N-[(2S,3S,4R)-4-(1H-Indol-2-ylmethyl)-6-methoxy-2-methyl-tetrahydro-pyran-3-ylmethyl]-benzamide

Base Information

Chemical Name:N-[(2S,3S,4R)-4-(1H-Indol-2-ylmethyl)-6-methoxy-2-methyl-tetrahydro-pyran-3-ylmethyl]-benzamide
CAS No.:209262-83-9
Molecular Formula:C₂₄H₂₈N₂O₃
Molecular Weight:392.498
Hs Code.:

Synonyms:N-[(2S,3S,4R)-4-(1H-Indol-2-ylmethyl)-6-methoxy-2-methyl-tetrahydro-pyran-3-ylmethyl]-benzamide

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Chemical Property of N-[(2S,3S,4R)-4-(1H-Indol-2-ylmethyl)-6-methoxy-2-methyl-tetrahydro-pyran-3-ylmethyl]-benzamide

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Technology Process of N-[(2S,3S,4R)-4-(1H-Indol-2-ylmethyl)-6-methoxy-2-methyl-tetrahydro-pyran-3-ylmethyl]-benzamide

There total 8 articles about N-[(2S,3S,4R)-4-(1H-Indol-2-ylmethyl)-6-methoxy-2-methyl-tetrahydro-pyran-3-ylmethyl]-benzamide 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:

: 98952-64-8
N-ethoxycarbonyl-2-iodoaniline

: 209262-83-9
N-[(2S,3S,4R)-4-(1H-Indol-2-ylmethyl)-6-methoxy-2-methyl-tetrahydro-pyran-3-ylmethyl]-benzamide

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / CuI, Et₃N / PdCl₂(PPh₃)2 / Ambient temperature

2: 85 percent / EtONa / ethanol / Heating

3: 86 percent / Li / liquid ammonia / -33 °C

4: diisopropyl azodicarboxylate, PPh₃ / tetrahydrofuran

5: hydrazine hydrate / ethanol / Heating

6: Et₃N / CH₂Cl₂

With copper(l) iodide; di-isopropyl azodicarboxylate; sodium ethanolate; lithium; hydrazine hydrate; triethylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; ethanol; dichloromethane; ammonia;
DOI:10.1016/S0040-4039(98)00597-8

Reference yield:

: 209262-79-3
(1R,3aS,4S,7aR)-1-Ethynyl-6-methoxy-4-methyl-hexahydro-furo[3,4-c]pyran

: 209262-83-9
N-[(2S,3S,4R)-4-(1H-Indol-2-ylmethyl)-6-methoxy-2-methyl-tetrahydro-pyran-3-ylmethyl]-benzamide

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / CuI, Et₃N / PdCl₂(PPh₃)2 / Ambient temperature

2: 85 percent / EtONa / ethanol / Heating

3: 86 percent / Li / liquid ammonia / -33 °C

4: diisopropyl azodicarboxylate, PPh₃ / tetrahydrofuran

5: hydrazine hydrate / ethanol / Heating

6: Et₃N / CH₂Cl₂

With copper(l) iodide; di-isopropyl azodicarboxylate; sodium ethanolate; lithium; hydrazine hydrate; triethylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; ethanol; dichloromethane; ammonia;
DOI:10.1016/S0040-4039(98)00597-8

Reference yield:

: 209262-78-2
(1R,3aS,4S,7aR)-1-(2,2-Dibromo-vinyl)-6-methoxy-4-methyl-hexahydro-furo[3,4-c]pyran

: 209262-83-9
N-[(2S,3S,4R)-4-(1H-Indol-2-ylmethyl)-6-methoxy-2-methyl-tetrahydro-pyran-3-ylmethyl]-benzamide

Guidance literature:: Multi-step reaction with 7 steps

1: 87 percent / n-BuLi / tetrahydrofuran; hexamethylphosphoric acid triamide / -78 °C

2: 92 percent / CuI, Et₃N / PdCl₂(PPh₃)2 / Ambient temperature

3: 85 percent / EtONa / ethanol / Heating

4: 86 percent / Li / liquid ammonia / -33 °C

5: diisopropyl azodicarboxylate, PPh₃ / tetrahydrofuran

6: hydrazine hydrate / ethanol / Heating

7: Et₃N / CH₂Cl₂

With copper(l) iodide; n-butyllithium; di-isopropyl azodicarboxylate; sodium ethanolate; lithium; hydrazine hydrate; triethylamine; triphenylphosphine; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; ethanol; dichloromethane; ammonia;
DOI:10.1016/S0040-4039(98)00597-8