(S)-3-((1H-indol-3-yl)methyl)-8-methoxy-4-tosyl-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepine

Base Information

Chemical Name:(S)-3-((1H-indol-3-yl)methyl)-8-methoxy-4-tosyl-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepine
CAS No.:1208311-34-5
Molecular Formula:C₂₆H₂₆N₂O₄S
Molecular Weight:462.569
Hs Code.:

Synonyms:(S)-3-((1H-indol-3-yl)methyl)-8-methoxy-4-tosyl-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepine

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Chemical Property of (S)-3-((1H-indol-3-yl)methyl)-8-methoxy-4-tosyl-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepine

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Technology Process of (S)-3-((1H-indol-3-yl)methyl)-8-methoxy-4-tosyl-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepine

There total 9 articles about (S)-3-((1H-indol-3-yl)methyl)-8-methoxy-4-tosyl-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepine 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: 75.0%

: (S)-N-(1-hydroxy-3-(1H-indol-2-yl)propan-2-yl)-N-(2-hydroxy-4-methoxybenzyl)-4-methylbenzenesulfonamide

: 1208311-34-5
(S)-3-((1H-indol-3-yl)methyl)-8-methoxy-4-tosyl-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepine

Guidance literature:: With triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; at 0 - 20 ℃; Inert atmosphere;
DOI:10.1016/j.bmcl.2009.10.126

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 1208311-34-5
(S)-3-((1H-indol-3-yl)methyl)-8-methoxy-4-tosyl-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepine

Guidance literature:: Multi-step reaction with 5 steps

1.1: triethylamine / dichloromethane / 0.08 h / 0 °C / Inert atmosphere

1.2: 4 h / 0 - 25 °C / Inert atmosphere

2.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 12 h / 0 - 20 °C / Inert atmosphere

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere

4.1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 2585.81 Torr / Inert atmosphere

5.1: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 15 h / 0 - 20 °C / Inert atmosphere

With lithium aluminium tetrahydride; palladium 10% on activated carbon; hydrogen; triethylamine; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; dichloromethane; 2.1: |Mitsunobu Displacement / 5.1: |Mitsunobu Displacement;
DOI:10.1016/j.bmcl.2013.10.013

Reference yield:

: (S)-N-(2-(benzyloxy)-4-methoxybenzyl)-N-(1-hydroxy-3-(1H-indol-2-yl)propan-2-yl)-4-methylbenzenesulfonamide

: 1208311-34-5
(S)-3-((1H-indol-3-yl)methyl)-8-methoxy-4-tosyl-2,3,4,5-tetrahydrobenzo[f][1,4]oxazepine

Guidance literature:: Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 2 h / 2585.81 Torr / Inert atmosphere

2: triphenylphosphine; diethylazodicarboxylate / tetrahydrofuran / 15 h / 0 - 20 °C / Inert atmosphere

With palladium 10% on activated carbon; hydrogen; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; 2: |Mitsunobu Displacement;
DOI:10.1016/j.bmcl.2013.10.013