2-(trans-4-(2,2,12,12-tetramethyl-4,10-dioxo-3,11-dioxa-5,9-diazatridecan-6-yl)cyclohexyl)ethyl acetate

Base Information

• Chemical Name: 2-(trans-4-(2,2,12,12-tetramethyl-4,10-dioxo-3,11-dioxa-5,9-diazatridecan-6-yl)cyclohexyl)ethyl acetate
• CAS No.: 1613270-28-2
• Molecular Formula: C₂₃H₄₂N₂O₆
• Molecular Weight: 442.596

Synonyms:2-(trans-4-(2,2,12,12-tetramethyl-4,10-dioxo-3,11-dioxa-5,9-diazatridecan-6-yl)cyclohexyl)ethyl acetate

Chemical Property of 2-(trans-4-(2,2,12,12-tetramethyl-4,10-dioxo-3,11-dioxa-5,9-diazatridecan-6-yl)cyclohexyl)ethyl acetate

Chemical Property:

Purity/Quality:

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Technology Process of 2-(trans-4-(2,2,12,12-tetramethyl-4,10-dioxo-3,11-dioxa-5,9-diazatridecan-6-yl)cyclohexyl)ethyl acetate

There total 19 articles about 2-(trans-4-(2,2,12,12-tetramethyl-4,10-dioxo-3,11-dioxa-5,9-diazatridecan-6-yl)cyclohexyl)ethyl acetate 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:

cyclohexanedione monoethylene ketal (4746-97-8) → 2-(trans-4-(2,2,12,12-tetramethyl-4,10-dioxo-3,11-dioxa-5,9-diazatridecan-6-yl)cyclohexyl)ethyl acetate (1613270-28-2)

Guidance literature:

Multi-step reaction with 20 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 0.5 h / 0 °C

1.2: 3.17 h / 0 °C

2.1: palladium 10% on activated carbon; hydrogen / methanol / 3 h / 1810.07 Torr

3.1: lithium aluminium tetrahydride / tetrahydrofuran; diethyl ether / 0.58 h / 0 °C / Inert atmosphere

4.1: sodium hydride / tetrahydrofuran; mineral oil / 1.17 h / 0 - 20 °C

4.2: 20 °C

5.1: hydrogenchloride / water; acetonitrile / 2 h / 20 °C

6.1: potassium tert-butylate / tetrahydrofuran / 2.5 h / -78 - 20 °C / Inert atmosphere

6.2: -40 - 20 °C

7.1: diborane-dimethylsulfide complex / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

7.2: 2.5 h / 0 - 20 °C

8.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.25 h / -78 °C / Inert atmosphere

8.2: 0.58 h / -78 - 20 °C

9.1: titanium(IV) tetraethanolate / tetrahydrofuran / 20 h / 20 °C / Inert atmosphere

10.1: tetrahydrofuran; dichloromethane / 1 h / 0 °C / Inert atmosphere

11.1: hydrogenchloride / methanol; 1,4-dioxane / 0.5 h / 20 °C

12.1: triethylamine / dichloromethane / 4 h / 0 - 20 °C

13.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / 1,4-dioxane; water / 18 h / 20 °C

13.2: 4 h / 20 °C

14.1: palladium 10% on activated carbon; hydrogen / methanol / 20 °C

15.1: triethylamine; dmap / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

16.1: sodium tetrahydroborate; ethanol / 0.33 h / -10 - 0 °C

17.1: triethylamine / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

18.1: sodium azide / N,N-dimethyl-formamide / 80 °C

19.1: palladium 10% on activated carbon; hydrogen / methanol / 18 h / 20 °C

20.1: triethylamine / dichloromethane / 0 - 20 °C

With hydrogenchloride; dmap; titanium(IV) tetraethanolate; sodium tetrahydroborate; osmium(VIII) oxide; lithium aluminium tetrahydride; sodium azide; oxalyl dichloride; ethanol; diborane-dimethylsulfide complex; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; sodium hydride; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; mineral oil; 6.1: |Wittig Olefination / 6.2: |Wittig Olefination / 8.1: |Swern Oxidation / 8.2: |Swern Oxidation;

Reference yield:

ethyl 1,4-dioxaspiro[4,5]dec-8-ylideneacetate (51656-91-8) → 2-(trans-4-(2,2,12,12-tetramethyl-4,10-dioxo-3,11-dioxa-5,9-diazatridecan-6-yl)cyclohexyl)ethyl acetate (1613270-28-2)

Guidance literature:

Multi-step reaction with 19 steps

1.1: palladium 10% on activated carbon; hydrogen / methanol / 3 h / 1810.07 Torr

2.1: lithium aluminium tetrahydride / tetrahydrofuran; diethyl ether / 0.58 h / 0 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran; mineral oil / 1.17 h / 0 - 20 °C

3.2: 20 °C

4.1: hydrogenchloride / water; acetonitrile / 2 h / 20 °C

5.1: potassium tert-butylate / tetrahydrofuran / 2.5 h / -78 - 20 °C / Inert atmosphere

5.2: -40 - 20 °C

6.1: diborane-dimethylsulfide complex / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

6.2: 2.5 h / 0 - 20 °C

7.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.25 h / -78 °C / Inert atmosphere

7.2: 0.58 h / -78 - 20 °C

8.1: titanium(IV) tetraethanolate / tetrahydrofuran / 20 h / 20 °C / Inert atmosphere

9.1: tetrahydrofuran; dichloromethane / 1 h / 0 °C / Inert atmosphere

10.1: hydrogenchloride / methanol; 1,4-dioxane / 0.5 h / 20 °C

11.1: triethylamine / dichloromethane / 4 h / 0 - 20 °C

12.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / 1,4-dioxane; water / 18 h / 20 °C

12.2: 4 h / 20 °C

13.1: palladium 10% on activated carbon; hydrogen / methanol / 20 °C

14.1: triethylamine; dmap / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

15.1: sodium tetrahydroborate; ethanol / 0.33 h / -10 - 0 °C

16.1: triethylamine / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

17.1: sodium azide / N,N-dimethyl-formamide / 80 °C

18.1: palladium 10% on activated carbon; hydrogen / methanol / 18 h / 20 °C

19.1: triethylamine / dichloromethane / 0 - 20 °C

With hydrogenchloride; dmap; titanium(IV) tetraethanolate; sodium tetrahydroborate; osmium(VIII) oxide; lithium aluminium tetrahydride; sodium azide; oxalyl dichloride; ethanol; diborane-dimethylsulfide complex; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; sodium hydride; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; mineral oil; 5.1: |Wittig Olefination / 5.2: |Wittig Olefination / 7.1: |Swern Oxidation / 7.2: |Swern Oxidation;

Reference yield:

2-(1,4-dioxaspiro[4.5]decan-8-yl)ethanol (135761-76-1) → 2-(trans-4-(2,2,12,12-tetramethyl-4,10-dioxo-3,11-dioxa-5,9-diazatridecan-6-yl)cyclohexyl)ethyl acetate (1613270-28-2)

Guidance literature:

Multi-step reaction with 17 steps

1.1: sodium hydride / tetrahydrofuran; mineral oil / 1.17 h / 0 - 20 °C

1.2: 20 °C

2.1: hydrogenchloride / water; acetonitrile / 2 h / 20 °C

3.1: potassium tert-butylate / tetrahydrofuran / 2.5 h / -78 - 20 °C / Inert atmosphere

3.2: -40 - 20 °C

4.1: diborane-dimethylsulfide complex / tetrahydrofuran / 4 h / 0 - 20 °C / Inert atmosphere

4.2: 2.5 h / 0 - 20 °C

5.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.25 h / -78 °C / Inert atmosphere

5.2: 0.58 h / -78 - 20 °C

6.1: titanium(IV) tetraethanolate / tetrahydrofuran / 20 h / 20 °C / Inert atmosphere

7.1: tetrahydrofuran; dichloromethane / 1 h / 0 °C / Inert atmosphere

8.1: hydrogenchloride / methanol; 1,4-dioxane / 0.5 h / 20 °C

9.1: triethylamine / dichloromethane / 4 h / 0 - 20 °C

10.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / 1,4-dioxane; water / 18 h / 20 °C

10.2: 4 h / 20 °C

11.1: palladium 10% on activated carbon; hydrogen / methanol / 20 °C

12.1: triethylamine; dmap / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

13.1: sodium tetrahydroborate; ethanol / 0.33 h / -10 - 0 °C

14.1: triethylamine / dichloromethane / 3 h / 0 - 20 °C / Inert atmosphere

15.1: sodium azide / N,N-dimethyl-formamide / 80 °C

16.1: palladium 10% on activated carbon; hydrogen / methanol / 18 h / 20 °C

17.1: triethylamine / dichloromethane / 0 - 20 °C

With hydrogenchloride; dmap; titanium(IV) tetraethanolate; sodium tetrahydroborate; osmium(VIII) oxide; sodium azide; oxalyl dichloride; ethanol; diborane-dimethylsulfide complex; palladium 10% on activated carbon; potassium tert-butylate; hydrogen; sodium hydride; dimethyl sulfoxide; 4-methylmorpholine N-oxide; triethylamine; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetonitrile; mineral oil; 3.1: |Wittig Olefination / 3.2: |Wittig Olefination / 5.1: |Swern Oxidation / 5.2: |Swern Oxidation;

upstream raw materials:

cyclohexanedione monoethylene ketal

ethyl 1,4-dioxaspiro[4.5]dec-8-ylacetate

ethyl 1,4-dioxaspiro[4,5]dec-8-ylideneacetate

2-(1,4-dioxaspiro[4.5]decan-8-yl)ethanol

Downstream raw materials:

di-tert-butyl (1-(4-(2-hydroxyethyl)cyclohexyl)propane-1,3-diyl)dicarbamate

2-(trans-4-(2,2,12,12-tetramethyl-4,10-dioxo-3,11-dioxa-5,9-diazatridecan-6-yl)cyclohexyl)acetic acid

C₄₅H₇₂BN₃O₁₀

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