tert-butyl (S)-(3-(3-(((3-iodobenzyl)oxy)methyl)-3,4-dihydroisoquinolin-2(1H)-yl)propyl)carbamate

Base Information

Chemical Name:tert-butyl (S)-(3-(3-(((3-iodobenzyl)oxy)methyl)-3,4-dihydroisoquinolin-2(1H)-yl)propyl)carbamate
CAS No.:1415658-00-2
Molecular Formula:C₂₅H₃₃IN₂O₃
Molecular Weight:536.453
Hs Code.:

Synonyms:tert-butyl (S)-(3-(3-(((3-iodobenzyl)oxy)methyl)-3,4-dihydroisoquinolin-2(1H)-yl)propyl)carbamate

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Chemical Property of tert-butyl (S)-(3-(3-(((3-iodobenzyl)oxy)methyl)-3,4-dihydroisoquinolin-2(1H)-yl)propyl)carbamate

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Technology Process of tert-butyl (S)-(3-(3-(((3-iodobenzyl)oxy)methyl)-3,4-dihydroisoquinolin-2(1H)-yl)propyl)carbamate

There total 4 articles about tert-butyl (S)-(3-(3-(((3-iodobenzyl)oxy)methyl)-3,4-dihydroisoquinolin-2(1H)-yl)propyl)carbamate 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: 77.0%

: 1415657-99-6
(S)-3-(((3-iodobenzyl)oxy)methyl)-1,2,3,4-tetrahydroisoquinoline

: 112663-43-1
3-(tert-butoxycarbonylamino)propyl methanesulfonate

: 1415658-00-2
tert-butyl (S)-(3-(3-(((3-iodobenzyl)oxy)methyl)-3,4-dihydroisoquinolin-2(1H)-yl)propyl)carbamate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; sodium iodide; In N,N-dimethyl-formamide; at 65 ℃; for 14h;
DOI:10.1021/jo302089f

Reference yield:

: 183958-71-6
tert-butyl (3S)-3-(hydroxymethyl)-3,4-dihydroisoquinoline-2(1H)-carboxylate

: 1415658-00-2
tert-butyl (S)-(3-(3-(((3-iodobenzyl)oxy)methyl)-3,4-dihydroisoquinolin-2(1H)-yl)propyl)carbamate

Guidance literature:: Multi-step reaction with 3 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 0.25 h / 0 °C

1.2: 3 h / 20 °C

2.1: hydrogenchloride / 1,4-dioxane / 1 h / 20 °C

3.1: sodium iodide; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 14 h / 65 °C

With hydrogenchloride; sodium hydride; N-ethyl-N,N-diisopropylamine; sodium iodide; In 1,4-dioxane; N,N-dimethyl-formamide;
DOI:10.1021/jo302089f

Reference yield:

: 49617-83-6
m-Iodobenzyl bromide

: 1415658-00-2
tert-butyl (S)-(3-(3-(((3-iodobenzyl)oxy)methyl)-3,4-dihydroisoquinolin-2(1H)-yl)propyl)carbamate

Guidance literature:: Multi-step reaction with 2 steps

1.1: potassium hexamethylsilazane / tetrahydrofuran; toluene / 0.75 h / 0 °C

1.2: 2 h / 20 °C

2.1: sodium iodide; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 14 h / 65 °C

With potassium hexamethylsilazane; N-ethyl-N,N-diisopropylamine; sodium iodide; In tetrahydrofuran; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo302089f