(+/-)-erythro-9,9-bis(4-fluorophenyl)-3,5-dihydroxy-8-(2-methyl-2H-tetrazol-5-yl)-6,8-nonadienoic acid

Base Information

Chemical Name:(+/-)-erythro-9,9-bis(4-fluorophenyl)-3,5-dihydroxy-8-(2-methyl-2H-tetrazol-5-yl)-6,8-nonadienoic acid
CAS No.:118875-47-1
Molecular Formula:C₂₃H₂₂F₂N₄O₄
Molecular Weight:456.449
Hs Code.:

Synonyms:(+/-)-erythro-9,9-bis(4-fluorophenyl)-3,5-dihydroxy-8-(2-methyl-2H-tetrazol-5-yl)-6,8-nonadienoic acid

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Chemical Property of (+/-)-erythro-9,9-bis(4-fluorophenyl)-3,5-dihydroxy-8-(2-methyl-2H-tetrazol-5-yl)-6,8-nonadienoic acid

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Technology Process of (+/-)-erythro-9,9-bis(4-fluorophenyl)-3,5-dihydroxy-8-(2-methyl-2H-tetrazol-5-yl)-6,8-nonadienoic acid

There total 8 articles about (+/-)-erythro-9,9-bis(4-fluorophenyl)-3,5-dihydroxy-8-(2-methyl-2H-tetrazol-5-yl)-6,8-nonadienoic acid 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:

: 118845-98-0,118874-98-9,130273-38-0
ethyl (+/-)-erythro-9,9-bis(4-fluorophenyl)-3,5-dihydroxy-8-(2-methyl-2H-tetrazol-5-yl)-6,8-nonadienoate

: 118875-47-1
(+/-)-erythro-9,9-bis(4-fluorophenyl)-3,5-dihydroxy-8-(2-methyl-2H-tetrazol-5-yl)-6,8-nonadienoic acid

Guidance literature:: With sodium hydroxide; In tetrahydrofuran; at 0 ℃; for 2h;
DOI:10.1021/jm00173a013

Reference yield:

: 118875-18-6
ethyl 2-cyano-3,3-bis(4-fluorophenyl)-2-propenoate

: 118875-47-1
(+/-)-erythro-9,9-bis(4-fluorophenyl)-3,5-dihydroxy-8-(2-methyl-2H-tetrazol-5-yl)-6,8-nonadienoic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 1.) azidotri-n-butylstannane, 2.) aq. KF, 48percent HBF₄ / 1.) toluene, reflux, 20 h, 2.) Et₂O, 16 h

2: 1.) NaH / 1.) benzene, mineral oil, 45 deg C, 30 min, 2.) 40-45 deg C, 4 d

3: diisopropylaluminum hydride (Dibal-H) / CH₂Cl₂ / 2.5 h / -78 °C

4: pyridinium chlorochromate (PCC) / CH₂Cl₂ / 16 h / Ambient temperature

5: 90.5 percent / benzene / 0.5 h / Heating

7: 69.5 percent / 1.) Et₃B, 2.) NaBH₄ / tetrahydrofuran / 1.) 0 deg C, 1 h, 2.) -78 deg C, 2 h

8: 1.0 M NaOH / tetrahydrofuran / 2 h / 0 °C

With potassium fluoride; sodium hydroxide; sodium tetrahydroborate; tetrafluoroboric acid; triethyl borane; sodium hydride; diisopropyl aluminium hydride; pyridinium chlorochromate; azido tributyltin (IV); In tetrahydrofuran; dichloromethane; benzene;
DOI:10.1021/jm00173a013

Reference yield:

: 118875-10-8
3,3-bis(4-fluorophenyl)-2-(2-methyl-2H-tetrazol-5-yl)-2-propenal

: 118875-47-1
(+/-)-erythro-9,9-bis(4-fluorophenyl)-3,5-dihydroxy-8-(2-methyl-2H-tetrazol-5-yl)-6,8-nonadienoic acid

Guidance literature:: Multi-step reaction with 4 steps

1: 90.5 percent / benzene / 0.5 h / Heating

3: 69.5 percent / 1.) Et₃B, 2.) NaBH₄ / tetrahydrofuran / 1.) 0 deg C, 1 h, 2.) -78 deg C, 2 h

4: 1.0 M NaOH / tetrahydrofuran / 2 h / 0 °C

With sodium hydroxide; sodium tetrahydroborate; triethyl borane; In tetrahydrofuran; benzene;
DOI:10.1021/jm00173a013