tert-butyl (3R)-(3,5-difluorophenyl)-4-methoxycarbonylmethyl-5-oxo-12-oxa-1,4-diaza-dispiro[5.2.5.2]-hexadecane-1-carboxylate

Base Information

Chemical Name:tert-butyl (3R)-(3,5-difluorophenyl)-4-methoxycarbonylmethyl-5-oxo-12-oxa-1,4-diaza-dispiro[5.2.5.2]-hexadecane-1-carboxylate
CAS No.:1257387-98-6
Molecular Formula:C₂₇H₃₆F₂N₂O₆
Molecular Weight:522.589
Hs Code.:

Synonyms:tert-butyl (3R)-(3,5-difluorophenyl)-4-methoxycarbonylmethyl-5-oxo-12-oxa-1,4-diaza-dispiro[5.2.5.2]-hexadecane-1-carboxylate

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Chemical Property of tert-butyl (3R)-(3,5-difluorophenyl)-4-methoxycarbonylmethyl-5-oxo-12-oxa-1,4-diaza-dispiro[5.2.5.2]-hexadecane-1-carboxylate

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Technology Process of tert-butyl (3R)-(3,5-difluorophenyl)-4-methoxycarbonylmethyl-5-oxo-12-oxa-1,4-diaza-dispiro[5.2.5.2]-hexadecane-1-carboxylate

There total 5 articles about tert-butyl (3R)-(3,5-difluorophenyl)-4-methoxycarbonylmethyl-5-oxo-12-oxa-1,4-diaza-dispiro[5.2.5.2]-hexadecane-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: 89.0%

: 1257387-96-4
tert-butyl (3R)-(3,5-difluorophenyl)-5-oxo-12-oxa-1,4-diaza-dispiro[5.2.5.2]hexadecane-1-carboxylate

: 96-32-2
bromoacetic acid methyl ester

: 1257387-98-6
tert-butyl (3R)-(3,5-difluorophenyl)-4-methoxycarbonylmethyl-5-oxo-12-oxa-1,4-diaza-dispiro[5.2.5.2]-hexadecane-1-carboxylate

Guidance literature:: tert-butyl (3R)-(3,5-difluorophenyl)-5-oxo-12-oxa-1,4-diaza-dispiro[5.2.5.2]hexadecane-1-carboxylate; With sodium hydride; In N,N-dimethyl-formamide; at 0 ℃; for 0.333333h; Inert atmosphere;

bromoacetic acid methyl ester; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 5.5h;

Reference yield:

: 50675-18-8
3,4,5,6-tetrahydro-2H-pyran-4-carbaldehyde

: 1257387-98-6
tert-butyl (3R)-(3,5-difluorophenyl)-4-methoxycarbonylmethyl-5-oxo-12-oxa-1,4-diaza-dispiro[5.2.5.2]-hexadecane-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sulfuric acid / toluene / 6 h / Reflux

2.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 72 h / 50 °C / 2250.23 Torr / Inert atmosphere

3.1: N-benzyl-N,N,N-triethylammonium chloride; water; sodium hydroxide / dichloromethane / Cooling with acetone-dry ice

3.2: 0 - 20 °C

3.3: 0 °C / pH 1

4.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 60 °C

5.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 0 °C / Inert atmosphere

5.2: 5.5 h / 0 - 20 °C

With sulfuric acid; N-benzyl-N,N,N-triethylammonium chloride; water; hydrogen; sodium hydride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; palladium 10% on activated carbon; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile;

Reference yield:

: 1159280-52-0
9-oxaspiro[5.5]undec-4-en-3-one

: 1257387-98-6
tert-butyl (3R)-(3,5-difluorophenyl)-4-methoxycarbonylmethyl-5-oxo-12-oxa-1,4-diaza-dispiro[5.2.5.2]-hexadecane-1-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: hydrogen / palladium 10% on activated carbon / ethyl acetate / 72 h / 50 °C / 2250.23 Torr / Inert atmosphere

2.1: N-benzyl-N,N,N-triethylammonium chloride; water; sodium hydroxide / dichloromethane / Cooling with acetone-dry ice

2.2: 0 - 20 °C

2.3: 0 °C / pH 1

3.1: N-ethyl-N,N-diisopropylamine / acetonitrile / 60 °C

4.1: sodium hydride / N,N-dimethyl-formamide / 0.33 h / 0 °C / Inert atmosphere

4.2: 5.5 h / 0 - 20 °C

With N-benzyl-N,N,N-triethylammonium chloride; water; hydrogen; sodium hydride; N-ethyl-N,N-diisopropylamine; sodium hydroxide; palladium 10% on activated carbon; In dichloromethane; ethyl acetate; N,N-dimethyl-formamide; acetonitrile;