tert-butyl (3-(1-(2,2-dimethyl-4H-benzo[d][1,3]dioxine-7-carbonyl)piperidin-4-yl)benzyl)carbamate

Base Information

Chemical Name:tert-butyl (3-(1-(2,2-dimethyl-4H-benzo[d][1,3]dioxine-7-carbonyl)piperidin-4-yl)benzyl)carbamate
CAS No.:1431546-39-2
Molecular Formula:C₂₈H₃₆N₂O₅
Molecular Weight:480.604
Hs Code.:

Synonyms:tert-butyl (3-(1-(2,2-dimethyl-4H-benzo[d][1,3]dioxine-7-carbonyl)piperidin-4-yl)benzyl)carbamate

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Chemical Property of tert-butyl (3-(1-(2,2-dimethyl-4H-benzo[d][1,3]dioxine-7-carbonyl)piperidin-4-yl)benzyl)carbamate

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Technology Process of tert-butyl (3-(1-(2,2-dimethyl-4H-benzo[d][1,3]dioxine-7-carbonyl)piperidin-4-yl)benzyl)carbamate

There total 7 articles about tert-butyl (3-(1-(2,2-dimethyl-4H-benzo[d][1,3]dioxine-7-carbonyl)piperidin-4-yl)benzyl)carbamate 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: 89.0%

: 121925-12-0
2,2-dimethyl-2H,4H-1,3-benzodioxine-7-carboxylic acid

: 725228-49-9
tert-butyl 3-(piperidin-4-yl)benzylcarbamate

: 1431546-39-2
tert-butyl (3-(1-(2,2-dimethyl-4H-benzo[d][1,3]dioxine-7-carbonyl)piperidin-4-yl)benzyl)carbamate

Guidance literature:: 2,2-dimethyl-2H,4H-1,3-benzodioxine-7-carboxylic acid; With dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In dichloromethane; at 0 ℃; for 0.25h;

tert-butyl 3-(piperidin-4-yl)benzylcarbamate; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1021/acs.jmedchem.9b01689

Reference yield:

: 286961-24-8
benzyl 1,2,3,6-tetrahydro-4-(trifluoromethylsulphonyloxy)-pyridine-1-carboxylate

: 1431546-39-2
tert-butyl (3-(1-(2,2-dimethyl-4H-benzo[d][1,3]dioxine-7-carbonyl)piperidin-4-yl)benzyl)carbamate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / acetonitrile; water / 1 h / 90 °C

2.1: nickel(II) chloride hexahydrate; sodium tetrahydroborate / methanol / 0 °C

3.1: palladium 10% on activated carbon; hydrogen / methanol / 1 h

4.1: dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / dichloromethane / 0.25 h / 0 °C

4.2: 4 h / 20 °C

With dmap; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; nickel(II) chloride hexahydrate; palladium 10% on activated carbon; hydrogen; sodium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In methanol; dichloromethane; water; acetonitrile;
DOI:10.1021/acs.jmedchem.9b01689

Reference yield:

: 19099-93-5
benzyl 4-oxo-1-piperidinecarboxylate

: 1431546-39-2
tert-butyl (3-(1-(2,2-dimethyl-4H-benzo[d][1,3]dioxine-7-carbonyl)piperidin-4-yl)benzyl)carbamate

Guidance literature:: Multi-step reaction with 5 steps

1.1: lithium diisopropyl amide / tetrahydrofuran; hexane / 1 h / -78 °C

1.2: -78 - 20 °C

2.1: sodium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾ / acetonitrile; water / 1 h / 90 °C

3.1: nickel(II) chloride hexahydrate; sodium tetrahydroborate / methanol / 0 °C

4.1: palladium 10% on activated carbon; hydrogen / methanol / 1 h

5.1: dmap; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / dichloromethane / 0.25 h / 0 °C

5.2: 4 h / 20 °C

With dmap; sodium tetrahydroborate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; nickel(II) chloride hexahydrate; palladium 10% on activated carbon; hydrogen; sodium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; dichloromethane; water; acetonitrile;
DOI:10.1021/acs.jmedchem.9b01689