C₂₇H₂₇BrO₈

Base Information

• Chemical Name: C₂₇H₂₇BrO₈
• CAS No.: 1312466-18-4
• Molecular Formula: C₂₇H₂₇BrO₈
• Molecular Weight: 559.411
• Mol file: 1312466-18-4.mol

Synonyms:C₂₇H₂₇BrO₈

Chemical Property of C₂₇H₂₇BrO₈

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₇H₂₇BrO₈

There total 10 articles about C₂₇H₂₇BrO₈ 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:

2-bromo-4-hydroxybenzaldehyde (22532-60-1) → C27H27BrO8 + C27H27BrO8 (1312466-18-4)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / N,N-dimethyl-formamide / 6 h / 70 °C

2: tetrahydrofuran; ethanol / 6 h / 0 °C / Reflux

3: magnesium bromide / diethyl ether / 2 h / 20 °C

4: 6-chloro-5-phenylpyrimidine-4-(9-O-quinidine) ether; tetra-(n-butyl)ammonium iodide; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene / tetrahydrofuran / 0.5 h / -78 °C

With 6-chloro-5-phenylpyrimidine-4-(9-O-quinidine) ether; tetra-(n-butyl)ammonium iodide; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; potassium carbonate; magnesium bromide; In tetrahydrofuran; diethyl ether; ethanol; N,N-dimethyl-formamide; 2: Darzens condensation / 4: Feist-Benary interrupted synthesis;

DOI:10.1021/ol201332u

Reference yield:

C9H12O4 (1312466-25-3) + ethyl 3-bromo-3-(4-benzyloxy-2-bromophenyl)-2-oxopropanoate (1338067-80-3) → C27H27BrO8 + C27H27BrO8 (1312466-18-4)

Guidance literature:

With 6-chloro-5-phenylpyrimidine-4-(9-O-quinidine) ether; tetra-(n-butyl)ammonium iodide; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; In tetrahydrofuran; at -78 ℃; for 0.5h; optical yield given as %de; enantioselective reaction;

DOI:10.1021/ol201332u

Reference yield:

benzyl bromide (100-39-0) → C27H27BrO8 + C27H27BrO8 (1312466-18-4)

Guidance literature:

Multi-step reaction with 4 steps

1: potassium carbonate / N,N-dimethyl-formamide / 6 h / 70 °C

2: tetrahydrofuran; ethanol / 6 h / 0 °C / Reflux

3: magnesium bromide / diethyl ether / 2 h / 20 °C

4: 6-chloro-5-phenylpyrimidine-4-(9-O-quinidine) ether; tetra-(n-butyl)ammonium iodide; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene / tetrahydrofuran / 0.5 h / -78 °C

With 6-chloro-5-phenylpyrimidine-4-(9-O-quinidine) ether; tetra-(n-butyl)ammonium iodide; N,N,N',N'-tetramethyl-1,8-diaminonaphthalene; potassium carbonate; magnesium bromide; In tetrahydrofuran; diethyl ether; ethanol; N,N-dimethyl-formamide; 2: Darzens condensation / 4: Feist-Benary interrupted synthesis;

DOI:10.1021/ol201332u

upstream raw materials:

diethyl 2,2’-(1,3-dioxane-2,2-diyl)diacetate

ethyl 2-(2-(2-oxopropyl)-1,3-dioxan-2-yl)acetate

C₉H₁₂O₄

ethyl 3-bromo-3-(4-benzyloxy-2-bromophenyl)-2-oxopropanoate

Downstream raw materials:

ethyl 6-(3-hydroxypropoxy)-2-(4-(benzyloxy)-2-bromophenyl)-2,3-dihydro-3,4-dihydroxybenzofuran-3-carboxylate

3-(ethoxycarbonyl)-6-(3-hydroxypropoxy)-2-(4-(benzyloxy)-2-bromophenyl)-2,3-dihydro-3-hydroxybenzofuran-4-yl 4-methylbenzenesulfonate

6-(3-hydroxypropoxy)-2-(4-(benzyloxy)-2-bromophenyl)-2,3-dihydro-3-hydroxy-3-(hydroxymethyl)benzofuran-4-yl 4-methylbenzenesulfonate

9-(3-hydroxypropoxy)-3-(benzyloxy)-6a,11a-dihydro-6a-hydroxy-6H-benzofuro[3,2-c]chromen-7-yl 4-methylbenzenesulfonate