(+)-6-O-butyryl-2,3:4,5-di-O-cyclohexylidene-myo-inositol

Base Information

• Chemical Name: (+)-6-O-butyryl-2,3:4,5-di-O-cyclohexylidene-myo-inositol
• CAS No.: 145843-68-1
• Molecular Formula: C₂₂H₃₄O₇
• Molecular Weight: 410.508
• Mol file: 145843-68-1.mol

Synonyms:

Chemical Property of (+)-6-O-butyryl-2,3:4,5-di-O-cyclohexylidene-myo-inositol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+)-6-O-butyryl-2,3:4,5-di-O-cyclohexylidene-myo-inositol

There total 1 articles about (+)-6-O-butyryl-2,3:4,5-di-O-cyclohexylidene-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: 37.0%

(+/-)-6-O-butyryl-1,2:4,5-di-O-cyclohexylidene-myo-inositol → (-)-2,3:4,5-di-O-cyclohexylidene-myo-inositol (33021-17-9) + (+)-6-O-butyryl-2,3:4,5-di-O-cyclohexylidene-myo-inositol (145843-68-1)

Guidance literature:

With porcine pancreatic lipase; potassium phosphate buffer; In diethyl ether; hexane; at 37 ℃; for 30h; pH=7.0;

DOI:10.1021/jo034213t

Reference yield:

(+)-6-O-butyryl-2,3:4,5-di-O-cyclohexylidene-myo-inositol (145843-68-1) → 6-O-(2-azido-3,6-di-O-benzyl-2-deoxy-4-O-2-propenyl-β-D-glucopyranosyl)-2-O-hexadecanoyl-1-O-(p-methoxybenzyl)-3,4,5-tri-O-benzyl-myo-inositol

Guidance literature:

Multi-step reaction with 10 steps

1.1: 1.8 g / NaOMe / methanol / 1 h / 20 °C

2.1: Bu₂SnO / toluene / 2.5 h / Heating

2.2: 80 percent / CsF / dimethylformamide / 16 h / 20 °C

3.1: 85 percent / NaH / dimethylformamide / 3 h / 20 °C

4.1: 60 percent / acetyl chloride / methanol; CH₂Cl₂ / 0.17 h / 20 °C

5.1: NaH / dimethylformamide / 3 h / 20 °C

6.1: 0.97 g / acetyl chloride / methanol; CH₂Cl₂ / 2 h / 20 °C

7.1: Bu₂SnO / toluene / 2.5 h / Heating

7.2: 97.5 percent / CsF / dimethylformamide / 17 h / -10 - 20 °C

8.1: 2.2 g / DMAP; DCC / CH₂Cl₂ / 24 h / 20 °C

9.1: 94 percent / acetic acid; NaOAc / PdCl₂ / H₂O / 18 h / 20 °C

10.1: NaH / dimethylformamide / 3 h / 20 °C

10.2: 79 mg / silver triflate; hafnocene dichloride; molecular sieves 4 Angstroem / diethyl ether / -15 - 20 °C

With dmap; sodium methylate; sodium acetate; sodium hydride; di(n-butyl)tin oxide; acetic acid; acetyl chloride; dicyclohexyl-carbodiimide; palladium dichloride; In methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo034213t

Reference yield:

(+)-6-O-butyryl-2,3:4,5-di-O-cyclohexylidene-myo-inositol (145843-68-1) → (-)-2-O-hexadecanoyl-1-O-(p-methoxybenzyl)-3,4,5-tri-O-benzyl-myo-inositol (475650-88-5)

Guidance literature:

Multi-step reaction with 9 steps

1.1: 1.8 g / NaOMe / methanol / 1 h / 20 °C

2.1: Bu₂SnO / toluene / 2.5 h / Heating

2.2: 80 percent / CsF / dimethylformamide / 16 h / 20 °C

3.1: 85 percent / NaH / dimethylformamide / 3 h / 20 °C

4.1: 60 percent / acetyl chloride / methanol; CH₂Cl₂ / 0.17 h / 20 °C

5.1: NaH / dimethylformamide / 3 h / 20 °C

6.1: 0.97 g / acetyl chloride / methanol; CH₂Cl₂ / 2 h / 20 °C

7.1: Bu₂SnO / toluene / 2.5 h / Heating

7.2: 97.5 percent / CsF / dimethylformamide / 17 h / -10 - 20 °C

8.1: 2.2 g / DMAP; DCC / CH₂Cl₂ / 24 h / 20 °C

9.1: 94 percent / acetic acid; NaOAc / PdCl₂ / H₂O / 18 h / 20 °C

With dmap; sodium methylate; sodium acetate; sodium hydride; di(n-butyl)tin oxide; acetic acid; acetyl chloride; dicyclohexyl-carbodiimide; palladium dichloride; In methanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jo034213t

Downstream raw materials:

1D-6-O-allyl-3,4,5-tri-O-benzyl-1-O-(4-methoxybenzoyl)-myo-inositol

(-)-6-O-allyl-1-O-(p-methoxybenzyl)-2,3-O-cyclohexylidene-myo-inositol

6-O-allyl-1-O-(p-methoxybenzyl)-2,3:4,5-di-O-cyclohexylidene-myo-inositol

(+)-6-O-allyl-1-O-(p-methoxybenzyl)-4,5-di-O-benzyl-myo-inositol