(3aR,5S,6R,7S,7aS)-5-azido-6-hydroxy-3-(4-methoxy benzyl)-7-(2-morpholino-2-oxoethoxy)hexahydrobenzo[d]oxazol-2(3H)-one

Base Information

Chemical Name:(3aR,5S,6R,7S,7aS)-5-azido-6-hydroxy-3-(4-methoxy benzyl)-7-(2-morpholino-2-oxoethoxy)hexahydrobenzo[d]oxazol-2(3H)-one
CAS No.:1554421-94-1
Molecular Formula:C₂₁H₂₇N₅O₇
Molecular Weight:461.475
Hs Code.:

Synonyms:(3aR,5S,6R,7S,7aS)-5-azido-6-hydroxy-3-(4-methoxy benzyl)-7-(2-morpholino-2-oxoethoxy)hexahydrobenzo[d]oxazol-2(3H)-one

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Chemical Property of (3aR,5S,6R,7S,7aS)-5-azido-6-hydroxy-3-(4-methoxy benzyl)-7-(2-morpholino-2-oxoethoxy)hexahydrobenzo[d]oxazol-2(3H)-one

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Technology Process of (3aR,5S,6R,7S,7aS)-5-azido-6-hydroxy-3-(4-methoxy benzyl)-7-(2-morpholino-2-oxoethoxy)hexahydrobenzo[d]oxazol-2(3H)-one

There total 9 articles about (3aR,5S,6R,7S,7aS)-5-azido-6-hydroxy-3-(4-methoxy benzyl)-7-(2-morpholino-2-oxoethoxy)hexahydrobenzo[d]oxazol-2(3H)-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: 100.0%

: 1554421-97-4
C₂₃H₃₁N₅O₈

: 1554421-94-1
(3aR,5S,6R,7S,7aS)-5-azido-6-hydroxy-3-(4-methoxy benzyl)-7-(2-morpholino-2-oxoethoxy)hexahydrobenzo[d]oxazol-2(3H)-one

Guidance literature:: With hydrogenchloride; In methanol; at 50 ℃; for 0.5h; Inert atmosphere;
DOI:10.1016/j.bmcl.2013.12.125

Reference yield:

: 40299-87-4
N-(bromoacetyl)morpholine

: 1554421-94-1
(3aR,5S,6R,7S,7aS)-5-azido-6-hydroxy-3-(4-methoxy benzyl)-7-(2-morpholino-2-oxoethoxy)hexahydrobenzo[d]oxazol-2(3H)-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.08 h / -4 °C / Inert atmosphere

1.2: 3 h / 23 °C / Inert atmosphere

2.1: hydrogenchloride / methanol / 0.5 h / 50 °C / Inert atmosphere

With hydrogenchloride; sodium hexamethyldisilazane; In tetrahydrofuran; methanol;
DOI:10.1016/j.bmcl.2013.12.125

Reference yield:

: 1554422-12-6
C₂₀H₂₈N₂O₅

: 1554421-94-1
(3aR,5S,6R,7S,7aS)-5-azido-6-hydroxy-3-(4-methoxy benzyl)-7-(2-morpholino-2-oxoethoxy)hexahydrobenzo[d]oxazol-2(3H)-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: copper(ll) sulfate pentahydrate; triflic azide; potassium carbonate / methanol; dichloromethane; water / 18 h / 23 °C

2.1: tetra-(n-butyl)ammonium iodide; N-ethyl-N,N-diisopropylamine / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

2.2: 16 h / 27 °C / Inert atmosphere

3.1: tetra-(n-butyl)ammonium iodide; sodium hydride / N,N-dimethyl-formamide / 11 h / 0 - 23 °C / Inert atmosphere

4.1: acetic acid / water / 3 h / 23 °C

5.1: sodium hydride / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

6.1: sodium hexamethyldisilazane / tetrahydrofuran / 0.08 h / -4 °C / Inert atmosphere

6.2: 3 h / 23 °C / Inert atmosphere

7.1: hydrogenchloride / methanol / 0.5 h / 50 °C / Inert atmosphere

With hydrogenchloride; copper(ll) sulfate pentahydrate; triflic azide; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; acetic acid; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmcl.2013.12.125