30-cyclohexyl-12.21-dimethyl-4-oxa-20-thia-1.12.19.21.24-pentaazapentacyclo[22.2.2.1(11,14).1(13,17).0(5,10)]triaconta-5.7.9.11⁽³⁰⁾.13⁽²⁹⁾.14.16-heptaene-2.18-dione 20.20-dioxide

Base Information

• Chemical Name: 30-cyclohexyl-12.21-dimethyl-4-oxa-20-thia-1.12.19.21.24-pentaazapentacyclo[22.2.2.1(11,14).1(13,17).0(5,10)]triaconta-5.7.9.11⁽³⁰⁾.13⁽²⁹⁾.14.16-heptaene-2.18-dione 20.20-dioxide
• CAS No.: 1208129-82-1
• Molecular Formula: C₃₁H₃₉N₅O₅S
• Molecular Weight: 593.747

Synonyms:

Chemical Property of 30-cyclohexyl-12.21-dimethyl-4-oxa-20-thia-1.12.19.21.24-pentaazapentacyclo[22.2.2.1(11,14).1(13,17).0(5,10)]triaconta-5.7.9.11⁽³⁰⁾.13⁽²⁹⁾.14.16-heptaene-2.18-dione 20.20-dioxide

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Technology Process of 30-cyclohexyl-12.21-dimethyl-4-oxa-20-thia-1.12.19.21.24-pentaazapentacyclo[22.2.2.1(11,14).1(13,17).0(5,10)]triaconta-5.7.9.11⁽³⁰⁾.13⁽²⁹⁾.14.16-heptaene-2.18-dione 20.20-dioxide

There total 10 articles about 30-cyclohexyl-12.21-dimethyl-4-oxa-20-thia-1.12.19.21.24-pentaazapentacyclo[22.2.2.1(11,14).1(13,17).0(5,10)]triaconta-5.7.9.11⁽³⁰⁾.13⁽²⁹⁾.14.16-heptaene-2.18-dione 20.20-dioxide 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:

1H-indole-6-carboxylic acid, 2-bromo-3-cyclohexyl-, 1,1-dimethylethyl ester (879498-90-5) → 30-cyclohexyl-12.21-dimethyl-4-oxa-20-thia-1.12.19.21.24-pentaazapentacyclo[22.2.2.1(11,14).1(13,17).0(5,10)]triaconta-5.7.9.11(30).13(29).14.16-heptaene-2.18-dione 20.20-dioxide (1208129-82-1)

Guidance literature:

Multi-step reaction with 10 steps

1: sodium hydride / tetrahydrofuran / 20 °C

2: tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate / 1,2-dimethoxyethane; water / 12 h / 100 °C

3: potassium carbonate / acetonitrile / 20 °C

4: water; lithium hydroxide / tetrahydrofuran; methanol

5: N-ethyl-N,N-diisopropylamine; HATU / tetrahydrofuran

6: caesium carbonate; thiophenol / N,N-dimethyl-formamide / 20 °C

7: sulfonamide / 1,4-dioxane / 0.75 h / 100 °C

8: trifluoroacetic acid / dichloromethane / 20 °C

9: acetonitrile

10: 1,8-diazabicyclo[5.4.0]undec-7-ene

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; sulfonamide; water; sodium hydride; potassium carbonate; caesium carbonate; thiophenol; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; 1,2-dimethoxyethane; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; 2: Suzuki-Miyaura reaction;

DOI:10.1016/j.bmcl.2012.03.097

Reference yield:

tert-butyl 3-cyclohexyl-2-(2-hydroxyphenyl)-1-methyl-1H-indole-6-carboxylate (1208130-15-7) → 30-cyclohexyl-12.21-dimethyl-4-oxa-20-thia-1.12.19.21.24-pentaazapentacyclo[22.2.2.1(11,14).1(13,17).0(5,10)]triaconta-5.7.9.11(30).13(29).14.16-heptaene-2.18-dione 20.20-dioxide (1208129-82-1)

Guidance literature:

Multi-step reaction with 8 steps

1: potassium carbonate / acetonitrile / 20 °C

2: water; lithium hydroxide / tetrahydrofuran; methanol

3: N-ethyl-N,N-diisopropylamine; HATU / tetrahydrofuran

4: caesium carbonate; thiophenol / N,N-dimethyl-formamide / 20 °C

5: sulfonamide / 1,4-dioxane / 0.75 h / 100 °C

6: trifluoroacetic acid / dichloromethane / 20 °C

7: acetonitrile

8: 1,8-diazabicyclo[5.4.0]undec-7-ene

With sulfonamide; water; potassium carbonate; caesium carbonate; thiophenol; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.bmcl.2012.03.097

Reference yield:

tert-butyl 3-cyclohexyl-2-[2-(2-methoxy-2-oxoethoxy)phenyl]-1-methyl-1H-indole-6-carboxylate (1208130-16-8) → 30-cyclohexyl-12.21-dimethyl-4-oxa-20-thia-1.12.19.21.24-pentaazapentacyclo[22.2.2.1(11,14).1(13,17).0(5,10)]triaconta-5.7.9.11(30).13(29).14.16-heptaene-2.18-dione 20.20-dioxide (1208129-82-1)

Guidance literature:

Multi-step reaction with 7 steps

1: water; lithium hydroxide / tetrahydrofuran; methanol

2: N-ethyl-N,N-diisopropylamine; HATU / tetrahydrofuran

3: caesium carbonate; thiophenol / N,N-dimethyl-formamide / 20 °C

4: sulfonamide / 1,4-dioxane / 0.75 h / 100 °C

5: trifluoroacetic acid / dichloromethane / 20 °C

6: acetonitrile

7: 1,8-diazabicyclo[5.4.0]undec-7-ene

With sulfonamide; water; caesium carbonate; thiophenol; 1,8-diazabicyclo[5.4.0]undec-7-ene; N-ethyl-N,N-diisopropylamine; HATU; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1016/j.bmcl.2012.03.097

upstream raw materials:

methyl 2-bromo-3-cyclohexyl-1H-indole-6-carboxylate

1H-indole-6-carboxylic acid, 2-bromo-3-cyclohexyl-, 1,1-dimethylethyl ester

tert-butyl 3-cyclohexyl-2-(2-hydroxyphenyl)-1-methyl-1H-indole-6-carboxylate

tert-butyl 3-cyclohexyl-2-[2-(2-methoxy-2-oxoethoxy)phenyl]-1-methyl-1H-indole-6-carboxylate

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