(R)-2-azido-1-(6,8-bis(benzyloxy)-1-vinyl-3,4-dihydroisoquinolin-2(1H)-yl)ethanone

Base Information

Chemical Name:(R)-2-azido-1-(6,8-bis(benzyloxy)-1-vinyl-3,4-dihydroisoquinolin-2(1H)-yl)ethanone
CAS No.:1384461-39-5
Molecular Formula:C₂₇H₂₆N₄O₃
Molecular Weight:454.528
Hs Code.:

Synonyms:(R)-2-azido-1-(6,8-bis(benzyloxy)-1-vinyl-3,4-dihydroisoquinolin-2(1H)-yl)ethanone

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Chemical Property of (R)-2-azido-1-(6,8-bis(benzyloxy)-1-vinyl-3,4-dihydroisoquinolin-2(1H)-yl)ethanone

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Technology Process of (R)-2-azido-1-(6,8-bis(benzyloxy)-1-vinyl-3,4-dihydroisoquinolin-2(1H)-yl)ethanone

There total 7 articles about (R)-2-azido-1-(6,8-bis(benzyloxy)-1-vinyl-3,4-dihydroisoquinolin-2(1H)-yl)ethanone 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: 95.0%

: 1384461-44-2
(R)-2-azido-1-(6,8-bis(benzyloxy)-1-(2-(2-nitrophenylselanyl)ethyl)-3,4-dihydroisoquinolin-2(1H)-yl)ethanone

: 1384461-39-5
(R)-2-azido-1-(6,8-bis(benzyloxy)-1-vinyl-3,4-dihydroisoquinolin-2(1H)-yl)ethanone

Guidance literature:: With dihydrogen peroxide; In tetrahydrofuran; at 45 ℃; for 6h; Inert atmosphere;
DOI:10.1039/c2ob25772f

Reference yield:

: 1384461-36-2
C₂₆H₂₇NO₂

: 1384461-39-5
(R)-2-azido-1-(6,8-bis(benzyloxy)-1-vinyl-3,4-dihydroisoquinolin-2(1H)-yl)ethanone

Guidance literature:: Multi-step reaction with 5 steps

1: dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran / 12 h / Inert atmosphere

2: sodium periodate / tetrahydrofuran; water / 0.33 h / Inert atmosphere

3: sodium tetrahydroborate / methanol / 0.08 h / Inert atmosphere

4: tributylphosphine / tetrahydrofuran / 4 h / Inert atmosphere

5: dihydrogen peroxide / tetrahydrofuran / 6 h / 45 °C / Inert atmosphere

With dmap; sodium tetrahydroborate; sodium periodate; tributylphosphine; dihydrogen peroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; water;
DOI:10.1039/c2ob25772f

Reference yield:

: 1384461-35-1
6,8-bis(benzyloxy)-3,4-dihydroisoquinoline

: 1384461-39-5
(R)-2-azido-1-(6,8-bis(benzyloxy)-1-vinyl-3,4-dihydroisoquinolin-2(1H)-yl)ethanone

Guidance literature:: Multi-step reaction with 6 steps

1: tetrahydrofuran / 5 h / -78 - 0 °C / Inert atmosphere

2: dmap; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / tetrahydrofuran / 12 h / Inert atmosphere

3: sodium periodate / tetrahydrofuran; water / 0.33 h / Inert atmosphere

4: sodium tetrahydroborate / methanol / 0.08 h / Inert atmosphere

5: tributylphosphine / tetrahydrofuran / 4 h / Inert atmosphere

6: dihydrogen peroxide / tetrahydrofuran / 6 h / 45 °C / Inert atmosphere

With dmap; sodium tetrahydroborate; sodium periodate; tributylphosphine; dihydrogen peroxide; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; water;
DOI:10.1039/c2ob25772f