(10S,11R)-11-{2-[(4S)-2,2-diethyl-1,3-dioxolan-4-yl]ethyl}-8-fluoro-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-10-yl 4-nitrobenzoate

Base Information

Chemical Name:(10S,11R)-11-{2-[(4S)-2,2-diethyl-1,3-dioxolan-4-yl]ethyl}-8-fluoro-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-10-yl 4-nitrobenzoate
CAS No.:890754-52-6
Molecular Formula:C₃₁H₃₂FNO₆
Molecular Weight:533.597
Hs Code.:

Synonyms:(10S,11R)-11-{2-[(4S)-2,2-diethyl-1,3-dioxolan-4-yl]ethyl}-8-fluoro-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-10-yl 4-nitrobenzoate

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Chemical Property of (10S,11R)-11-{2-[(4S)-2,2-diethyl-1,3-dioxolan-4-yl]ethyl}-8-fluoro-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-10-yl 4-nitrobenzoate

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Technology Process of (10S,11R)-11-{2-[(4S)-2,2-diethyl-1,3-dioxolan-4-yl]ethyl}-8-fluoro-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-10-yl 4-nitrobenzoate

There total 6 articles about (10S,11R)-11-{2-[(4S)-2,2-diethyl-1,3-dioxolan-4-yl]ethyl}-8-fluoro-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-10-yl 4-nitrobenzoate 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: 85.0%

: 890754-17-3
(10R,11R)-11-{2-[(4S)-2,2-diethyl-1,3-dioxolan-4-yl]ethyl}-8-fluoro-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-10-ol

: 62-23-7
4-nitro-benzoic acid

: 890754-52-6
(10S,11R)-11-{2-[(4S)-2,2-diethyl-1,3-dioxolan-4-yl]ethyl}-8-fluoro-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-10-yl 4-nitrobenzoate

Guidance literature:: With di-isopropyl azodicarboxylate; triphenylphosphine; In tetrahydrofuran; at -15 - 20 ℃; for 12.66h;

Reference yield:

: 890754-03-7
11-{2-[(4S)-2,2-diethyl-1,3-dioxolan-4-yl]ethylidene}-8-fluoro-5,11-dihydro-10H-dibenzo-[a,d]cyclohepten-10-one

: 890754-52-6
(10S,11R)-11-{2-[(4S)-2,2-diethyl-1,3-dioxolan-4-yl]ethyl}-8-fluoro-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-10-yl 4-nitrobenzoate

Guidance literature:: Multi-step reaction with 3 steps

1: hydrogen; triethylamine / palladium 10% on activated carbon / isopropyl alcohol; toluene / 20 °C

2: sodium tetrahydroborate / isopropyl alcohol / 1 h / 0 - 20 °C / pH 7 / Aqueous phosphate buffer

3: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 13.2 h / -15 - 20 °C

With sodium tetrahydroborate; di-isopropyl azodicarboxylate; hydrogen; triethylamine; triphenylphosphine; palladium 10% on activated carbon; In tetrahydrofuran; isopropyl alcohol; toluene;

Reference yield:

: 90941-88-1
(4S)-4-(2-hydroxyethyl)-2,2-diethyl-1,3-dioxolane

: 890754-52-6
(10S,11R)-11-{2-[(4S)-2,2-diethyl-1,3-dioxolan-4-yl]ethyl}-8-fluoro-10,11-dihydro-5H-dibenzo[a,d]cyclohepten-10-yl 4-nitrobenzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: pyridinium chlorochromate / dichloromethane / 1.08 h / 0 - 20 °C / Molecular sieve

2.1: magnesium bromide / toluene / 0.5 h / 20 °C

2.2: 22 h / 20 °C

3.1: hydrogen; triethylamine / palladium 10% on activated carbon / isopropyl alcohol; toluene / 20 °C

4.1: sodium tetrahydroborate / isopropyl alcohol / 1 h / 0 - 20 °C / pH 7 / Aqueous phosphate buffer

5.1: di-isopropyl azodicarboxylate; triphenylphosphine / tetrahydrofuran / 13.2 h / -15 - 20 °C

With sodium tetrahydroborate; di-isopropyl azodicarboxylate; hydrogen; triethylamine; triphenylphosphine; pyridinium chlorochromate; magnesium bromide; palladium 10% on activated carbon; In tetrahydrofuran; dichloromethane; isopropyl alcohol; toluene;