tert-butyl 4-hydroxy-6-(4-(methoxycarbonyl)phenyl)spiro[chromane-2,4'-piperidine]-1'-carboxylate

Base Information

Chemical Name:tert-butyl 4-hydroxy-6-(4-(methoxycarbonyl)phenyl)spiro[chromane-2,4'-piperidine]-1'-carboxylate
CAS No.:1632171-07-3
Molecular Formula:C₂₆H₃₁NO₆
Molecular Weight:453.535
Hs Code.:

Synonyms:tert-butyl 4-hydroxy-6-(4-(methoxycarbonyl)phenyl)spiro[chromane-2,4'-piperidine]-1'-carboxylate

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Chemical Property of tert-butyl 4-hydroxy-6-(4-(methoxycarbonyl)phenyl)spiro[chromane-2,4'-piperidine]-1'-carboxylate

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Technology Process of tert-butyl 4-hydroxy-6-(4-(methoxycarbonyl)phenyl)spiro[chromane-2,4'-piperidine]-1'-carboxylate

There total 5 articles about tert-butyl 4-hydroxy-6-(4-(methoxycarbonyl)phenyl)spiro[chromane-2,4'-piperidine]-1'-carboxylate 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: 93.0%

: 1632171-06-2
tert-butyl 6-(4-(methoxycarbonyl)phenyl)-4-oxospiro[chromane-2,4'-piperidine]-1'-carboxylate

: 1632171-07-3
tert-butyl 4-hydroxy-6-(4-(methoxycarbonyl)phenyl)spiro[chromane-2,4'-piperidine]-1'-carboxylate

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; methanol; at 0 - 20 ℃; for 1h; Inert atmosphere;
DOI:10.3987/COM-14-13012

Reference yield:

: 75175-09-6
4-methylcarbonyloxybiphenyl-4'-carboxylic acid

: 1632171-07-3
tert-butyl 4-hydroxy-6-(4-(methoxycarbonyl)phenyl)spiro[chromane-2,4'-piperidine]-1'-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: aluminum (III) chloride

2.1: potassium carbonate / N,N-dimethyl-formamide / 25 °C / Inert atmosphere

3.1: aluminum (III) chloride / 1,2-dichloro-ethane / 10 h / 0 °C / Inert atmosphere

3.2: 1 h / 70 °C / Inert atmosphere

4.1: pyrrolidine / methanol / 12 h / Inert atmosphere; Reflux

5.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 1 h / 0 - 20 °C / Inert atmosphere

With pyrrolidine; aluminum (III) chloride; sodium tetrahydroborate; potassium carbonate; In tetrahydrofuran; methanol; 1,2-dichloro-ethane; N,N-dimethyl-formamide; 1.1: |Fries Phenol Ester Rearrangement / 3.1: |Friedel-Crafts Acylation / 3.2: |Friedel-Crafts Acylation;
DOI:10.3987/COM-14-13012

Reference yield:

: 729-17-9
methyl 4-(4'-methoxyphenyl)benzoate

: 1632171-07-3
tert-butyl 4-hydroxy-6-(4-(methoxycarbonyl)phenyl)spiro[chromane-2,4'-piperidine]-1'-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: aluminum (III) chloride / 1,2-dichloro-ethane / 10 h / 0 °C / Inert atmosphere

1.2: 1 h / 70 °C / Inert atmosphere

2.1: pyrrolidine / methanol / 12 h / Inert atmosphere; Reflux

3.1: sodium tetrahydroborate / tetrahydrofuran; methanol / 1 h / 0 - 20 °C / Inert atmosphere

With pyrrolidine; aluminum (III) chloride; sodium tetrahydroborate; In tetrahydrofuran; methanol; 1,2-dichloro-ethane; 1.1: |Friedel-Crafts Acylation / 1.2: |Friedel-Crafts Acylation;
DOI:10.3987/COM-14-13012