N-(3,4-dimethoxybenzyl)-1(S)-((S)-1,4-dioxaspiro[4,5]decan-2-yl)but-3-en-1-amine

Base Information

• Chemical Name: N-(3,4-dimethoxybenzyl)-1(S)-((S)-1,4-dioxaspiro[4,5]decan-2-yl)but-3-en-1-amine
• CAS No.: 1333213-05-0
• Molecular Formula: C₂₁H₃₁NO₄
• Molecular Weight: 361.481

Synonyms:N-(3,4-dimethoxybenzyl)-1(S)-((S)-1,4-dioxaspiro[4,5]decan-2-yl)but-3-en-1-amine

Chemical Property of N-(3,4-dimethoxybenzyl)-1(S)-((S)-1,4-dioxaspiro[4,5]decan-2-yl)but-3-en-1-amine

Chemical Property:

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Technology Process of N-(3,4-dimethoxybenzyl)-1(S)-((S)-1,4-dioxaspiro[4,5]decan-2-yl)but-3-en-1-amine

There total 3 articles about N-(3,4-dimethoxybenzyl)-1(S)-((S)-1,4-dioxaspiro[4,5]decan-2-yl)but-3-en-1-amine 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:

C18H25NO4 (1333213-03-8) + allyl bromide (106-95-6) → N-(3,4-dimethoxybenzyl)-1(S)-((S)-1,4-dioxaspiro[4,5]decan-2-yl)but-3-en-1-amine (1333213-05-0) + N-(3,4-dimethoxybenzyl)-1(R)-((S)-1,4-dioxaspiro[4,5]decan-2-yl)but-3-en-1-amine (1333213-04-9)

Guidance literature:

allyl bromide; With zinc; In tetrahydrofuran; Sonication;

C₁₈H₂₅NO₄; In tetrahydrofuran; at 0 - 20 ℃; optical yield given as %de; diastereoselective reaction; Inert atmosphere;

DOI:10.1021/ol2019967

Reference yield:

(R)-2,3-cyclohexylideneglyceraldehyde (78008-36-3) → N-(3,4-dimethoxybenzyl)-1(S)-((S)-1,4-dioxaspiro[4,5]decan-2-yl)but-3-en-1-amine (1333213-05-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: magnesium sulfate / tetrahydrofuran / 0.17 h / 5 °C / Inert atmosphere

1.2: 5 - 20 °C / Inert atmosphere

2.1: diethyl ether / 12.5 h / -30 °C / Inert atmosphere

With magnesium sulfate; In tetrahydrofuran; diethyl ether;

DOI:10.1021/ol2019967

Reference yield:

3,4-dimethoxybenzylamine (5763-61-1) → N-(3,4-dimethoxybenzyl)-1(S)-((S)-1,4-dioxaspiro[4,5]decan-2-yl)but-3-en-1-amine (1333213-05-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: magnesium sulfate / tetrahydrofuran / 0.17 h / 5 °C / Inert atmosphere

1.2: 5 - 20 °C / Inert atmosphere

2.1: diethyl ether / 12.5 h / -30 °C / Inert atmosphere

With magnesium sulfate; In tetrahydrofuran; diethyl ether;

DOI:10.1021/ol2019967

upstream raw materials:

C₁₈H₂₅NO₄

allyl bromide

(R)-2,3-cyclohexylideneglyceraldehyde

3,4-dimethoxybenzylamine

Downstream raw materials:

(Z)-N-(3,4-dimethoxybenzylidine)-1(S)-((S)-1,4-dioxaspiro[4,5]decane-2-yl)but-3-en-1-amine oxide

(2R,4R,6S)-2-(3,4-dimethoxyphenyl)-6-((S)-1,4-dioxaspiro[4,5]decane-2-yl)-7-oxa-1-azabicyclo[2.2.1]heptane

(S)-1-((2S,4R, 6R)-6-(3,4-dimethoxyphenyl)-7-oxa-1-aza-bicyclo[2.2.1]heptan-2-yl)ethane-1,2-diol

((2S,4R,6R)-6-(3,4-dimethoxyphenyl)-7-oxa-1-azabicyclo[2.2.1]heptan-2-yl)methanol

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