(1-{1-[6-(3,4-difluoro-phenoxymethyl)-hexahydro-pyrrolo[3,2-b]pyrrole-1-carbonyl]-2,2-dimethyl-propylcarbamoyl}-ethyl)-methyl-carbamic acid tert-butyl ester

Base Information

• Chemical Name: (1-{1-[6-(3,4-difluoro-phenoxymethyl)-hexahydro-pyrrolo[3,2-b]pyrrole-1-carbonyl]-2,2-dimethyl-propylcarbamoyl}-ethyl)-methyl-carbamic acid tert-butyl ester
• CAS No.: 1257235-90-7
• Molecular Formula: C₂₈H₄₂F₂N₄O₅
• Molecular Weight: 552.662
• Mol file: 1257235-90-7.mol

Synonyms:(1-{1-[6-(3,4-difluoro-phenoxymethyl)-hexahydro-pyrrolo[3,2-b]pyrrole-1-carbonyl]-2,2-dimethyl-propylcarbamoyl}-ethyl)-methyl-carbamic acid tert-butyl ester

Chemical Property of (1-{1-[6-(3,4-difluoro-phenoxymethyl)-hexahydro-pyrrolo[3,2-b]pyrrole-1-carbonyl]-2,2-dimethyl-propylcarbamoyl}-ethyl)-methyl-carbamic acid tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1-{1-[6-(3,4-difluoro-phenoxymethyl)-hexahydro-pyrrolo[3,2-b]pyrrole-1-carbonyl]-2,2-dimethyl-propylcarbamoyl}-ethyl)-methyl-carbamic acid tert-butyl ester

There total 21 articles about (1-{1-[6-(3,4-difluoro-phenoxymethyl)-hexahydro-pyrrolo[3,2-b]pyrrole-1-carbonyl]-2,2-dimethyl-propylcarbamoyl}-ethyl)-methyl-carbamic acid tert-butyl ester 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:

4-{2-[2-(tert-butoxycarbonyl-methyl-amino)-propionylamino]-3,3-dimethyl-butyryl}-3-(3,4-difluoro-phenoxymethyl)-hexahydro-pyrrolo[3,2-b]pyrrole-1-carboxylic acid benzy1 ester (1257235-88-3) → (1-{1-[6-(3,4-difluoro-phenoxymethyl)-hexahydro-pyrrolo[3,2-b]pyrrole-1-carbonyl]-2,2-dimethyl-propylcarbamoyl}-ethyl)-methyl-carbamic acid tert-butyl ester (1257235-90-7)

Guidance literature:

With hydrogen; palladium 10% on activated carbon; In methanol; for 2.5h; under 2585.81 Torr;

Reference yield:

(2S,3S)-N-tert-butyloxycarbonyl-3-(tert-butyldimethylsilyloxy)-2-pyrrolidinecarboxylic acid methyl ester (850003-05-3) → (1-{1-[6-(3,4-difluoro-phenoxymethyl)-hexahydro-pyrrolo[3,2-b]pyrrole-1-carbonyl]-2,2-dimethyl-propylcarbamoyl}-ethyl)-methyl-carbamic acid tert-butyl ester (1257235-90-7)

Guidance literature:

Multi-step reaction with 19 steps

1: lithium borohydride / tetrahydrofuran / 0 °C

2: sulfur trioxide pyridine complex; triethylamine / dichloromethane; dimethyl sulfoxide / 0 °C

3: triethylamine

4: thionyl chloride; triethylamine / dichloromethane / -78 °C

5: cerium(III) chloride; sodium iodide / methanol; water; acetonitrile / 20 - 40 °C

6: hydrogen / Raney Ni / ethanol; water / 1.5 h / 2585.81 Torr

7: triethylamine / dichloromethane / 0 - 20 °C

8: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

9: dmap / dichloromethane / 0 °C

10: sodium hydride / N,N-dimethyl-formamide / 0 °C

11: sodium periodate / ruthenium trichloride / 1-methyl-pyrrolidin-2-one; tetrachloromethane; water; acetonitrile

12: diethyl ether

13: lithium borohydride / tetrahydrofuran / 0 °C

14: di-isopropyl azodicarboxylate; triphenylphosphine / benzene / 20 °C

15: trifluoroacetic acid / dichloromethane / 0 °C

16: N-ethyl-N,N-diisopropylamine; HATU / 1-methyl-pyrrolidin-2-one / 0 - 20 °C

17: trifluoroacetic acid / dichloromethane / 0 - 20 °C

18: N-ethyl-N,N-diisopropylamine; HATU / 1-methyl-pyrrolidin-2-one / 0 - 20 °C

19: hydrogen / palladium 10% on activated carbon / methanol / 2.5 h / 2585.81 Torr

With sodium periodate; lithium borohydride; thionyl chloride; cerium(III) chloride; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; hydrogen; sulfur trioxide pyridine complex; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; trifluoroacetic acid; sodium iodide; dmap; ruthenium trichloride; palladium 10% on activated carbon; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; tetrachloromethane; diethyl ether; ethanol; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile; benzene;

Reference yield:

tert-butyl (2S,3S)-3-{[tert-butyl(dimethyl)silyl]oxy}-2-formylpyrrolidine-1-carboxylate (757247-71-5) → (1-{1-[6-(3,4-difluoro-phenoxymethyl)-hexahydro-pyrrolo[3,2-b]pyrrole-1-carbonyl]-2,2-dimethyl-propylcarbamoyl}-ethyl)-methyl-carbamic acid tert-butyl ester (1257235-90-7)

Guidance literature:

Multi-step reaction with 17 steps

1: triethylamine

2: thionyl chloride; triethylamine / dichloromethane / -78 °C

3: cerium(III) chloride; sodium iodide / methanol; water; acetonitrile / 20 - 40 °C

4: hydrogen / Raney Ni / ethanol; water / 1.5 h / 2585.81 Torr

5: triethylamine / dichloromethane / 0 - 20 °C

6: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

7: dmap / dichloromethane / 0 °C

8: sodium hydride / N,N-dimethyl-formamide / 0 °C

9: sodium periodate / ruthenium trichloride / 1-methyl-pyrrolidin-2-one; tetrachloromethane; water; acetonitrile

10: diethyl ether

11: lithium borohydride / tetrahydrofuran / 0 °C

12: di-isopropyl azodicarboxylate; triphenylphosphine / benzene / 20 °C

13: trifluoroacetic acid / dichloromethane / 0 °C

14: N-ethyl-N,N-diisopropylamine; HATU / 1-methyl-pyrrolidin-2-one / 0 - 20 °C

15: trifluoroacetic acid / dichloromethane / 0 - 20 °C

16: N-ethyl-N,N-diisopropylamine; HATU / 1-methyl-pyrrolidin-2-one / 0 - 20 °C

17: hydrogen / palladium 10% on activated carbon / methanol / 2.5 h / 2585.81 Torr

With sodium periodate; lithium borohydride; thionyl chloride; cerium(III) chloride; di-isopropyl azodicarboxylate; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; trifluoroacetic acid; sodium iodide; dmap; ruthenium trichloride; palladium 10% on activated carbon; In tetrahydrofuran; 1-methyl-pyrrolidin-2-one; methanol; tetrachloromethane; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; benzene;

upstream raw materials:

4-{2-[2-(tert-butoxycarbonyl-methyl-amino)-propionylamino]-3,3-dimethyl-butyryl}-3-(3,4-difluoro-phenoxymethyl)-hexahydro-pyrrolo[3,2-b]pyrrole-1-carboxylic acid benzy1 ester

(2S,3S)-N-tert-butyloxycarbonyl-3-(tert-butyldimethylsilyloxy)-2-pyrrolidinecarboxylic acid methyl ester

tert-butyl (2S,3S)-3-{[tert-butyl(dimethyl)silyl]oxy}-2-formylpyrrolidine-1-carboxylate

(3aR,6aR)-6S-(6-fluoro-1H-indol-3-yl)-octahydro-pyrrolo[3,2-b]pyrrole-1,3,4-tricarboxylic acid 1-benzyl ester 4-tert-butyl ester

Downstream raw materials:

(1-{1-[4-acetyl-6-(3,4-difluoro-phenoxymethyl)-hexahydro-pyrrolo[3,2-b]pyrrole-1-carbonyl]-2,2-dimethylpropylcarbamoyl}-ethyl)-methyl-carbamic acid tert-butyl ester

(1-{1-[6-(3,4-difluoro-phenoxymethyl)-4-dimethylcarbamoyl-hexahydro-pyrrolo[3,2-b]pyrrole-1-carbonyl]-2,2-dimethylpropylcarbamoyl}-ethyl)-methyl-carbamic acid tert-butyl ester

(1-{1-[6-(3,4-difluoro-phenoxymethyl)-4-methanesulfonyl-hexahydro-pyrrolo[3,2-b]pyrrole-1-carbonyl]-2,2-dimethylpropylcarbamoyl}-ethyl)-methyl-carbamic acid tert-butyl ester

(1-{1-[6-(3,4-difluoro-phenoxymethyl)-4-methylcarbamoyl-hexahydro-pyrrolo[3,2-b]pyrrole-1-carbonyl]-2,2-dimethylpropylcarbamoyl}-ethyl)-methyl-carbamic acid tert-butyl ester