D-MYO-INOSITOL 1,4,5-TRISPHOSPHATE TRIAMMONIUM SALT

Base Information

• Chemical Name: D-MYO-INOSITOL 1,4,5-TRISPHOSPHATE TRIAMMONIUM SALT
• CAS No.: 112571-69-4
• Molecular Formula: C₆H₉O₁₅P₃*6H₄N
• Molecular Weight: 522.28
• Mol file: 112571-69-4.mol

Synonyms:D-MYO-INOSITOL 1,4,5-TRISPHOSPHATE TRIAMMONIUM SALT;D-INS 1,4,5-TRISPHOSPHATE TRIAMMONIUM SALT;INS(1,4,5)P3 3NH3;D-MYO-INOSITOL-1,4,5-TRIPHOSPHATE TRIAMMONIUM SALT

Chemical Property of D-MYO-INOSITOL 1,4,5-TRISPHOSPHATE TRIAMMONIUM SALT

Chemical Property:

• PSA: 300.12000
• LogP: -2.51190

Purity/Quality:

98%Min ^*data from raw suppliers

D-myo-Inositol1,4,5-TrisphosphateHexaammoniumSalt ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: D-myo-Inositol 1,4,5-Trisphosphate Hexaammonium Salt is an inducer of Ca2+?release from intracellular stores.

Technology Process of D-MYO-INOSITOL 1,4,5-TRISPHOSPHATE TRIAMMONIUM SALT

There total 32 articles about D-MYO-INOSITOL 1,4,5-TRISPHOSPHATE TRIAMMONIUM SALT 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: 100.0%

Acetic acid (1S,2R,3R,4S,5R,6R)-3,4-dihydroxy-2,5,6-tris-phosphonooxy-cyclohexyl ester → D-myo-inositol 1,4,5-triphosphate ammonium salt (112571-68-3,112571-69-4,116183-54-1,127910-79-6,127910-80-9,129704-99-0,129828-70-2,141611-09-8)

Guidance literature:

With ammonium hydroxide; Ambient temperature;

DOI:10.1016/0008-6215(94)84226-4

Reference yield:

D-myo-inositol (87-89-8) → D-myo-inositol 1,3,4-triphosphate (112571-68-3,112571-69-4,116183-54-1,127910-79-6,127910-80-9,129704-99-0,129828-70-2,141611-09-8,345958-55-6)

Guidance literature:

Multi-step reaction with 11 steps

1: p-toluenesulfonic acid

2: 94 percent / sodium hydride / dimethylformamide

3: 66 percent / I₂, / methanol

4: 86 percent / sodium hydride / dimethylformamide / 2 h / 60 °C

5: 0.1 M hydrogen chloride / methanol

6: 81 percent / dibutyltinoxide

7: 97 percent / sodium hydride / dimethylformamide / 2 h / 60 °C

8: 86 percent / DDQ

9: 80 percent / 0.1 M hydrogen chloride / methanol

10: 70 percent / butyllithium

11: hydrogen / 5 percent Pd/C / 24 h / Ambient temperature

With hydrogenchloride; n-butyllithium; hydrogen; iodine; sodium hydride; di(n-butyl)tin oxide; toluene-4-sulfonic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1246/cl.1988.77

Reference yield:

(+/-)-1,2:5,6-dicyclohexylidene-myo-inositol (6763-49-1,23393-19-3,33021-17-9,34361-61-0,34395-04-5,34711-26-7,40773-57-7,41545-19-1,54712-58-2,57089-24-4,57089-25-5,68738-25-0,81601-23-2,120710-65-8,141506-87-8) → D-myo-inositol 1,3,4-triphosphate (112571-68-3,112571-69-4,116183-54-1,127910-79-6,127910-80-9,129704-99-0,129828-70-2,141611-09-8,345958-55-6)

Guidance literature:

Multi-step reaction with 10 steps

1: 94 percent / sodium hydride / dimethylformamide

2: 66 percent / I₂, / methanol

3: 86 percent / sodium hydride / dimethylformamide / 2 h / 60 °C

4: 0.1 M hydrogen chloride / methanol

5: 81 percent / dibutyltinoxide

6: 97 percent / sodium hydride / dimethylformamide / 2 h / 60 °C

7: 86 percent / DDQ

8: 80 percent / 0.1 M hydrogen chloride / methanol

9: 70 percent / butyllithium

10: hydrogen / 5 percent Pd/C / 24 h / Ambient temperature

With hydrogenchloride; n-butyllithium; hydrogen; iodine; sodium hydride; di(n-butyl)tin oxide; 2,3-dicyano-5,6-dichloro-p-benzoquinone; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1246/cl.1988.77

upstream raw materials:

C₁₁H₁₅O₁₅P₃^(6-)*6H₄N⁽¹⁺⁾

rac-1,4,5,6-tetra-O-benzyl-myo-inositol

C₃₀H₃₁Br₂O₁₆P₃

2,3-cyclopentylidene-myo-inositol

Refernces

• 1、 Ozaki, Shoichiro,Kondo, Yoshihisa,Shiotani, Naokazu,Ogasawara, Tomio,Watanabe, Yutaka. "Synthesis and Some Properties of D-myo-Inositol 1,4,5-Tris(dihydrogen phosphate)". . p. 729 - 738. Retrieved 2007/10/02.
• 2、 Reese, Colin B.,Ward, John G.. "SYNTHESIS OF D-myo-INOSYTOL 1,4,5-TRIPHOSPHATE". . p. 2309 - 2312. Retrieved 2007/10/02.