N₄-((1R,4R)-4-(tert-butyldiphenylsilyloxy)-7-fluoro-1,2,3,4-tetrahydronaphthalen-1-yl)-2-(6-fluoro-1H-benzo[d]imidazol-1-yl)pyrimidine-4,5-diamine

Base Information

• Chemical Name: N₄-((1R,4R)-4-(tert-butyldiphenylsilyloxy)-7-fluoro-1,2,3,4-tetrahydronaphthalen-1-yl)-2-(6-fluoro-1H-benzo[d]imidazol-1-yl)pyrimidine-4,5-diamine
• CAS No.: 1083302-74-2
• Molecular Formula: C₃₇H₃₆F₂N₆OSi
• Molecular Weight: 646.815

Synonyms:N₄-((1R,4R)-4-(tert-butyldiphenylsilyloxy)-7-fluoro-1,2,3,4-tetrahydronaphthalen-1-yl)-2-(6-fluoro-1H-benzo[d]imidazol-1-yl)pyrimidine-4,5-diamine

Chemical Property of N₄-((1R,4R)-4-(tert-butyldiphenylsilyloxy)-7-fluoro-1,2,3,4-tetrahydronaphthalen-1-yl)-2-(6-fluoro-1H-benzo[d]imidazol-1-yl)pyrimidine-4,5-diamine

Chemical Property:

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Technology Process of N₄-((1R,4R)-4-(tert-butyldiphenylsilyloxy)-7-fluoro-1,2,3,4-tetrahydronaphthalen-1-yl)-2-(6-fluoro-1H-benzo[d]imidazol-1-yl)pyrimidine-4,5-diamine

There total 16 articles about N₄-((1R,4R)-4-(tert-butyldiphenylsilyloxy)-7-fluoro-1,2,3,4-tetrahydronaphthalen-1-yl)-2-(6-fluoro-1H-benzo[d]imidazol-1-yl)pyrimidine-4,5-diamine 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: 82.0%

N-((1R,4R)-4-(tert-butyldiphenylsilyloxy)-7-fluoro-1,2,3,4-tetrahydronaphthalen-1-yl)-2-(6-fluoro-1H-benzo[d]imidazol-1-yl)-5-nitropyrimidin-4-amine (1083302-71-9) → N4-((1R,4R)-4-(tert-butyldiphenylsilyloxy)-7-fluoro-1,2,3,4-tetrahydronaphthalen-1-yl)-2-(6-fluoro-1H-benzo[d]imidazol-1-yl)pyrimidine-4,5-diamine (1083302-74-2)

Guidance literature:

With hydrogen; 10percent platinum on carbon, sulfided; In methanol; ethyl acetate; for 5h; under 2068.65 Torr;

Reference yield:

tert-butyl 4-fluoro-2-(5-nitro-4-thiocyanatopyrimidin-2-ylamino)phenylcarbamate (911826-14-7) → N4-((1R,4R)-4-(tert-butyldiphenylsilyloxy)-7-fluoro-1,2,3,4-tetrahydronaphthalen-1-yl)-2-(6-fluoro-1H-benzo[d]imidazol-1-yl)pyrimidine-4,5-diamine (1083302-74-2)

Guidance literature:

Multi-step reaction with 4 steps

1: trifluoroacetic acid / dichloromethane / 1.5 h

2: methanol / 16 h

3: N-ethyl-N,N-diisopropylamine / tetrahydrofuran; dimethyl sulfoxide / 16 h / 20 °C

4: hydrogen / 10percent platinum on carbon, sulfided / methanol; ethyl acetate / 5 h / 2068.65 Torr

With hydrogen; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; 10percent platinum on carbon, sulfided; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; ethyl acetate;

Reference yield:

(4-fluoro-2-nitrophenyl)carbamic acid tert-butyl ester (579474-17-2) → N4-((1R,4R)-4-(tert-butyldiphenylsilyloxy)-7-fluoro-1,2,3,4-tetrahydronaphthalen-1-yl)-2-(6-fluoro-1H-benzo[d]imidazol-1-yl)pyrimidine-4,5-diamine (1083302-74-2)

Guidance literature:

Multi-step reaction with 5 steps

1: potassium carbonate / acetonitrile / 15 h

2: trifluoroacetic acid / dichloromethane / 1.5 h

3: methanol / 16 h

4: N-ethyl-N,N-diisopropylamine / tetrahydrofuran; dimethyl sulfoxide / 16 h / 20 °C

5: hydrogen / 10percent platinum on carbon, sulfided / methanol; ethyl acetate / 5 h / 2068.65 Torr

With hydrogen; potassium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; 10percent platinum on carbon, sulfided; In tetrahydrofuran; methanol; dichloromethane; dimethyl sulfoxide; ethyl acetate; acetonitrile;

upstream raw materials:

N-((1R,4R)-4-(tert-butyldiphenylsilyloxy)-7-fluoro-1,2,3,4-tetrahydronaphthalen-1-yl)-2-(6-fluoro-1H-benzo[d]imidazol-1-yl)-5-nitropyrimidin-4-amine

(4-fluoro-2-nitrophenyl)carbamic acid tert-butyl ester

tert-butyl 4-fluoro-2-(5-nitro-4-thiocyanatopyrimidin-2-ylamino)phenylcarbamate

6-fluoro-1-(5-nitro-4-thiocyanatopyrimidin-2-yl)-1H-benzo[d]imidazole

Downstream raw materials:

9-((1R,4R)-4-(tert-butyldiphenylsilyloxy)-7-fluoro-1,2,3,4-tetrahydronaphthalen-1-yl)-2-(6-fluoro-1H-benzo[d]imidazol-1-yl)-7H-purin-8(9H)-one

9-((1R,4R)-4-(tert-butyldiphenylsilyloxy)-7-fluoro-1,2,3,4-tetrahydronaphthalen-1-yl)-2-(6-fluoro-1H-benzo[d]imidazol-1-yl)-7-methyl-7H-purin-8(9H)-one

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