tert-butyl 2-{3-[4-(methanesulfonyl)phenoxy]propyl}-7-azaspiro[3.5]nonane-7-carboxylate

Base Information

Chemical Name:tert-butyl 2-{3-[4-(methanesulfonyl)phenoxy]propyl}-7-azaspiro[3.5]nonane-7-carboxylate
CAS No.:1416173-72-2
Molecular Formula:C₂₃H₃₅NO₅S
Molecular Weight:437.601
Hs Code.:

Synonyms:tert-butyl 2-{3-[4-(methanesulfonyl)phenoxy]propyl}-7-azaspiro[3.5]nonane-7-carboxylate

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Chemical Property of tert-butyl 2-{3-[4-(methanesulfonyl)phenoxy]propyl}-7-azaspiro[3.5]nonane-7-carboxylate

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Technology Process of tert-butyl 2-{3-[4-(methanesulfonyl)phenoxy]propyl}-7-azaspiro[3.5]nonane-7-carboxylate

There total 6 articles about tert-butyl 2-{3-[4-(methanesulfonyl)phenoxy]propyl}-7-azaspiro[3.5]nonane-7-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: 85.0%

: 14763-60-1
4-methanesulfonyl-phenol

: tert-butyl 2-(3-hydroxypropyl)-7-azaspiro[3.5]nonane-7-carboxylate

: 1416173-72-2
tert-butyl 2-{3-[4-(methanesulfonyl)phenoxy]propyl}-7-azaspiro[3.5]nonane-7-carboxylate

Guidance literature:: With tributylphosphine; diamide; In tetrahydrofuran; at 60 ℃;
DOI:10.1016/j.bmc.2018.02.032

Reference yield:

: 203661-69-2
tert-butyl 2-oxo-7-azaspiro[3.5]nonane-7-carboxylate

: 1416173-72-2
tert-butyl 2-{3-[4-(methanesulfonyl)phenoxy]propyl}-7-azaspiro[3.5]nonane-7-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: potassium tert-butylate / toluene / 0.33 h / 20 °C / Inert atmosphere

1.2: 4 h / 70 °C / Inert atmosphere

2.1: trifluoroacetic acid / acetonitrile; water / 1 h / 20 °C

3.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 0.33 h / Cooling with ice

3.2: 3 h / 20 °C

4.1: hydrogen; 20% palladium hydroxide-activated charcoal / ethanol / 20 °C

5.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 1 h / 0 °C

6.1: diamide; tributylphosphine / tetrahydrofuran / 60 °C

With tributylphosphine; diamide; 20% palladium hydroxide-activated charcoal; potassium tert-butylate; hydrogen; sodium hydride; diisobutylaluminium hydride; trifluoroacetic acid; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil; 1.1: |Wittig Olefination / 1.2: |Wittig Olefination / 3.1: |Horner-Wadsworth-Emmons Olefination / 3.2: |Horner-Wadsworth-Emmons Olefination / 6.1: |Mitsunobu Displacement;
DOI:10.1016/j.bmc.2018.02.032

Reference yield:

: tert-butyl 2-(methoxymethylidene)-7-azaspiro[3.5]nonane-7-carboxylate

: 1416173-72-2
tert-butyl 2-{3-[4-(methanesulfonyl)phenoxy]propyl}-7-azaspiro[3.5]nonane-7-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: trifluoroacetic acid / acetonitrile; water / 1 h / 20 °C

2.1: sodium hydride / tetrahydrofuran; N,N-dimethyl-formamide; mineral oil / 0.33 h / Cooling with ice

2.2: 3 h / 20 °C

3.1: hydrogen; 20% palladium hydroxide-activated charcoal / ethanol / 20 °C

4.1: diisobutylaluminium hydride / tetrahydrofuran; toluene / 1 h / 0 °C

5.1: diamide; tributylphosphine / tetrahydrofuran / 60 °C

With tributylphosphine; diamide; 20% palladium hydroxide-activated charcoal; hydrogen; sodium hydride; diisobutylaluminium hydride; trifluoroacetic acid; In tetrahydrofuran; ethanol; water; N,N-dimethyl-formamide; toluene; acetonitrile; mineral oil; 2.1: |Horner-Wadsworth-Emmons Olefination / 2.2: |Horner-Wadsworth-Emmons Olefination / 5.1: |Mitsunobu Displacement;
DOI:10.1016/j.bmc.2018.02.032