(7R,9S,12S)-12-Cyclohexyl-11,14-dioxo-2-oxa-6-thia-10,13-diaza-tricyclo[14.3.1.1^7,10]henicosa-1⁽²⁰⁾,16,18-triene-9-carboxylic acid {1-[({[((S)-dimethylcarbamoyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-hydroxy-methyl]-butyl}-amide

Base Information

• Chemical Name: (7R,9S,12S)-12-Cyclohexyl-11,14-dioxo-2-oxa-6-thia-10,13-diaza-tricyclo[14.3.1.1^7,10]henicosa-1⁽²⁰⁾,16,18-triene-9-carboxylic acid {1-[({[((S)-dimethylcarbamoyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-hydroxy-methyl]-butyl}-amide
• CAS No.: 368871-16-3
• Molecular Formula: C₄₂H₅₈N₆O₈S
• Molecular Weight: 807.024

Synonyms:(7R,9S,12S)-12-Cyclohexyl-11,14-dioxo-2-oxa-6-thia-10,13-diaza-tricyclo[14.3.1.1^7,10]henicosa-1⁽²⁰⁾,16,18-triene-9-carboxylic acid {1-[({[((S)-dimethylcarbamoyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-hydroxy-methyl]-butyl}-amide

Chemical Property of (7R,9S,12S)-12-Cyclohexyl-11,14-dioxo-2-oxa-6-thia-10,13-diaza-tricyclo[14.3.1.1^7,10]henicosa-1⁽²⁰⁾,16,18-triene-9-carboxylic acid {1-[({[((S)-dimethylcarbamoyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-hydroxy-methyl]-butyl}-amide

Chemical Property:

Purity/Quality:

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Technology Process of (7R,9S,12S)-12-Cyclohexyl-11,14-dioxo-2-oxa-6-thia-10,13-diaza-tricyclo[14.3.1.1^7,10]henicosa-1⁽²⁰⁾,16,18-triene-9-carboxylic acid {1-[({[((S)-dimethylcarbamoyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-hydroxy-methyl]-butyl}-amide

There total 6 articles about (7R,9S,12S)-12-Cyclohexyl-11,14-dioxo-2-oxa-6-thia-10,13-diaza-tricyclo[14.3.1.1^7,10]henicosa-1⁽²⁰⁾,16,18-triene-9-carboxylic acid {1-[({[((S)-dimethylcarbamoyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-hydroxy-methyl]-butyl}-amide 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:

2-hydroxy-3-nitrohexanoic acid (367258-42-2) → (7R,9S,12S)-12-Cyclohexyl-11,14-dioxo-2-oxa-6-thia-10,13-diaza-tricyclo[14.3.1.17,10]henicosa-1(20),16,18-triene-9-carboxylic acid {1-[({[((S)-dimethylcarbamoyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-hydroxy-methyl]-butyl}-amide (368871-16-3)

Guidance literature:

Multi-step reaction with 5 steps

1: 66 percent / H₂; AcOH / Pd/C / 20 h / 20 °C / 3051.17 Torr

2: 89 percent / aq. NaOH / dioxane / 20 °C

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

4: aq. HCl / dioxane / 3 h / 20 °C

5: 3-hydroxy-1,2,3-benzotriazin-4(3H)-one; N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride; N-methylmorpholine / dimethylformamide / 16 h / 20 °C

With 4-methyl-morpholine; hydrogenchloride; sodium hydroxide; hydrogen; acetic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-hydroxy-3,4-dihydrobenzotriazine-4-one; palladium on activated charcoal; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1021/jm050820s

Reference yield:

12-cyclohexyl-11,14-dioxo-2-oxa-6-thia-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid (367258-61-5) + 3-amino-2-hydroxyhexanoic acid {[(dimethylcarbamoyl-(S)-phenylmethyl)carbamoyl]methyl}amide hydrochloride → (7R,9S,12S)-12-Cyclohexyl-11,14-dioxo-2-oxa-6-thia-10,13-diaza-tricyclo[14.3.1.17,10]henicosa-1(20),16,18-triene-9-carboxylic acid {1-[({[((S)-dimethylcarbamoyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-hydroxy-methyl]-butyl}-amide (368871-16-3)

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:

3-tert-butoxycarbonylamino-2-hydroxyhexanoic acid (166196-06-1) → (7R,9S,12S)-12-Cyclohexyl-11,14-dioxo-2-oxa-6-thia-10,13-diaza-tricyclo[14.3.1.17,10]henicosa-1(20),16,18-triene-9-carboxylic acid {1-[({[((S)-dimethylcarbamoyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-hydroxy-methyl]-butyl}-amide (368871-16-3)

Guidance literature:

Multi-step reaction with 3 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: aq. HCl / dioxane / 3 h / 20 °C

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

With 4-methyl-morpholine; hydrogenchloride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-hydroxy-3,4-dihydrobenzotriazine-4-one; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1021/jm050820s

upstream raw materials:

12-cyclohexyl-11,14-dioxo-2-oxa-6-thia-10,13-diazatricyclo[14.3.1.1^7,10]henicosa-1⁽¹⁹⁾,16⁽²⁰⁾,17-triene-9-carboxylic acid

2-hydroxy-3-nitrohexanoic acid

3-tert-butoxycarbonylamino-2-hydroxyhexanoic acid

{1-[({[(dimethylcarbamoyl-phenyl-methyl)-carbamoyl]-methyl}-carbamoyl)-hydroxy-methyl]-butyl}-carbamic acid tert-butyl ester

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