12-cyclohexyl-6,6,11,14-tetraoxo-2-oxa-6λ⁶-thia-10,13-diazatricyclo[14.3.1.1^7,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid

Base Information

• Chemical Name: 12-cyclohexyl-6,6,11,14-tetraoxo-2-oxa-6λ⁶-thia-10,13-diazatricyclo[14.3.1.1^7,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid
• CAS No.: 367258-63-7
• Molecular Formula: C₂₄H₃₂N₂O₇S
• Molecular Weight: 492.593

Synonyms:12-cyclohexyl-6,6,11,14-tetraoxo-2-oxa-6λ⁶-thia-10,13-diazatricyclo[14.3.1.1^7,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid

Chemical Property of 12-cyclohexyl-6,6,11,14-tetraoxo-2-oxa-6λ⁶-thia-10,13-diazatricyclo[14.3.1.1^7,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid

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Technology Process of 12-cyclohexyl-6,6,11,14-tetraoxo-2-oxa-6λ⁶-thia-10,13-diazatricyclo[14.3.1.1^7,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid

There total 2 articles about 12-cyclohexyl-6,6,11,14-tetraoxo-2-oxa-6λ⁶-thia-10,13-diazatricyclo[14.3.1.1^7,10]henicosa-1(19),16(20),17-triene-9-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:

12-cyclohexyl-6,6,11,14-tetraoxo-2-oxa-6λ6-thia-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid methyl ester (367258-62-6) → 12-cyclohexyl-6,6,11,14-tetraoxo-2-oxa-6λ6-thia-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid (367258-63-7)

Guidance literature:

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

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 methyl ester (367258-60-4) → 12-cyclohexyl-6,6,11,14-tetraoxo-2-oxa-6λ6-thia-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid (367258-63-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 65 percent / m-CPBA / CH₂Cl₂ / 16 h / 20 °C

2: aq. LiOH / tetrahydrofuran; methanol / 4 h / 20 °C

With lithium hydroxide; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1021/jm050820s

Reference yield:

12-cyclohexyl-6,6,11,14-tetraoxo-2-oxa-6λ6-thia-10,13-diazatricyclo[14.3.1.17,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid (367258-63-7) + 3-amino-2-hydroxyhexanoic acid {[(dimethylcarbamoyl-(S)-phenylmethyl)carbamoyl]methyl}amide hydrochloride → (7R,9S,12S)-12-Cyclohexyl-6,6,11,14-tetraoxo-2-oxa-6λ6-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 (368871-17-4)

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

upstream raw materials:

12-cyclohexyl-6,6,11,14-tetraoxo-2-oxa-6λ⁶-thia-10,13-diazatricyclo[14.3.1.1^7,10]henicosa-1(19),16(20),17-triene-9-carboxylic acid methyl ester

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 methyl ester

Downstream raw materials:

(7R,9S,12S)-12-Cyclohexyl-6,6,11,14-tetraoxo-2-oxa-6λ⁶-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

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