(3'S,4R,5'R,9'R)-3-{[2-(hydroxymethyl)phenyl]methyl}-1-(naphthalen-1-yl)-1''-phenyl-3''-(pyridin-4-ylmethyl)dispiro[imidazolidine-4,11'-[1,7]diazatricyclo[7.3.0.0^3,7]dodecane-5',4''-imidazolidine]-2,2'2'',5,5'',8'-hexone

Base Information

• Chemical Name: (3'S,4R,5'R,9'R)-3-{[2-(hydroxymethyl)phenyl]methyl}-1-(naphthalen-1-yl)-1''-phenyl-3''-(pyridin-4-ylmethyl)dispiro[imidazolidine-4,11'-[1,7]diazatricyclo[7.3.0.0^3,7]dodecane-5',4''-imidazolidine]-2,2'2'',5,5'',8'-hexone
• CAS No.: 1407162-78-0
• Molecular Formula: C₄₄H₃₇N₇O₇
• Molecular Weight: 775.82

Synonyms:

Chemical Property of (3'S,4R,5'R,9'R)-3-{[2-(hydroxymethyl)phenyl]methyl}-1-(naphthalen-1-yl)-1''-phenyl-3''-(pyridin-4-ylmethyl)dispiro[imidazolidine-4,11'-[1,7]diazatricyclo[7.3.0.0^3,7]dodecane-5',4''-imidazolidine]-2,2'2'',5,5'',8'-hexone

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of (3'S,4R,5'R,9'R)-3-{[2-(hydroxymethyl)phenyl]methyl}-1-(naphthalen-1-yl)-1''-phenyl-3''-(pyridin-4-ylmethyl)dispiro[imidazolidine-4,11'-[1,7]diazatricyclo[7.3.0.0^3,7]dodecane-5',4''-imidazolidine]-2,2'2'',5,5'',8'-hexone

There total 15 articles about (3'S,4R,5'R,9'R)-3-{[2-(hydroxymethyl)phenyl]methyl}-1-(naphthalen-1-yl)-1''-phenyl-3''-(pyridin-4-ylmethyl)dispiro[imidazolidine-4,11'-[1,7]diazatricyclo[7.3.0.0^3,7]dodecane-5',4''-imidazolidine]-2,2'2'',5,5'',8'-hexone 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:

C52H47N7O12 → (3'S,4R,5'R,9'R)-3-{[2-(hydroxymethyl)phenyl]methyl}-1-(naphthalen-1-yl)-1''-phenyl-3''-(pyridin-4-ylmethyl)dispiro[imidazolidine-4,11'-[1,7]diazatricyclo[7.3.0.03,7]dodecane-5',4''-imidazolidine]-2,2'2'',5,5'',8'-hexone (1407162-78-0)

Guidance literature:

C₅₂H₄₇N₇O₁₂; With tetrakis(triphenylphosphine) palladium⁽⁰⁾; borane dimethylamine complex; In N,N-dimethyl-formamide; at 20 ℃; for 24h;

With 1-hydroxy-7-aza-benzotriazole; diisopropyl-carbodiimide; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; for 3h;

DOI:10.1021/ja3069648

Reference yield:

(3R,5S)-3-amino-1-((benzyloxy)carbonyl)-5-(tert-butoxycarbonyl)pyrrolidine-3-carboxylic acid (657412-45-8) → (3'S,4R,5'R,9'R)-3-{[2-(hydroxymethyl)phenyl]methyl}-1-(naphthalen-1-yl)-1''-phenyl-3''-(pyridin-4-ylmethyl)dispiro[imidazolidine-4,11'-[1,7]diazatricyclo[7.3.0.03,7]dodecane-5',4''-imidazolidine]-2,2'2'',5,5'',8'-hexone (1407162-78-0)

Guidance literature:

Multi-step reaction with 5 steps

1.1: methanol / 0.5 h / 20 °C

1.2: 12 h / 20 °C

2.1: triethylamine / tetrahydrofuran / 24 h / 20 °C

3.1: hydrogen bromide / dichloromethane; acetic acid / 1.5 h / 20 °C

4.1: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1.5 h / 20 °C / Inert atmosphere

4.2: 20 °C

5.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; borane dimethylamine complex / N,N-dimethyl-formamide / 24 h / 20 °C

5.2: 3 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; hydrogen bromide; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; borane dimethylamine complex; In tetrahydrofuran; methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide;

DOI:10.1021/ja3069648

Reference yield:

(5R,8S)-2,4-dioxo-3-phenyl-1-(pyridin-4-ylmethyl)-1,3,7-triazaspiro[4.4]nonane-8-carboxylic acid hydrobromide (1407162-69-9) → (3'S,4R,5'R,9'R)-3-{[2-(hydroxymethyl)phenyl]methyl}-1-(naphthalen-1-yl)-1''-phenyl-3''-(pyridin-4-ylmethyl)dispiro[imidazolidine-4,11'-[1,7]diazatricyclo[7.3.0.03,7]dodecane-5',4''-imidazolidine]-2,2'2'',5,5'',8'-hexone (1407162-78-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 1.5 h / 20 °C / Inert atmosphere

1.2: 20 °C

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾; borane dimethylamine complex / N,N-dimethyl-formamide / 24 h / 20 °C

2.2: 3 h / 20 °C

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-ethyl-N,N-diisopropylamine; HATU; borane dimethylamine complex; In N,N-dimethyl-formamide;

DOI:10.1021/ja3069648

upstream raw materials:

(5R,8R)-2,4-dioxo-1,3,7-triaza-spiro[4.4]nonane-7,8-dicarboxylic acid 7-benzyl ester 8-tert-butyl ester

7,8-di-tert-butyl (5R,8R)-2,4-dioxo-1,3,7-triazaspiro[4,4]nonane-7,8-dicarboxylate

pyridine-4-carbaldehyde

phthalyl alcohol

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