(-)-(S)-2-(3'-benzyloxy-4'-methoxyphenethyl)-1,2,3,4-tetrahydroquinoline

Base Information

Chemical Name:(-)-(S)-2-(3'-benzyloxy-4'-methoxyphenethyl)-1,2,3,4-tetrahydroquinoline
CAS No.:696664-23-0
Molecular Formula:C₂₅H₂₇NO₂
Molecular Weight:373.495
Hs Code.:

Synonyms:(-)-(S)-2-(3'-benzyloxy-4'-methoxyphenethyl)-1,2,3,4-tetrahydroquinoline

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Chemical Property of (-)-(S)-2-(3'-benzyloxy-4'-methoxyphenethyl)-1,2,3,4-tetrahydroquinoline

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Technology Process of (-)-(S)-2-(3'-benzyloxy-4'-methoxyphenethyl)-1,2,3,4-tetrahydroquinoline

There total 2 articles about (-)-(S)-2-(3'-benzyloxy-4'-methoxyphenethyl)-1,2,3,4-tetrahydroquinoline 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: 96.0%

: 696664-22-9
2-(3'-benzyloxy-4'-methoxyphenethyl)quinoline

: 696664-23-0
(-)-(S)-2-(3'-benzyloxy-4'-methoxyphenethyl)-1,2,3,4-tetrahydroquinoline

Guidance literature:: With bis(1,5-cyclooctadiene)diiridium(I) dichloride; (S)-6,6'-bis(diphenylphosphino)-1,1'-biphenyl-2,2'-diylbis(trifluoromethylsulfonate); hydrogen; iodine; In tetrahydrofuran; at 20 ℃; for 22h; under 36201.3 Torr; optical yield given as %ee; enantioselective reaction; Inert atmosphere; Autoclave;
DOI:10.1055/s-0030-1260129

Reference yield:

: 6346-05-0
3-benzyloxy-4-methoxybenzaldehyde

: 696664-23-0
(-)-(S)-2-(3'-benzyloxy-4'-methoxyphenethyl)-1,2,3,4-tetrahydroquinoline

Guidance literature:: Multi-step reaction with 4 steps

1: 96 percent / NaBH₄ / methanol / 2 h / 20 °C

2: 85 percent / PBr₃; pyridine / diethyl ether / 2 h / Heating

3: 86 percent / n-BuLi / diethyl ether; hexane / 20 °C

4: 94 percent / (S)-MeO-Biphep; I₂; H₂ / [Ir(COD)Cl]2 / toluene / 20 °C / 25857.4 Torr

With pyridine; sodium tetrahydroborate; n-butyllithium; hydrogen; iodine; phosphorus tribromide; (S)-(-)-(6,6’-dimethoxybiphenyl-2,2’-diyl)bis(diphenylphosphine); bis(1,5-cyclooctadiene)diiridium(I) dichloride; In methanol; diethyl ether; hexane; toluene;
DOI:10.1016/j.tetasy.2004.02.012