[2-(7-benzyloxymethyl-1,5-dioxaspiro[5.5]undec-7-yl)ethyl]but-3-enylamine

Base Information

Chemical Name:[2-(7-benzyloxymethyl-1,5-dioxaspiro[5.5]undec-7-yl)ethyl]but-3-enylamine
CAS No.:848678-22-8
Molecular Formula:C₂₃H₃₅NO₃
Molecular Weight:373.536
Hs Code.:

Synonyms:[2-(7-benzyloxymethyl-1,5-dioxaspiro[5.5]undec-7-yl)ethyl]but-3-enylamine

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Chemical Property of [2-(7-benzyloxymethyl-1,5-dioxaspiro[5.5]undec-7-yl)ethyl]but-3-enylamine

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Technology Process of [2-(7-benzyloxymethyl-1,5-dioxaspiro[5.5]undec-7-yl)ethyl]but-3-enylamine

There total 5 articles about [2-(7-benzyloxymethyl-1,5-dioxaspiro[5.5]undec-7-yl)ethyl]but-3-enylamine 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: 88.0%

: 848678-43-3
(7-benzyloxymethyl-1,5-dioxaspiro[5.5]undec-7-yl)acetaldehyde

: 17875-18-2
but-3-en-1-amine hydrochloride

: 848678-22-8
[2-(7-benzyloxymethyl-1,5-dioxaspiro[5.5]undec-7-yl)ethyl]but-3-enylamine

Guidance literature:: With sodium cyanoborohydride; In methanol; at 25 ℃; for 22h;
DOI:10.1021/ol047330z

Reference yield:

: 848678-41-1
(7-allyl-1,5-dioxaspiro[5.5]undec-7-yl)methanol

: 848678-22-8
[2-(7-benzyloxymethyl-1,5-dioxaspiro[5.5]undec-7-yl)ethyl]but-3-enylamine

Guidance literature:: Multi-step reaction with 3 steps

1.1: 76 percent / NaH / dimethylformamide / 0 - 20 °C

2.1: O₃; NaHCO₃ / CH₂Cl₂; methanol / 0.06 h / -78 °C

2.2: 78 percent / Ph₃P / methanol / 1 h / 25 °C

3.1: 88 percent / NaCNBH₃ / methanol / 22 h / 25 °C

With sodium hydride; sodium cyanoborohydride; sodium hydrogencarbonate; ozone; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol047330z

Reference yield:

: 848678-40-0
7-allyl-1,5-dioxaspiro[5.5]undecane-7-carboxylic acid ethyl ester

: 848678-22-8
[2-(7-benzyloxymethyl-1,5-dioxaspiro[5.5]undec-7-yl)ethyl]but-3-enylamine

Guidance literature:: Multi-step reaction with 4 steps

1.1: 89 percent / LiAlH₄ / tetrahydrofuran / 16 h / 25 °C

2.1: 76 percent / NaH / dimethylformamide / 0 - 20 °C

3.1: O₃; NaHCO₃ / CH₂Cl₂; methanol / 0.06 h / -78 °C

3.2: 78 percent / Ph₃P / methanol / 1 h / 25 °C

4.1: 88 percent / NaCNBH₃ / methanol / 22 h / 25 °C

With lithium aluminium tetrahydride; sodium hydride; sodium cyanoborohydride; sodium hydrogencarbonate; ozone; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol047330z