tert-butyl 3-(4-(6-oxa-2-azaspiro[3.4]octan-2-ylmethyl)phenoxy)azetidine-1-carboxylate

Base Information

Chemical Name:tert-butyl 3-(4-(6-oxa-2-azaspiro[3.4]octan-2-ylmethyl)phenoxy)azetidine-1-carboxylate
CAS No.:1419590-46-7
Molecular Formula:C₂₁H₃₀N₂O₄
Molecular Weight:374.48
Hs Code.:

Synonyms:tert-butyl 3-(4-(6-oxa-2-azaspiro[3.4]octan-2-ylmethyl)phenoxy)azetidine-1-carboxylate

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Chemical Property of tert-butyl 3-(4-(6-oxa-2-azaspiro[3.4]octan-2-ylmethyl)phenoxy)azetidine-1-carboxylate

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Technology Process of tert-butyl 3-(4-(6-oxa-2-azaspiro[3.4]octan-2-ylmethyl)phenoxy)azetidine-1-carboxylate

There total 9 articles about tert-butyl 3-(4-(6-oxa-2-azaspiro[3.4]octan-2-ylmethyl)phenoxy)azetidine-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: 72.0%

: 696588-36-0
tert-butyl 3-(4-formylphenoxy)azetidine-1-carboxylate

: 6-oxa-2-azaspiro[3.4]octane bis(trifluoroacetate)

: 1419590-46-7
tert-butyl 3-(4-(6-oxa-2-azaspiro[3.4]octan-2-ylmethyl)phenoxy)azetidine-1-carboxylate

Guidance literature:: With sodium tris(acetoxy)borohydride; N-ethyl-N,N-diisopropylamine; In ethyl acetate; at 17 - 20 ℃; for 44h; Inert atmosphere;
DOI:10.1021/acs.oprd.5b00319

Reference yield:

: 696588-36-0
tert-butyl 3-(4-formylphenoxy)azetidine-1-carboxylate

: 6-oxa-2-azaspiro[3.4]octane hydrotrifluoroacetate

: 1419590-46-7
tert-butyl 3-(4-(6-oxa-2-azaspiro[3.4]octan-2-ylmethyl)phenoxy)azetidine-1-carboxylate

Guidance literature:: With sodium tris(acetoxy)borohydride; N-ethyl-N,N-diisopropylamine; In ethyl acetate; at 17 - 27 ℃; for 44h;

Reference yield:

: 1419590-27-4
2-benzyl-6-oxa-2-azaspiro[3.4]octan-1-one

: 1419590-46-7
tert-butyl 3-(4-(6-oxa-2-azaspiro[3.4]octan-2-ylmethyl)phenoxy)azetidine-1-carboxylate

Guidance literature:: Multi-step reaction with 5 steps

1: lithium aluminium tetrahydride; aluminum (III) chloride / tetrahydrofuran / 2.5 h / 1 - 10 °C

2: palladium on activated charcoal; ammonium formate / ethanol; water / 4.5 h / 50 °C / Inert atmosphere

3: triethylamine / ethanol / 2.33 h / 20 °C

4: 2 h / 18 - 25 °C

5: sodium tris(acetoxy)borohydride; N-ethyl-N,N-diisopropylamine / ethyl acetate / 44 h / 17 - 27 °C

With aluminum (III) chloride; lithium aluminium tetrahydride; palladium on activated charcoal; ammonium formate; sodium tris(acetoxy)borohydride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; ethanol; water; ethyl acetate;