myo-Inositol 1,4,5-trissulphonamide

Base Information

• Chemical Name: myo-Inositol 1,4,5-trissulphonamide
• CAS No.: 132151-61-2
• Molecular Formula: C₆H₁₅N₃O₁₂S₃
• Molecular Weight: 417.396
• Mol file: 132151-61-2.mol

Synonyms:

Chemical Property of myo-Inositol 1,4,5-trissulphonamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of myo-Inositol 1,4,5-trissulphonamide

There total 3 articles about myo-Inositol 1,4,5-trissulphonamide 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: 98.0%

Sulfamic acid (1R,2R,3S,4R,5R,6S)-2,3,6-tris-benzyloxy-4,5-bis-sulfamoyloxy-cyclohexyl ester (145508-52-7) → myo-Inositol 1,4,5-trissulphonamide (132151-61-2,135968-38-6)

Guidance literature:

With hydrogen; palladium on activated charcoal; In water; tert-butyl alcohol; for 16h;

DOI:10.1016/0008-6215(92)85044-Z

Reference yield:

(±)-2,3,6-tri-O-benzyl-myo-inositol (98906-30-0,104873-76-9,111466-07-0,114297-88-0,114297-91-5,114419-08-8,115184-71-9,115509-75-6,115509-76-7,118354-54-4,118354-55-5,128163-34-8,129706-80-5,136521-84-1,149713-88-2,149713-95-1) → myo-Inositol 1,4,5-trissulphonamide (132151-61-2,135968-38-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1) NaH, 2) sulfamoyl chloride / 1) DMF, 0 deg C, 5 min, 2) 0 deg C, 2 h

2: 98 percent / H₂ / 10percent Pd/C / H₂O; 2-methyl-propan-2-ol / 16 h

With sulphamoyl chloride; hydrogen; sodium hydride; palladium on activated charcoal; In water; tert-butyl alcohol;

DOI:10.1016/0008-6215(92)85044-Z

Reference yield:

(+/-)-1-O-allyl-3,6-di-O-benzyl-4,5-O-isopropylidene-myo-inositol (114218-23-4,114297-87-9,114298-50-9) → myo-Inositol 1,4,5-trissulphonamide (132151-61-2,135968-38-6)

Guidance literature:

Multi-step reaction with 5 steps

1: NaH / dimethylformamide

2: 100 percent / cyclooctadiene-bis(methyldiphenylphosphine)-iridium hexafluorophosphate

3: 96 percent / 0.1N HCl / dioxane; methanol

4: NH₂SO₂Cl, NaH / dimethylformamide / 2 h / 0 °C

5: H₂ / 10percent Pd on C / dimethylformamide; H₂O

With hydrogenchloride; sulphamoyl chloride; hydrogen; sodium hydride; palladium on activated charcoal; cyclooctadiene-bis(methyldiphenylphosphine)-iridium hexafluorophosphate; In 1,4-dioxane; methanol; water; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)97207-1

upstream raw materials:

Sulfamic acid (1R,2R,3S,4R,5R,6S)-2,3,6-tris-benzyloxy-4,5-bis-sulfamoyloxy-cyclohexyl ester

(±)-2,3,6-tri-O-benzyl-myo-inositol

(+/-)-1-O-allyl-3,6-di-O-benzyl-4,5-O-isopropylidene-myo-inositol