(Z)-1-[(1R,2S,5R)-8-phenylmenthoxycarbonyl]indole-3-carboxaldehyde oxime

Base Information

Chemical Name:(Z)-1-[(1R,2S,5R)-8-phenylmenthoxycarbonyl]indole-3-carboxaldehyde oxime
CAS No.:1417889-14-5
Molecular Formula:C₂₆H₃₀N₂O₃
Molecular Weight:418.536
Hs Code.:

Synonyms:(Z)-1-[(1R,2S,5R)-8-phenylmenthoxycarbonyl]indole-3-carboxaldehyde oxime

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Chemical Property of (Z)-1-[(1R,2S,5R)-8-phenylmenthoxycarbonyl]indole-3-carboxaldehyde oxime

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Technology Process of (Z)-1-[(1R,2S,5R)-8-phenylmenthoxycarbonyl]indole-3-carboxaldehyde oxime

There total 3 articles about (Z)-1-[(1R,2S,5R)-8-phenylmenthoxycarbonyl]indole-3-carboxaldehyde oxime 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:

: 1417888-89-1
1-[(1R,2S,5R)-8-phenylmenthoxycarbonyl]indole-3-carboxaldehyde

: 1417888-96-0
(E)-1-[(1R,2S,5R)-8-phenylmenthoxycarbonyl]indole-3-carboxaldehyde oxime

: 1417889-14-5
(Z)-1-[(1R,2S,5R)-8-phenylmenthoxycarbonyl]indole-3-carboxaldehyde oxime

Guidance literature:: With hydroxylamine hydrochloride; sodium carbonate; In ethanol; water; at 20 ℃; for 0.5h; Overall yield = 96 %; Overall yield = 0.703 g;
DOI:10.1016/j.tet.2012.11.067

Reference yield:

: 1417888-86-8
[(1R,2S,5R)-8-phenylmenthyl] phenyl carbonate

: 1417888-96-0
(E)-1-[(1R,2S,5R)-8-phenylmenthoxycarbonyl]indole-3-carboxaldehyde oxime

: 1417889-14-5
(Z)-1-[(1R,2S,5R)-8-phenylmenthoxycarbonyl]indole-3-carboxaldehyde oxime

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / acetonitrile / 0.17 h / 20 °C

1.2: 1.5 h / 0 °C

2.1: hydroxylamine hydrochloride; sodium carbonate / ethanol; water / 0.5 h / 20 °C

With hydroxylamine hydrochloride; sodium hydride; sodium carbonate; In ethanol; water; acetonitrile;
DOI:10.1016/j.tet.2012.11.067

Reference yield:

: 65253-04-5
(-)-8-phenylmenthol

: 1417888-96-0
(E)-1-[(1R,2S,5R)-8-phenylmenthoxycarbonyl]indole-3-carboxaldehyde oxime

: 1417889-14-5
(Z)-1-[(1R,2S,5R)-8-phenylmenthoxycarbonyl]indole-3-carboxaldehyde oxime

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine / 0 - 20 °C

2.1: sodium hydride / acetonitrile / 0.17 h / 20 °C

2.2: 1.5 h / 0 °C

3.1: hydroxylamine hydrochloride; sodium carbonate / ethanol; water / 0.5 h / 20 °C

With pyridine; hydroxylamine hydrochloride; sodium hydride; sodium carbonate; In ethanol; water; acetonitrile;
DOI:10.1016/j.tet.2012.11.067