tert-butyl 1-{2-[4-(methanesulfonyl)phenoxy]ethyl}-6-azaspiro[2.5]octane-6-carboxylate

Base Information

Chemical Name:tert-butyl 1-{2-[4-(methanesulfonyl)phenoxy]ethyl}-6-azaspiro[2.5]octane-6-carboxylate
CAS No.:1416173-81-3
Molecular Formula:C₂₁H₃₁NO₅S
Molecular Weight:409.547
Hs Code.:

Synonyms:tert-butyl 1-{2-[4-(methanesulfonyl)phenoxy]ethyl}-6-azaspiro[2.5]octane-6-carboxylate

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Chemical Property of tert-butyl 1-{2-[4-(methanesulfonyl)phenoxy]ethyl}-6-azaspiro[2.5]octane-6-carboxylate

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Technology Process of tert-butyl 1-{2-[4-(methanesulfonyl)phenoxy]ethyl}-6-azaspiro[2.5]octane-6-carboxylate

There total 6 articles about tert-butyl 1-{2-[4-(methanesulfonyl)phenoxy]ethyl}-6-azaspiro[2.5]octane-6-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: 80.0%

: 14763-60-1
4-methanesulfonyl-phenol

: tert-butyl 1-(2-hydroxyethyl)-6-azaspiro[2.5]octane-6-carboxylate

: 1416173-81-3
tert-butyl 1-{2-[4-(methanesulfonyl)phenoxy]ethyl}-6-azaspiro[2.5]octane-6-carboxylate

Guidance literature:: With tributylphosphine; diamide; In tetrahydrofuran; at 60 ℃; for 2h;
DOI:10.1016/j.bmc.2018.02.032

Reference yield:

: 1242268-17-2
6-(tert-butyl) 1-ethyl 6-azaspiro[2.5]octane-1,6-dicarboxylate

: 1416173-81-3
tert-butyl 1-{2-[4-(methanesulfonyl)phenoxy]ethyl}-6-azaspiro[2.5]octane-6-carboxylate

Guidance literature:: Multi-step reaction with 6 steps

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

2.1: Dess-Martin periodane / chloroform / 2 h / 20 °C

3.1: potassium tert-butylate / toluene / 1 h / 20 °C

3.2: 2 h

4.1: trifluoroacetic acid / acetonitrile; water / 7 h / 20 °C

5.1: sodium tetrahydroborate; methanol / 1 h / 20 °C

6.1: diamide; tributylphosphine / tetrahydrofuran / 2 h / 60 °C

With methanol; sodium tetrahydroborate; tributylphosphine; diamide; potassium tert-butylate; diisobutylaluminium hydride; Dess-Martin periodane; trifluoroacetic acid; In tetrahydrofuran; chloroform; water; toluene; acetonitrile; 3.1: |Wittig Olefination / 3.2: |Wittig Olefination / 6.1: |Mitsunobu Displacement;
DOI:10.1016/j.bmc.2018.02.032

Reference yield:

: tert-butyl 1-(hydroxymethyl)-6-azaspiro[2.5]octane-6-carboxylate

: 1416173-81-3
tert-butyl 1-{2-[4-(methanesulfonyl)phenoxy]ethyl}-6-azaspiro[2.5]octane-6-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1.1: Dess-Martin periodane / chloroform / 2 h / 20 °C

2.1: potassium tert-butylate / toluene / 1 h / 20 °C

2.2: 2 h

3.1: trifluoroacetic acid / acetonitrile; water / 7 h / 20 °C

4.1: sodium tetrahydroborate; methanol / 1 h / 20 °C

5.1: diamide; tributylphosphine / tetrahydrofuran / 2 h / 60 °C

With methanol; sodium tetrahydroborate; tributylphosphine; diamide; potassium tert-butylate; Dess-Martin periodane; trifluoroacetic acid; In tetrahydrofuran; chloroform; water; toluene; acetonitrile; 2.1: |Wittig Olefination / 2.2: |Wittig Olefination / 5.1: |Mitsunobu Displacement;
DOI:10.1016/j.bmc.2018.02.032