tert-butyl 3-(1-(3-(3-((tert-butyldimethylsilyl)oxy)-2-oxopropoxy)benzoyl)piperidin-4-yl)benzylcarbamate

Base Information

Chemical Name:tert-butyl 3-(1-(3-(3-((tert-butyldimethylsilyl)oxy)-2-oxopropoxy)benzoyl)piperidin-4-yl)benzylcarbamate
CAS No.:1290056-64-2
Molecular Formula:C₃₃H₄₈N₂O₆Si
Molecular Weight:596.839
Hs Code.:

Synonyms:tert-butyl 3-(1-(3-(3-((tert-butyldimethylsilyl)oxy)-2-oxopropoxy)benzoyl)piperidin-4-yl)benzylcarbamate

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Chemical Property of tert-butyl 3-(1-(3-(3-((tert-butyldimethylsilyl)oxy)-2-oxopropoxy)benzoyl)piperidin-4-yl)benzylcarbamate

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Technology Process of tert-butyl 3-(1-(3-(3-((tert-butyldimethylsilyl)oxy)-2-oxopropoxy)benzoyl)piperidin-4-yl)benzylcarbamate

There total 14 articles about tert-butyl 3-(1-(3-(3-((tert-butyldimethylsilyl)oxy)-2-oxopropoxy)benzoyl)piperidin-4-yl)benzylcarbamate 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: 63.0%

: 1290056-63-1
tert-butyl 3-(1-(3-(3-((tert-butyldimethylsilyl)oxy)-2-hydroxypropoxy)benzoyl)piperidin-4-yl)benzylcarbamate

: 1290056-64-2
tert-butyl 3-(1-(3-(3-((tert-butyldimethylsilyl)oxy)-2-oxopropoxy)benzoyl)piperidin-4-yl)benzylcarbamate

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃;

Reference yield:

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

: 1290056-64-2
tert-butyl 3-(1-(3-(3-((tert-butyldimethylsilyl)oxy)-2-oxopropoxy)benzoyl)piperidin-4-yl)benzylcarbamate

Guidance literature:: Multi-step reaction with 8 steps

1.1: lithium diisopropyl amide / hexane; tetrahydrofuran / 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: sodium tetrahydroborate / nickel(II) chloride hexahydrate / methanol / 0 - 20 °C / Cooling with ice

4.1: hydrogen / palladium-on-charcoal / methanol / 1 h

5.1: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 20 °C

6.1: water; 4-methylmorpholine N-oxide / osmium(VIII) oxide / water; acetone / 0.25 h / 20 °C

7.1: 2,6-dimethylpyridine / dichloromethane / 1 h / -78 °C

8.1: Dess-Martin periodane / dichloromethane / 20 °C

With 2,6-dimethylpyridine; sodium tetrahydroborate; water; hydrogen; sodium carbonate; benzotriazol-1-ol; Dess-Martin periodane; 4-methylmorpholine N-oxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; osmium(VIII) oxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; nickel(II) chloride hexahydrate; palladium-on-charcoal; In tetrahydrofuran; methanol; hexane; dichloromethane; water; acetone; acetonitrile;

Reference yield:

: 19438-10-9
methyl 3-hydroxybenzoate

: 1290056-64-2
tert-butyl 3-(1-(3-(3-((tert-butyldimethylsilyl)oxy)-2-oxopropoxy)benzoyl)piperidin-4-yl)benzylcarbamate

Guidance literature:: Multi-step reaction with 6 steps

1: potassium carbonate / acetone / 4.25 h / 0 °C / Reflux

2: water; lithium hydroxide monohydrate / tetrahydrofuran / 2 h / Reflux

3: N-ethyl-N,N-diisopropylamine; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; benzotriazol-1-ol / dichloromethane / 20 °C

4: water; 4-methylmorpholine N-oxide / osmium(VIII) oxide / water; acetone / 0.25 h / 20 °C

5: 2,6-dimethylpyridine / dichloromethane / 1 h / -78 °C

6: Dess-Martin periodane / dichloromethane / 20 °C

With 2,6-dimethylpyridine; lithium hydroxide monohydrate; water; potassium carbonate; benzotriazol-1-ol; Dess-Martin periodane; 4-methylmorpholine N-oxide; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; osmium(VIII) oxide; In tetrahydrofuran; dichloromethane; water; acetone;