tert-butyl ((4aR,7aR)-7a-(4-(3-cyano-4-fluorophenyl)thiophen-2-yl)-3-methyl-4-oxohexahydro-1H-pyrrolo[3,4-d]pyrimidin-2(3H)-ylidene)carbamate

Base Information

Chemical Name:tert-butyl ((4aR,7aR)-7a-(4-(3-cyano-4-fluorophenyl)thiophen-2-yl)-3-methyl-4-oxohexahydro-1H-pyrrolo[3,4-d]pyrimidin-2(3H)-ylidene)carbamate
CAS No.:1400771-79-0
Molecular Formula:C₂₃H₂₄FN₅O₃S
Molecular Weight:469.54
Hs Code.:

tert-butyl ((4aR,7aR)-7a-(4-(3-cyano-4-fluorophenyl)thiophen-2-yl)-3-methyl-4-oxohexahydro-1H-pyrrolo[3,4-d]pyrimidin-2(3H)-ylidene)carbamate

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Chemical Property of tert-butyl ((4aR,7aR)-7a-(4-(3-cyano-4-fluorophenyl)thiophen-2-yl)-3-methyl-4-oxohexahydro-1H-pyrrolo[3,4-d]pyrimidin-2(3H)-ylidene)carbamate

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Technology Process of tert-butyl ((4aR,7aR)-7a-(4-(3-cyano-4-fluorophenyl)thiophen-2-yl)-3-methyl-4-oxohexahydro-1H-pyrrolo[3,4-d]pyrimidin-2(3H)-ylidene)carbamate

There total 12 articles about tert-butyl ((4aR,7aR)-7a-(4-(3-cyano-4-fluorophenyl)thiophen-2-yl)-3-methyl-4-oxohexahydro-1H-pyrrolo[3,4-d]pyrimidin-2(3H)-ylidene)carbamate 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:

: C₂₉H₃₆FN₅O₅SSi

: 1400771-79-0
tert-butyl ((4aR,7aR)-7a-(4-(3-cyano-4-fluorophenyl)thiophen-2-yl)-3-methyl-4-oxohexahydro-1H-pyrrolo[3,4-d]pyrimidin-2(3H)-ylidene)carbamate

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 0 - 20 ℃; for 4h;
DOI:10.1021/jm301039c DOI:10.1021/acs.jmedchem.8b01326

Reference yield:

: 1192479-44-9
(4aR,7aR)-2-(trimethylsilyl)ethyl 7a-(4-bromothiophen-2-yl)-2-((tert-butoxycarbonyl)imino)-3-methyl-4-oxohexahydro-1H-pyrrolo[3,4-d]pyrimidine-6(2H)-carboxylate

: 1400771-79-0
tert-butyl ((4aR,7aR)-7a-(4-(3-cyano-4-fluorophenyl)thiophen-2-yl)-3-methyl-4-oxohexahydro-1H-pyrrolo[3,4-d]pyrimidin-2(3H)-ylidene)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1: potassium carbonate; dichloro[1,1'-bis(diphenylphosphino)ferrocene]palladium dichloromethane / water; tert-butyl alcohol / 1 h / 60 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 0 - 20 °C

With dichloro[1,1'-bis(diphenylphosphino)ferrocene]palladium dichloromethane; tetrabutyl ammonium fluoride; potassium carbonate; In tetrahydrofuran; water; tert-butyl alcohol; 1: |Suzuki Coupling;
DOI:10.1021/jm301039c

Reference yield:

: 917772-62-4
C₂₃H₃₁BrN₂O₄SSi

: 1400771-79-0
tert-butyl ((4aR,7aR)-7a-(4-(3-cyano-4-fluorophenyl)thiophen-2-yl)-3-methyl-4-oxohexahydro-1H-pyrrolo[3,4-d]pyrimidin-2(3H)-ylidene)carbamate

Guidance literature:: Multi-step reaction with 7 steps

1: hydrogenchloride / 1,4-dioxane / 14 h / 0 - 20 °C

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine / 48 h / 20 °C

3: potassium carbonate; carbonochloridic acid 1-chloro-ethyl ester / dichloromethane / 1.5 h / -15 - 20 °C

4: N-ethyl-N,N-diisopropylamine / dichloromethane / 6 h / 0 °C

5: isopropyl alcohol / hexane / Resolution of racemate

6: potassium carbonate; dichloro[1,1'-bis(diphenylphosphino)ferrocene]palladium dichloromethane / water; tert-butyl alcohol / 1 h / 60 °C

7: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 0 - 20 °C

With hydrogenchloride; dichloro[1,1'-bis(diphenylphosphino)ferrocene]palladium dichloromethane; carbonochloridic acid 1-chloro-ethyl ester; tetrabutyl ammonium fluoride; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; isopropyl alcohol; In tetrahydrofuran; 1,4-dioxane; hexane; dichloromethane; water; tert-butyl alcohol; 6: |Suzuki Coupling;
DOI:10.1021/jm301039c