C₁₈H₂₂O₆

Base Information

• Chemical Name: C₁₈H₂₂O₆
• CAS No.: 188682-04-4
• Molecular Formula: C₁₈H₂₂O₆
• Molecular Weight: 334.369
• Mol file: 188682-04-4.mol

Synonyms:C₁₈H₂₂O₆

Chemical Property of C₁₈H₂₂O₆

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₁₈H₂₂O₆

There total 1 articles about C₁₈H₂₂O₆ 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: 55.0%

(3aR,5R,6R,6aR)-5-Benzyloxymethyl-2,2-dimethyl-6-prop-2-ynyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol → C18H22O6 (188682-04-4)

Guidance literature:

With 1-hydroxy-pyrrolidine-2,5-dione; trifuran-2-yl-phosphane; tetrabutylammomium bromide; (cyclooctadienyl)(cyclopentadienyl)ruthenium chloride; In water; N,N-dimethyl-formamide; at 95 ℃; for 24h;

DOI:10.1021/ja992013m

Reference yield:

C18H22O6 (188682-04-4) → (R)-5-(tert-Butyl-dimethyl-silanyloxymethyl)-3-((Z)-1-hydroxy-octadec-9-enyl)-5-[2-(4-methoxy-phenoxy)-ethyl]-dihydro-furan-2-one

Guidance literature:

Multi-step reaction with 9 steps

1.1: Dowex H¹⁺ resin / tetrahydrofuran; H₂O / 24 h / Heating

2.1: sodium periodate / methanol; H₂O / 1 h / 20 °C

3.1: 5 g / sodium borohydride / methanol / 0 °C

4.1: 84 percent / imidazole; 4-dimethylaminopyridine / CH₂Cl₂ / 14 h / 20 °C

5.1: 99 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 3 h / 20 °C

6.1: 95 percent / AIBN; tributyltin hydride / toluene / 1 h / 90 °C

7.1: 95 percent / acetic acid; H₂ / palladium on carbon / ethyl acetate / 6 h

8.1: 90 percent / triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran / 2 h / 20 °C

9.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / 1 h / -78 °C

9.2: 74 percent / hexamethylphosphoramide / tetrahydrofuran / 2 h / -78 - -40 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; sodium periodate; 2,2'-azobis(isobutyronitrile); Dowex H¹⁺ resin; hydrogen; tri-n-butyl-tin hydride; acetic acid; triphenylphosphine; lithium hexamethyldisilazane; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; toluene; 6.1: Barton deoxygenation;

DOI:10.1016/j.ejmech.2003.10.006

Reference yield:

C18H22O6 (188682-04-4) → 5-O-tert-butyldimethylsilyl-4-C-(2-(4-methoxyphenoxy)ethyl)-2,3-dideoxy-D-glycero-pentono-1,4-lactone (688329-95-5)

Guidance literature:

Multi-step reaction with 8 steps

1: Dowex H¹⁺ resin / tetrahydrofuran; H₂O / 24 h / Heating

2: sodium periodate / methanol; H₂O / 1 h / 20 °C

3: 5 g / sodium borohydride / methanol / 0 °C

4: 84 percent / imidazole; 4-dimethylaminopyridine / CH₂Cl₂ / 14 h / 20 °C

5: 99 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 3 h / 20 °C

6: 95 percent / AIBN; tributyltin hydride / toluene / 1 h / 90 °C

7: 95 percent / acetic acid; H₂ / palladium on carbon / ethyl acetate / 6 h

8: 90 percent / triphenylphosphine; diethyl azodicarboxylate / tetrahydrofuran / 2 h / 20 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; sodium periodate; 2,2'-azobis(isobutyronitrile); Dowex H¹⁺ resin; hydrogen; tri-n-butyl-tin hydride; acetic acid; triphenylphosphine; diethylazodicarboxylate; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; water; ethyl acetate; toluene; 6: Barton deoxygenation;

DOI:10.1016/j.ejmech.2003.10.006

Downstream raw materials:

4-C-(2-benzyloxyethyl)-2,3-dideoxy-D-glycero-pentono-1,4-lactone

6-O-benzyl-4-C-hydroxymethyl-2,3-dideoxy-D-threo-hexono-1,4-lactone

4-C-(2-benzyloxyethyl)-5-O-tert-butyldimethylsilyl-2,3-dideoxy-D-glycero-pentono-1,4-lactone

5-O-tert-butyldimethylsilyl-4-C-(2-(4-methoxyphenoxy)ethyl)-2,3-dideoxy-D-glycero-pentono-1,4-lactone