11-cyclohexyl-10,13-dioxo-2,5-dioxa-9,12-diazatricyclo[13.3.1.1^6,9]icosa-1⁽¹⁸⁾,15⁽¹⁹⁾,16-triene-8-carboxylic acid

Base Information

• Chemical Name: 11-cyclohexyl-10,13-dioxo-2,5-dioxa-9,12-diazatricyclo[13.3.1.1^6,9]icosa-1⁽¹⁸⁾,15⁽¹⁹⁾,16-triene-8-carboxylic acid
• CAS No.: 367258-58-0
• Molecular Formula: C₂₃H₃₀N₂O₆
• Molecular Weight: 430.501

Synonyms:11-cyclohexyl-10,13-dioxo-2,5-dioxa-9,12-diazatricyclo[13.3.1.1^6,9]icosa-1⁽¹⁸⁾,15⁽¹⁹⁾,16-triene-8-carboxylic acid

Chemical Property of 11-cyclohexyl-10,13-dioxo-2,5-dioxa-9,12-diazatricyclo[13.3.1.1^6,9]icosa-1⁽¹⁸⁾,15⁽¹⁹⁾,16-triene-8-carboxylic acid

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Technology Process of 11-cyclohexyl-10,13-dioxo-2,5-dioxa-9,12-diazatricyclo[13.3.1.1^6,9]icosa-1⁽¹⁸⁾,15⁽¹⁹⁾,16-triene-8-carboxylic acid

There total 1 articles about 11-cyclohexyl-10,13-dioxo-2,5-dioxa-9,12-diazatricyclo[13.3.1.1^6,9]icosa-1⁽¹⁸⁾,15⁽¹⁹⁾,16-triene-8-carboxylic acid 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: 95.0%

11-cyclohexyl-10,13-dioxo-2,5-dioxa-9,12-diazatricyclo[13.3.1.16,9]icosa-1(18),15(19),16-triene-8-carboxylic acid methyl ester → 11-cyclohexyl-10,13-dioxo-2,5-dioxa-9,12-diazatricyclo[13.3.1.16,9]icosa-1(18),15(19),16-triene-8-carboxylic acid (367258-58-0)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 4h;

DOI:10.1021/jm050820s

Reference yield:

11-cyclohexyl-10,13-dioxo-2,5-dioxa-9,12-diazatricyclo[13.3.1.16,9]icosa-1(18),15(19),16-triene-8-carboxylic acid (367258-58-0) + 3-amino-2-hydroxyhexanoic acid {[(dimethylcarbamoyl-(S)-phenylmethyl)carbamoyl]methyl}amide hydrochloride → (6R,8S,11S)-11-Cyclohexyl-10,13-dioxo-2,5-dioxa-9,12-diaza-tricyclo[13.3.1.16,9]icosa-1(19),15,17-triene-8-carboxylic acid {1-[({[((S)-dimethylcarbamoyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-hydroxy-methyl]-butyl}-amide (368871-32-3)

Guidance literature:

With 4-methyl-morpholine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-hydroxy-3,4-dihydrobenzotriazine-4-one; In N,N-dimethyl-formamide; at 20 ℃; for 16h;

DOI:10.1021/jm050820s

Reference yield:

11-cyclohexyl-10,13-dioxo-2,5-dioxa-9,12-diazatricyclo[13.3.1.16,9]icosa-1(18),15(19),16-triene-8-carboxylic acid (367258-58-0) → (6R,8S,11S)-11-Cyclohexyl-10,13-dioxo-2,5-dioxa-9,12-diaza-tricyclo[13.3.1.16,9]icosa-1(19),15,17-triene-8-carboxylic acid [1-((S)-dimethylcarbamoyl-phenyl-methyl)-carbamoyl]-methyl)-aminooxalyl)-butyl)-amide

Guidance literature:

Multi-step reaction with 2 steps

1: 3-hydroxy-1,2,3-benzotriazin-4(3H)-one; N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride; N-methylmorpholine / dimethylformamide / 16 h / 20 °C

2: Dess-Martin periodinane / CH₂Cl₂ / 3 h / 20 °C

With 4-methyl-morpholine; Dess-Martin periodane; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-hydroxy-3,4-dihydrobenzotriazine-4-one; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm050820s

Downstream raw materials:

(6R,8S,11S)-11-Cyclohexyl-10,13-dioxo-2,5-dioxa-9,12-diaza-tricyclo[13.3.1.1^6,9]icosa-1⁽¹⁹⁾,15,17-triene-8-carboxylic acid {1-[({[((S)-dimethylcarbamoyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-hydroxy-methyl]-butyl}-amide

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