C₂₅H₃₀O₈

Base Information

• Chemical Name: C₂₅H₃₀O₈
• CAS No.: 1431633-17-8
• Molecular Formula: C₂₅H₃₀O₈
• Molecular Weight: 458.508
• Mol file: 1431633-17-8.mol

Synonyms:

Chemical Property of C₂₅H₃₀O₈

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₅H₃₀O₈

There total 10 articles about C₂₅H₃₀O₈ 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:

3,4,5,6-Tetrahydrophthalic anhydride (2426-02-0) + (3aR,5S,9bR,10R)-8-bromo-6,9-dimethoxy-2,2,10-trimethyl-4,5-dihydro-3aH-5,9b-(epoxymethano)naphtho[1,2-d][1,3]dioxole (1431636-23-5) → C25H30O8 (1431633-16-7) + C25H30O8 (1431633-17-8)

Guidance literature:

(3aR,5S,9bR,10R)-8-bromo-6,9-dimethoxy-2,2,10-trimethyl-4,5-dihydro-3aH-5,9b-(epoxymethano)naphtho[1,2-d][1,3]dioxole; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.0666667h; Inert atmosphere;

3,4,5,6-Tetrahydrophthalic anhydride; In tetrahydrofuran; at -78 - 20 ℃; Overall yield = 64 %; Overall yield = 1.01 g; Inert atmosphere;

DOI:10.1002/ejoc.201201104

Reference yield:

7-bromo-5,8-dimethoxy-1-tetralone (77199-82-7) → C25H30O8 (1431633-16-7) + C25H30O8 (1431633-17-8)

Guidance literature:

Multi-step reaction with 10 steps

1.1: n-butyllithium / tetrahydrofuran / 1 h / -78 - 0 °C / Inert atmosphere

1.2: 12 h / -78 °C / Inert atmosphere

1.3: 2 h / -78 °C / Inert atmosphere

2.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 40 °C / Inert atmosphere

3.1: potassium hexacyanoferrate(III); methanesulfonamide; potassium osmate(VI) dihydrate; sodium hydrogencarbonate; potassium carbonate; hydroquinidine (2,5-diphenyl-4,6-pyrimidinediyl) diether / water; tert-butyl alcohol / 72 h / 0 °C

4.1: sulfuric acid / 3 h / 80 °C

5.1: tetrahydrofuran / 1 h / -78 - -70 °C

6.1: hydrogenchloride / methanol / 14 h / 20 °C

7.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 0.75 h / Reflux

8.1: silver perchlorate / tetrahydrofuran / 20 °C / Inert atmosphere

9.1: toluene-4-sulfonic acid / tetrahydrofuran / 12 h / 0 - 20 °C

10.1: n-butyllithium / tetrahydrofuran / 0.07 h / -78 °C / Inert atmosphere

10.2: -78 - 20 °C / Inert atmosphere

With hydrogenchloride; potassium osmate(VI) dihydrate; N-Bromosuccinimide; n-butyllithium; 2,2'-azobis(isobutyronitrile); methanesulfonamide; sulfuric acid; silver perchlorate; sodium hydrogencarbonate; potassium carbonate; toluene-4-sulfonic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; hydroquinidine (2,5-diphenyl-4,6-pyrimidinediyl) diether; potassium hexacyanoferrate(III); In tetrahydrofuran; methanol; tetrachloromethane; dichloromethane; water; tert-butyl alcohol; 8.1: |Williamson Ether Synthesis;

DOI:10.1002/ejoc.201201104

Reference yield:

1'-[(1S,2R)-7-bromo-1,2-dihydroxy-5,8-dimethoxy-1,2,3,4-tetrahydronaphthalen-1-yl]ethanone (1431633-09-8) → C25H30O8 (1431633-16-7) + C25H30O8 (1431633-17-8)

Guidance literature:

Multi-step reaction with 7 steps

1.1: sulfuric acid / 3 h / 80 °C

2.1: tetrahydrofuran / 1 h / -78 - -70 °C

3.1: hydrogenchloride / methanol / 14 h / 20 °C

4.1: N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile) / tetrachloromethane / 0.75 h / Reflux

5.1: silver perchlorate / tetrahydrofuran / 20 °C / Inert atmosphere

6.1: toluene-4-sulfonic acid / tetrahydrofuran / 12 h / 0 - 20 °C

7.1: n-butyllithium / tetrahydrofuran / 0.07 h / -78 °C / Inert atmosphere

7.2: -78 - 20 °C / Inert atmosphere

With hydrogenchloride; N-Bromosuccinimide; n-butyllithium; 2,2'-azobis(isobutyronitrile); sulfuric acid; silver perchlorate; toluene-4-sulfonic acid; In tetrahydrofuran; methanol; tetrachloromethane; 5.1: |Williamson Ether Synthesis;

DOI:10.1002/ejoc.201201104

upstream raw materials:

7-bromo-5,8-dimethoxy-1-tetralone

1-[(3aR,9bS)-8-bromo-6,9-dimethoxy-2,2-dimethyl-4,5-dihydronaphtho[1,2-d][1,3]dioxol-9b(3aH)-yl]ethanone

(1R,3R,4S,9R)-6-bromo-5,8-dimethoxy-9-methyl-2,3-dihydro-1,4-(epoxymethano)naphthalene-3,4(1H)-diol

1-(7-bromo-5,8-dimethoxy-3,4-dihydronaphthalen-1-yl)ethanone