(S)-8-(2-azido-1-hydroxyethyl)-5-(benzyloxy)-2H-benzo[b][1,4]oxazin-3(4H)-one

Base Information

Chemical Name:(S)-8-(2-azido-1-hydroxyethyl)-5-(benzyloxy)-2H-benzo[b][1,4]oxazin-3(4H)-one
CAS No.:1179336-51-6
Molecular Formula:C₁₇H₁₆N₄O₄
Molecular Weight:340.338
Hs Code.:

Synonyms:(S)-8-(2-azido-1-hydroxyethyl)-5-(benzyloxy)-2H-benzo[b][1,4]oxazin-3(4H)-one

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (S)-8-(2-azido-1-hydroxyethyl)-5-(benzyloxy)-2H-benzo[b][1,4]oxazin-3(4H)-one

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Technology Process of (S)-8-(2-azido-1-hydroxyethyl)-5-(benzyloxy)-2H-benzo[b][1,4]oxazin-3(4H)-one

There total 10 articles about (S)-8-(2-azido-1-hydroxyethyl)-5-(benzyloxy)-2H-benzo[b][1,4]oxazin-3(4H)-one 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%

: C₂₃H₃₀N₄O₄Si

: 1179336-51-6
(S)-8-(2-azido-1-hydroxyethyl)-5-(benzyloxy)-2H-benzo[b][1,4]oxazin-3(4H)-one

Guidance literature:: With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 3h;
DOI:10.1016/j.bmc.2016.04.028

Reference yield:

: 1179336-42-5
8-(2-azido-1-hydroxy-ethyl)-5-benzyloxy-4H-benzo[1,4]oxazin-3-one

: 1179336-51-6
(S)-8-(2-azido-1-hydroxyethyl)-5-(benzyloxy)-2H-benzo[b][1,4]oxazin-3(4H)-one

: 1179336-41-4
(R)-8-(2-azido-1-hydroxyethyl)-5-(benzyloxy)-2H-benzo[b][1,4]oxazin-3(4H)-one

Guidance literature:: With Chiralpak AS; In ethanol; Resolution of racemate;

Reference yield:

: (S)-5-(benzyloxy)-8-(1,2-dihydroxyethyl)-2H-benzo[b][1,4]oxazin-3(4H)-one

: 1179336-51-6
(S)-8-(2-azido-1-hydroxyethyl)-5-(benzyloxy)-2H-benzo[b][1,4]oxazin-3(4H)-one

Guidance literature:: Multi-step reaction with 4 steps

1: triethylamine; di(n-butyl)tin oxide / acetonitrile; tetrahydrofuran / 16 h / 20 °C

2: 1H-imidazole / N,N-dimethyl-formamide / 1 h / 0 - 20 °C / Inert atmosphere

3: sodium azide; sodium iodide / dimethyl sulfoxide / 24 h / 65 °C / Inert atmosphere

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 3 h / 20 °C

With 1H-imidazole; sodium azide; tetrabutyl ammonium fluoride; di(n-butyl)tin oxide; triethylamine; sodium iodide; In tetrahydrofuran; dimethyl sulfoxide; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmc.2016.04.028