1D-1-O-Butyryl-4,6-O-dibenzoyl-myo-inositol

Base Information

• Chemical Name: 1D-1-O-Butyryl-4,6-O-dibenzoyl-myo-inositol
• CAS No.: 153265-90-8
• Molecular Formula: C24H26 O9
• Molecular Weight: 458.46
• DSSTox Substance ID: DTXSID50451523
• Wikidata: Q82271590
• Mol file: 153265-90-8.mol

Synonyms:1D-1-O-Butyryl-4,6-O-dibenzoyl-myo-inositol;153265-90-8;[(1R,2S,3R,4R,5R,6S)-3-benzoyloxy-4-butanoyloxy-2,5,6-trihydroxycyclohexyl] benzoate;DTXSID50451523;KTYAOQKEMRXFIY-NXOOKBFXSA-N;J-008996;1D-1-O-Butyryl-4,6-O-dibenzoyl-myo-inositol, >=98.0%;(1R,2S,3R,4R,5R,6S)-4-(Butanoyloxy)-2,5,6-trihydroxycyclohexane-1,3-diyl dibenzoate

Chemical Property of 1D-1-O-Butyryl-4,6-O-dibenzoyl-myo-inositol

Chemical Property:

• Vapor Pressure: 4.89E-24mmHg at 25°C
• Refractive Index: 1.702
• Boiling Point: 756.3°C at 760 mmHg
• Flash Point: 411.2°C
• PSA: 139.59000
• Density: 1.311g/cm³
• LogP: 1.24580
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 10
• Exact Mass: 458.15768240
• Heavy Atom Count: 33
• Complexity: 669

Purity/Quality:

97% ^*data from raw suppliers

1D-1-O-Butyryl-4,6-O-dibenzoyl-myo-inositol ≥98.0% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCC(=O)OC1C(C(C(C(C1OC(=O)C2=CC=CC=C2)O)OC(=O)C3=CC=CC=C3)O)O
• Isomeric SMILES: CCCC(=O)O[C@@H]1[C@@H]([C@@H]([C@H]([C@@H]([C@H]1OC(=O)C2=CC=CC=C2)O)OC(=O)C3=CC=CC=C3)O)O

Technology Process of 1D-1-O-Butyryl-4,6-O-dibenzoyl-myo-inositol

There total 5 articles about 1D-1-O-Butyryl-4,6-O-dibenzoyl-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: 80.0%

vinyl n-butyrate (123-20-6,24991-31-9) + 4,6-di-O-benzoyl-myo-inositol (153325-42-9) → (-)-1D-1-O-butyryl-4,6-O-dibenzoyl-myo-inositol (153265-90-8)

Guidance literature:

In acetone; at 35 ℃; for 96h; lipoprotein lipase from Pseudomonas sp.;

DOI:10.1016/0957-4166(96)00003-1

Reference yield:

myo-Inositol orthoformate (98510-20-4) → (-)-1D-1-O-butyryl-4,6-O-dibenzoyl-myo-inositol (153265-90-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) vinyl acetate, lipoprotein lipase from Pseudomonas, 2.) pyridine, DMAP, 3.) HCl/MeOH

2: 80 percent / acetone / 96 h / 35 °C / lipoprotein lipase from Pseudomonas sp.

With pyridine; hydrogenchloride; methanol; dmap; vinyl acetate; lipoprotein lipase from Pseudomonas; In acetone;

DOI:10.1016/0957-4166(96)00003-1

Reference yield:

Acetic acid (1S,5S,6S,7R,8S,9R)-8,9-dihydroxy-2,4,10-trioxa-tricyclo[3.3.1.13,7]dec-6-yl ester → (-)-1D-1-O-butyryl-4,6-O-dibenzoyl-myo-inositol (153265-90-8)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridine

2: HCl / methanol

3: lipoprotein lipase from Pseudomonas sp.

With pyridine; hydrogenchloride; In methanol;

DOI:10.1016/S0957-4166(00)80058-0

upstream raw materials:

vinyl n-butyrate

4,6-di-O-benzoyl-myo-inositol

myo-Inositol orthoformate

benzoyl chloride

Downstream raw materials:

(+)-1D-1,2,4,5,6-O-pentabenzoyl-myo-inositol

C₄₀H₄₀O₁₀

Benzoic acid (1R,2S,3S,4R,5S,6R)-2,6-bis-benzyloxy-3,4,5-trihydroxy-cyclohexyl ester

C₂₇H₃₀O₉