allyl (2R,3S)-2-((4-bromobenzylamino)methyl)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-3-ylcarbamate

Base Information

Chemical Name:allyl (2R,3S)-2-((4-bromobenzylamino)methyl)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-3-ylcarbamate
CAS No.:1592908-64-9
Molecular Formula:C₂₄H₂₉BrN₂O₆
Molecular Weight:521.408
Hs Code.:

Synonyms:allyl (2R,3S)-2-((4-bromobenzylamino)methyl)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-3-ylcarbamate

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Chemical Property of allyl (2R,3S)-2-((4-bromobenzylamino)methyl)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-3-ylcarbamate

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Technology Process of allyl (2R,3S)-2-((4-bromobenzylamino)methyl)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-3-ylcarbamate

There total 5 articles about allyl (2R,3S)-2-((4-bromobenzylamino)methyl)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-3-ylcarbamate 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: 77.0%

: allyl (2R,3S)-2-(aminomethyl)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-3-ylcarbamate

: 1122-91-4
4-bromo-benzaldehyde

: 1592908-64-9
allyl (2R,3S)-2-((4-bromobenzylamino)methyl)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-3-ylcarbamate

Guidance literature:: With sodium cyanoborohydride; acetic acid; In ethanol; at 20 ℃; for 4h; Inert atmosphere;
DOI:10.1002/ejoc.201301769

Reference yield:

: 1016896-54-0
(2S,3S)-ethyl-3-(allyloxycarbonylamino)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-2-carboxylate

: 1592908-64-9
allyl (2R,3S)-2-((4-bromobenzylamino)methyl)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-3-ylcarbamate

Guidance literature:: Multi-step reaction with 4 steps

1: lithium borohydride / tetrahydrofuran / 3 h / 0 - 20 °C / Inert atmosphere

2: triphenylphosphine; diethylazodicarboxylate; diphenylphosphoranyl azide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

3: triphenylphosphine / tetrahydrofuran; water / 12 h / 20 °C / Inert atmosphere

4: sodium cyanoborohydride; acetic acid / ethanol / 4 h / 20 °C / Inert atmosphere

With lithium borohydride; diphenylphosphoranyl azide; sodium cyanoborohydride; acetic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; water;
DOI:10.1002/ejoc.201301769

Reference yield:

: allyl (2S,3S)-2-(hydroxymethyl)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-3-ylcarbamate

: 1592908-64-9
allyl (2R,3S)-2-((4-bromobenzylamino)methyl)-6-((2-methoxyethoxy)methoxy)-2,3-dihydrobenzofuran-3-ylcarbamate

Guidance literature:: Multi-step reaction with 3 steps

1: triphenylphosphine; diethylazodicarboxylate; diphenylphosphoranyl azide / tetrahydrofuran / 3 h / 0 °C / Inert atmosphere

2: triphenylphosphine / tetrahydrofuran; water / 12 h / 20 °C / Inert atmosphere

3: sodium cyanoborohydride; acetic acid / ethanol / 4 h / 20 °C / Inert atmosphere

With diphenylphosphoranyl azide; sodium cyanoborohydride; acetic acid; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol; water;
DOI:10.1002/ejoc.201301769