N-(4-{[(5R,7S)-1-(3-fluorophenyl)-3,7-dimethyl-2,2-dioxido-2-thia-1,3,8-triazaspiro[4.5]dec-8-yl]methyl}phenyl)acetamide

Base Information

Chemical Name:N-(4-{[(5R,7S)-1-(3-fluorophenyl)-3,7-dimethyl-2,2-dioxido-2-thia-1,3,8-triazaspiro[4.5]dec-8-yl]methyl}phenyl)acetamide
CAS No.:1193782-77-2
Molecular Formula:C₂₃H₂₉FN₄O₃S
Molecular Weight:460.573
Hs Code.:

Synonyms:N-(4-{[(5R,7S)-1-(3-fluorophenyl)-3,7-dimethyl-2,2-dioxido-2-thia-1,3,8-triazaspiro[4.5]dec-8-yl]methyl}phenyl)acetamide

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Chemical Property of N-(4-{[(5R,7S)-1-(3-fluorophenyl)-3,7-dimethyl-2,2-dioxido-2-thia-1,3,8-triazaspiro[4.5]dec-8-yl]methyl}phenyl)acetamide

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Technology Process of N-(4-{[(5R,7S)-1-(3-fluorophenyl)-3,7-dimethyl-2,2-dioxido-2-thia-1,3,8-triazaspiro[4.5]dec-8-yl]methyl}phenyl)acetamide

There total 8 articles about N-(4-{[(5R,7S)-1-(3-fluorophenyl)-3,7-dimethyl-2,2-dioxido-2-thia-1,3,8-triazaspiro[4.5]dec-8-yl]methyl}phenyl)acetamide 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: 47.0%

: 1193782-25-0
(5R,7S)-1-(3-fluorophenyl)-3,7-dimethyl-2-thia-1,3,8-triazaspiro[4.5]decane 2,2-dioxide

: 122-85-0
para-acetamidobenzaldehyde

: 1193782-77-2
N-(4-{[(5R,7S)-1-(3-fluorophenyl)-3,7-dimethyl-2,2-dioxido-2-thia-1,3,8-triazaspiro[4.5]dec-8-yl]methyl}phenyl)acetamide

Guidance literature:: (5R,7S)-1-(3-fluorophenyl)-3,7-dimethyl-2-thia-1,3,8-triazaspiro[4.5]decane 2,2-dioxide; para-acetamidobenzaldehyde; With acetic acid; In 1,2-dichloro-ethane; at 20 ℃; for 5h; Inert atmosphere;

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

Reference yield:

: 1193782-24-9
benzyl (5R,7S)-1-(3-fluorophenyl)-3,7-dimethyl-2-thia-1,3,8-triazaspiro[4.5]decane-8-carboxylate 2,2-dioxide

: 1193782-77-2
N-(4-{[(5R,7S)-1-(3-fluorophenyl)-3,7-dimethyl-2,2-dioxido-2-thia-1,3,8-triazaspiro[4.5]dec-8-yl]methyl}phenyl)acetamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: hydrogen; palladium(II) hydroxide / methanol / 3 h / 2585.81 Torr / Inert atmosphere

2.1: acetic acid / 1,2-dichloro-ethane / 5 h / 20 °C / Inert atmosphere

2.2: Inert atmosphere

With hydrogen; palladium(II) hydroxide; acetic acid; In methanol; 1,2-dichloro-ethane;
DOI:10.1021/jm3009426

Reference yield:

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

: 1193782-77-2
N-(4-{[(5R,7S)-1-(3-fluorophenyl)-3,7-dimethyl-2,2-dioxido-2-thia-1,3,8-triazaspiro[4.5]dec-8-yl]methyl}phenyl)acetamide

Guidance literature:: Multi-step reaction with 6 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: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

4.2: 0 - 20 °C / Inert atmosphere

5.1: hydrogen; palladium(II) hydroxide / methanol / 3 h / 2585.81 Torr / Inert atmosphere

6.1: acetic acid / 1,2-dichloro-ethane / 5 h / 20 °C / Inert atmosphere

6.2: Inert atmosphere

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