Technology Process of Biphenyl-4-carboxylic acid (3aR,4R,5R,6aS)-4-dimethoxymethyl-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester
There total 10 articles about Biphenyl-4-carboxylic acid (3aR,4R,5R,6aS)-4-dimethoxymethyl-2-oxo-hexahydro-cyclopenta[b]furan-5-yl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 70 percent / tri-n-butyltin hydride, AIBN / benzene / Heating
2: 1.) NaBH4, 2.) NaOCH3 / 1.) CH3OH, -70 deg C, 2.) room temperature, overnight
3: epimezization
4: HCl / 24 h / 20 °C
5: 1.) aq. NaOH, 2.) aq. KI3, pH=8 / 1.) room temperature; 2.) room temperature, 24 h
6: DBU / tetrahydrofuran / 2 h / Heating
7: 83 percent / N-bromoacetamide, water / acetone / 20 °C
8: 1.) pyridine, 2.) tri-n-butyltin hydride
With
pyridine; hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; potassium triiodide; 2,2'-azobis(isobutyronitrile); water; tri-n-butyl-tin hydride; sodium methylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-bromoacetamide;
In
tetrahydrofuran; acetone; benzene;
DOI:10.1021/ja00405a070
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 1.) NaBH4, 2.) NaOCH3 / 1.) CH3OH, -70 deg C, 2.) room temperature, overnight
2: epimezization
3: HCl / 24 h / 20 °C
4: 1.) aq. NaOH, 2.) aq. KI3, pH=8 / 1.) room temperature; 2.) room temperature, 24 h
5: DBU / tetrahydrofuran / 2 h / Heating
6: 83 percent / N-bromoacetamide, water / acetone / 20 °C
7: 1.) pyridine, 2.) tri-n-butyltin hydride
With
pyridine; hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; potassium triiodide; water; tri-n-butyl-tin hydride; sodium methylate; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-bromoacetamide;
In
tetrahydrofuran; acetone;
DOI:10.1021/ja00405a070
- Guidance literature:
-
Multi-step reaction with 6 steps
1: epimezization
2: HCl / 24 h / 20 °C
3: 1.) aq. NaOH, 2.) aq. KI3, pH=8 / 1.) room temperature; 2.) room temperature, 24 h
4: DBU / tetrahydrofuran / 2 h / Heating
5: 83 percent / N-bromoacetamide, water / acetone / 20 °C
6: 1.) pyridine, 2.) tri-n-butyltin hydride
With
pyridine; hydrogenchloride; sodium hydroxide; potassium triiodide; water; tri-n-butyl-tin hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-bromoacetamide;
In
tetrahydrofuran; acetone;
DOI:10.1021/ja00405a070
![(1S,5R,6R)-6-Chloro-7-oxo-bicyclo[3.2.0]hept-3-ene-6-carboxylic acid methyl ester](/Databaselist/images/loading.webp)
