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

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Chemical Name:tert-butyl ((S)-3-(1H-imidazol-4-yl)-1-((S)-3-(((3-iodobenzyl)oxy)-methyl)-3,4-dihydroisoquinolin-2(1H)-yl)-1-oxopropan-2-yl)-carbamate
CAS No.:1415657-98-5
Molecular Formula:C₂₈H₃₃IN₄O₄
Molecular Weight:616.499
Hs Code.:

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

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

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

There total 4 articles about tert-butyl ((S)-3-(1H-imidazol-4-yl)-1-((S)-3-(((3-iodobenzyl)oxy)-methyl)-3,4-dihydroisoquinolin-2(1H)-yl)-1-oxopropan-2-yl)-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:

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

: 17791-52-5
N-(tert-butoxycarbonyl)-L-histidine

: 1415657-98-5
tert-butyl ((S)-3-(1H-imidazol-4-yl)-1-((S)-3-(((3-iodobenzyl)oxy)-methyl)-3,4-dihydroisoquinolin-2(1H)-yl)-1-oxopropan-2-yl)-carbamate

Guidance literature:: With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In dichloromethane; at 20 ℃; for 16h;
DOI:10.1021/jo302089f

Reference yield:

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

: 1415657-98-5
tert-butyl ((S)-3-(1H-imidazol-4-yl)-1-((S)-3-(((3-iodobenzyl)oxy)-methyl)-3,4-dihydroisoquinolin-2(1H)-yl)-1-oxopropan-2-yl)-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: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 20 °C

With hydrogenchloride; sodium hydride; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo302089f

Reference yield:

: 49617-83-6
m-Iodobenzyl bromide

: 1415657-98-5
tert-butyl ((S)-3-(1H-imidazol-4-yl)-1-((S)-3-(((3-iodobenzyl)oxy)-methyl)-3,4-dihydroisoquinolin-2(1H)-yl)-1-oxopropan-2-yl)-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: N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / dichloromethane / 16 h / 20 °C

With potassium hexamethylsilazane; N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate; In tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/jo302089f