-inositol (141611-64-5)

Guidance literature:

Multi-step reaction with 13 steps

1: 1.) toluene-p-sulfonic acid, 2.) toluene-p-sulfonic acid*H₂O / 2.) EtOH, benzene, light petroleum, room temperature, 1 h

2: 12.4 g / toluene-p-sulfonic acid*H₂O / dimethylformamide / 1.5 h / 95 - 100 °C

3: 90 percent / NaH / dimethylformamide

4: 80 percent / ethylene glycol / PTSA / CHCl₃ / 4 h / Ambient temperature

5: 100 percent / NaH / dimethylformamide / 0.5 h / Ambient temperature

6: 88 percent / 80 percent aq. acetic acid / 5 h / 100 °C

7: 39 percent / pyridine / 5 h / 0 °C

8: 98 percent / 2.5 mol dm^-3 NaOH / methanol / Ambient temperature

9: 78 percent / NaOH / benzene / 1.33 h / Heating

10: 1.) NaH / 1.) DMF, 10 min, 2.) room temperature, 1 h

11: tris(triphenylphosphine)rhodium(I) chloride, 1,4-diazabicyclo<2.2.2>octane / aq. ethanol / 8 h / Heating

12: 0.1 mol dm³ methanolic hydrogen chloride / 0.33 h / Heating

13: 1.) 1H-tetrazole, 2.) m-chloroperbenzoic acid / 1.) methylene dichloride, room temperature, 10 min, 2.) 10 min

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; 1H-tetrazole; hydrogenchloride; sodium hydroxide; Wilkinson's catalyst; sodium hydride; toluene-4-sulfonic acid; ethylene glycol; acetic acid; 3-chloro-benzenecarboperoxoic acid; toluene-4-sulfonic acid; In methanol; ethanol; chloroform; N,N-dimethyl-formamide; benzene;

Reference yield:

1,2:4,5-dicyclohexylidene-myo-inositol (34361-60-9,55123-24-5,55123-26-7,62012-78-6,104873-71-4) → 1L-1,2,4-tri-O-benzyl-3,5,6-tris-O-(o-xylylenedioxyphosphoryl)-myo-inositol (141611-64-5)

Guidance literature:

Multi-step reaction with 11 steps

1: 90 percent / NaH / dimethylformamide

2: 80 percent / ethylene glycol / PTSA / CHCl₃ / 4 h / Ambient temperature

3: 100 percent / NaH / dimethylformamide / 0.5 h / Ambient temperature

4: 88 percent / 80 percent aq. acetic acid / 5 h / 100 °C

5: 39 percent / pyridine / 5 h / 0 °C

6: 98 percent / 2.5 mol dm^-3 NaOH / methanol / Ambient temperature

7: 78 percent / NaOH / benzene / 1.33 h / Heating

8: 1.) NaH / 1.) DMF, 10 min, 2.) room temperature, 1 h

9: tris(triphenylphosphine)rhodium(I) chloride, 1,4-diazabicyclo<2.2.2>octane / aq. ethanol / 8 h / Heating

10: 0.1 mol dm³ methanolic hydrogen chloride / 0.33 h / Heating

11: 1.) 1H-tetrazole, 2.) m-chloroperbenzoic acid / 1.) methylene dichloride, room temperature, 10 min, 2.) 10 min

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; 1H-tetrazole; hydrogenchloride; sodium hydroxide; Wilkinson's catalyst; sodium hydride; ethylene glycol; acetic acid; 3-chloro-benzenecarboperoxoic acid; toluene-4-sulfonic acid; In methanol; ethanol; chloroform; N,N-dimethyl-formamide; benzene;

Reference yield:

3,6-di-O-benzyl-1,2:4,5-di-O-cyclohexylidene-D(L)-myo-inositol (23486-92-2,111408-67-4,114419-03-3,134109-15-2) → 1L-1,2,4-tri-O-benzyl-3,5,6-tris-O-(o-xylylenedioxyphosphoryl)-myo-inositol (141611-64-5)

Guidance literature:

Multi-step reaction with 10 steps

1: 80 percent / ethylene glycol / PTSA / CHCl₃ / 4 h / Ambient temperature

2: 100 percent / NaH / dimethylformamide / 0.5 h / Ambient temperature

3: 88 percent / 80 percent aq. acetic acid / 5 h / 100 °C

4: 39 percent / pyridine / 5 h / 0 °C

5: 98 percent / 2.5 mol dm^-3 NaOH / methanol / Ambient temperature

6: 78 percent / NaOH / benzene / 1.33 h / Heating

7: 1.) NaH / 1.) DMF, 10 min, 2.) room temperature, 1 h

8: tris(triphenylphosphine)rhodium(I) chloride, 1,4-diazabicyclo<2.2.2>octane / aq. ethanol / 8 h / Heating

9: 0.1 mol dm³ methanolic hydrogen chloride / 0.33 h / Heating

10: 1.) 1H-tetrazole, 2.) m-chloroperbenzoic acid / 1.) methylene dichloride, room temperature, 10 min, 2.) 10 min

With pyridine; 1,4-diaza-bicyclo[2.2.2]octane; 1H-tetrazole; hydrogenchloride; sodium hydroxide; Wilkinson's catalyst; sodium hydride; ethylene glycol; acetic acid; 3-chloro-benzenecarboperoxoic acid; toluene-4-sulfonic acid; In methanol; ethanol; chloroform; N,N-dimethyl-formamide; benzene;

upstream raw materials:

N,N-diethyl-1,5-dihydro-3H-2,4,3-benzodioxaphosphepin-3-amine

2,3,6-tris-O-(phenylmethyl)-D-myo-inositol

D-myo-inositol

rac-1,2-O-cyclohexylidene-myo-inositol

Downstream raw materials:

D-myo-inositol 1,4,5-triphosphate

1D-myo-inositol 1,4,5-tris(dihydrogen phosphat) potassium salt