dihydroxy-4',6-(dimethoxy-2,4-methoxycarbonyl-5-dimethyl-3,6-benzyl)-3'-methoxycarbonyl-5'-trimethyl-4,6',7-spirodione-2',3

Base Information

• Chemical Name: dihydroxy-4',6-(dimethoxy-2,4-methoxycarbonyl-5-dimethyl-3,6-benzyl)-3'-methoxycarbonyl-5'-trimethyl-4,6',7-spirodione-2',3
• CAS No.: 101923-79-9
• Molecular Formula: C₃₁H₃₂O₁₁
• Molecular Weight: 580.588
• Mol file: 101923-79-9.mol

Synonyms:

Chemical Property of dihydroxy-4',6-(dimethoxy-2,4-methoxycarbonyl-5-dimethyl-3,6-benzyl)-3'-methoxycarbonyl-5'-trimethyl-4,6',7-spirodione-2',3

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of dihydroxy-4',6-(dimethoxy-2,4-methoxycarbonyl-5-dimethyl-3,6-benzyl)-3'-methoxycarbonyl-5'-trimethyl-4,6',7-spirodione-2',3

There total 17 articles about dihydroxy-4',6-(dimethoxy-2,4-methoxycarbonyl-5-dimethyl-3,6-benzyl)-3'-methoxycarbonyl-5'-trimethyl-4,6',7-spirodione-2',3 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: 20.8%

dihydroxy-2,4-(dihydroxy-2,4-dimethyl-3,6-benzoyl)-5-(dimethoxy-2,4-methoxycarbonyl-5-dimethyl-3,6-benzyl)-3-benzoate de methyle (101923-77-7) → dihydroxy-4',6-(dimethoxy-2,4-methoxycarbonyl-5-dimethyl-3,6-benzyl)-3'-methoxycarbonyl-5'-trimethyl-4,6',7-spirodione-2',3 (101923-79-9)

Guidance literature:

With potassium carbonate; potassium hexacyanoferrate(III); In 1,4-dioxane; water; for 0.166667h;

DOI:10.1002/hlca.19850680719

Reference yield:

orcinol (504-15-4) → dihydroxy-4',6-(dimethoxy-2,4-methoxycarbonyl-5-dimethyl-3,6-benzyl)-3'-methoxycarbonyl-5'-trimethyl-4,6',7-spirodione-2',3 (101923-79-9)

Guidance literature:

Multi-step reaction with 17 steps

1: 77 percent / K₂CO₃ / acetone / 24 h

2: 72 percent / 1.) 2 N PhLi 2.) 1,2-dibromoethane / diethyl ether / 1.) 110 h in dark; 2.) r.t., 3 h

3: 97 percent / Br₃B / CH₂Cl₂ / 1.5 h / Heating

4: 91 percent / K₂CO₃ / dimethylformamide / 15 h / 40 °C

5: 89.7 percent / 1.) Mg, 1,2-dibromoethane / 1.) THF, reflux, 0.5 h; 2.) THF, -10 deg C, 30 min

6: 91.5 percent / hydrogen / 10percent Pd/C / ethyl acetate

7: 1.) POCl₃ 2.) H₂O / 1.) r.t., 1.5 h; 2.) 40 h

8: 88 percent / K₂CO₃ / dimethylformamide / 24 h / 40 °C

9: 96 percent / sulfamic acid, NaClO₂ / H₂O; dioxane / 0.17 h

10: 95 percent / K₂CO₃ / acetone / 2 h

11: 91 percent / hydrogen / 10percent Pd/C / ethyl acetate / 760 Torr

12: 1.) SnCl₄ 2.) H₂O / 1.) CHCl₂, -30 deg C, 1.5 h

13: 93 percent / K₂CO₃ / dimethylformamide / 14 h / 50 °C

14: 78 percent / sulfamic acid, 80percent NaClO₂ / H₂O; dioxane / 0.17 h

15: 10.3 g / trifluoroacetic anhydride / CH₂Cl₂ / 24 h / 19 °C

16: hydrogen / 10percent Pd/C / ethyl acetate

17: 20.8 percent / K₂CO₃, K₃Fe(CN)6 / dioxane; H₂O / 0.17 h

With sodium chlorite; aminosulfonic acid; water; hydrogen; boron tribromide; tin(IV) chloride; potassium carbonate; magnesium; phenyllithium; ethylene dibromide; trifluoroacetic anhydride; potassium hexacyanoferrate(III); trichlorophosphate; palladium on activated charcoal; In 1,4-dioxane; diethyl ether; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone;

DOI:10.1002/hlca.19850680719

Reference yield:

bromo-4-dimethoxy-3,5-toluene (2675-82-3) → dihydroxy-4',6-(dimethoxy-2,4-methoxycarbonyl-5-dimethyl-3,6-benzyl)-3'-methoxycarbonyl-5'-trimethyl-4,6',7-spirodione-2',3 (101923-79-9)

Guidance literature:

Multi-step reaction with 15 steps

1: 97 percent / Br₃B / CH₂Cl₂ / 1.5 h / Heating

2: 91 percent / K₂CO₃ / dimethylformamide / 15 h / 40 °C

3: 89.7 percent / 1.) Mg, 1,2-dibromoethane / 1.) THF, reflux, 0.5 h; 2.) THF, -10 deg C, 30 min

4: 91.5 percent / hydrogen / 10percent Pd/C / ethyl acetate

5: 1.) POCl₃ 2.) H₂O / 1.) r.t., 1.5 h; 2.) 40 h

6: 88 percent / K₂CO₃ / dimethylformamide / 24 h / 40 °C

7: 96 percent / sulfamic acid, NaClO₂ / H₂O; dioxane / 0.17 h

8: 95 percent / K₂CO₃ / acetone / 2 h

9: 91 percent / hydrogen / 10percent Pd/C / ethyl acetate / 760 Torr

10: 1.) SnCl₄ 2.) H₂O / 1.) CHCl₂, -30 deg C, 1.5 h

11: 93 percent / K₂CO₃ / dimethylformamide / 14 h / 50 °C

12: 78 percent / sulfamic acid, 80percent NaClO₂ / H₂O; dioxane / 0.17 h

13: 10.3 g / trifluoroacetic anhydride / CH₂Cl₂ / 24 h / 19 °C

14: hydrogen / 10percent Pd/C / ethyl acetate

15: 20.8 percent / K₂CO₃, K₃Fe(CN)6 / dioxane; H₂O / 0.17 h

With sodium chlorite; aminosulfonic acid; water; hydrogen; boron tribromide; tin(IV) chloride; potassium carbonate; magnesium; ethylene dibromide; trifluoroacetic anhydride; potassium hexacyanoferrate(III); trichlorophosphate; palladium on activated charcoal; In 1,4-dioxane; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; acetone;

DOI:10.1002/hlca.19850680719

upstream raw materials:

dihydroxy-2,4-(dihydroxy-2,4-dimethyl-3,6-benzoyl)-5-(dimethoxy-2,4-methoxycarbonyl-5-dimethyl-3,6-benzyl)-3-benzoate de methyle

orcinol

bromo-4-dimethoxy-3,5-toluene

1,3-dimethoxy-5-methylbenzene

Downstream raw materials:

dihydroxy-3,8-(dimethoxy-2,4-methoxycarbonyl-5-dimethyl-3,6-benzyl)-9-trimethyl-1,4,6-oxo-11-11H-dibenzodioxepinne<1,4>carboxylate-7 de methyle