(5R,7S)-8-[3-(cyclopentyloxy)benzyl]-1-(3-fluorophenyl)-7-methyl-2-thia-1,3,8-triazaspiro[4.5]decane 2,2-dioxide

Base Information

Chemical Name:(5R,7S)-8-[3-(cyclopentyloxy)benzyl]-1-(3-fluorophenyl)-7-methyl-2-thia-1,3,8-triazaspiro[4.5]decane 2,2-dioxide
CAS No.:1193782-49-8
Molecular Formula:C₂₅H₃₂FN₃O₃S
Molecular Weight:473.612
Hs Code.:

Synonyms:(5R,7S)-8-[3-(cyclopentyloxy)benzyl]-1-(3-fluorophenyl)-7-methyl-2-thia-1,3,8-triazaspiro[4.5]decane 2,2-dioxide

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Chemical Property of (5R,7S)-8-[3-(cyclopentyloxy)benzyl]-1-(3-fluorophenyl)-7-methyl-2-thia-1,3,8-triazaspiro[4.5]decane 2,2-dioxide

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Technology Process of (5R,7S)-8-[3-(cyclopentyloxy)benzyl]-1-(3-fluorophenyl)-7-methyl-2-thia-1,3,8-triazaspiro[4.5]decane 2,2-dioxide

There total 6 articles about (5R,7S)-8-[3-(cyclopentyloxy)benzyl]-1-(3-fluorophenyl)-7-methyl-2-thia-1,3,8-triazaspiro[4.5]decane 2,2-dioxide 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: 30.0%

: 1193782-26-1
(5R,7S)-1-(3-fluorophenyl)-7-methyl-2-thia-1,3,8-triazaspiro[4.5]decane 2,2-dioxide

: 273722-75-1
3-(cyclopentyloxy)benzaldehyde

: 1193782-49-8
(5R,7S)-8-[3-(cyclopentyloxy)benzyl]-1-(3-fluorophenyl)-7-methyl-2-thia-1,3,8-triazaspiro[4.5]decane 2,2-dioxide

Guidance literature:: (5R,7S)-1-(3-fluorophenyl)-7-methyl-2-thia-1,3,8-triazaspiro[4.5]decane 2,2-dioxide; 3-(cyclopentyloxy)benzaldehyde; With triethylamine; In 1,2-dichloro-ethane; at 20 ℃; for 0.5h; Inert atmosphere;

With sodium tris(acetoxy)borohydride; In 1,2-dichloro-ethane; Inert atmosphere;
DOI:10.1021/jm3009426

Reference yield:

: 921599-74-8,852051-10-6
benzyl (2S)-2-methyl-4-oxopiperidine-1-carboxylate

: 1193782-49-8
(5R,7S)-8-[3-(cyclopentyloxy)benzyl]-1-(3-fluorophenyl)-7-methyl-2-thia-1,3,8-triazaspiro[4.5]decane 2,2-dioxide

Guidance literature:: Multi-step reaction with 5 steps

1.1: acetic acid / dichloromethane / 20 °C / Inert atmosphere

2.1: ammonia; hydrogen / methanol; water / 12 h / 2585.81 Torr / Inert atmosphere

3.1: 3-(imidazole-1-sulfonyl)-1-methyl-3H-imidazol-1-ium triflate / acetonitrile / 18 h / 20 °C / Inert atmosphere

4.1: hydrogen; palladium(II) hydroxide / methanol / 2585.81 Torr / Inert atmosphere

5.1: triethylamine / 1,2-dichloro-ethane / 0.5 h / 20 °C / Inert atmosphere

5.2: Inert atmosphere

With ammonia; hydrogen; palladium(II) hydroxide; acetic acid; triethylamine; 3-(imidazole-1-sulfonyl)-1-methyl-3H-imidazol-1-ium triflate; In methanol; dichloromethane; water; 1,2-dichloro-ethane; acetonitrile;
DOI:10.1021/jm3009426

Reference yield:

: 1193782-19-2
benzyl (2S,4R)-4-cyano-4-[(3-fluorophenyl)amino]-2-methyl-piperidine-1-carboxylate

: 1193782-49-8
(5R,7S)-8-[3-(cyclopentyloxy)benzyl]-1-(3-fluorophenyl)-7-methyl-2-thia-1,3,8-triazaspiro[4.5]decane 2,2-dioxide

Guidance literature:: Multi-step reaction with 4 steps

1.1: ammonia; hydrogen / methanol; water / 12 h / 2585.81 Torr / Inert atmosphere

2.1: 3-(imidazole-1-sulfonyl)-1-methyl-3H-imidazol-1-ium triflate / acetonitrile / 18 h / 20 °C / Inert atmosphere

3.1: hydrogen; palladium(II) hydroxide / methanol / 2585.81 Torr / Inert atmosphere

4.1: triethylamine / 1,2-dichloro-ethane / 0.5 h / 20 °C / Inert atmosphere

4.2: Inert atmosphere

With ammonia; hydrogen; palladium(II) hydroxide; triethylamine; 3-(imidazole-1-sulfonyl)-1-methyl-3H-imidazol-1-ium triflate; In methanol; water; 1,2-dichloro-ethane; acetonitrile;
DOI:10.1021/jm3009426