phenyl{(6S,7S,8S)-6,7,8-tris(benzyloxy)-5,6,7,8-tetrahydroimidazol[1,2-a]pyridin-3-yl}methanone

Base Information

Chemical Name:phenyl{(6S,7S,8S)-6,7,8-tris(benzyloxy)-5,6,7,8-tetrahydroimidazol[1,2-a]pyridin-3-yl}methanone
CAS No.:882692-52-6
Molecular Formula:C₃₅H₃₂N₂O₄
Molecular Weight:544.65
Hs Code.:

Synonyms:phenyl{(6S,7S,8S)-6,7,8-tris(benzyloxy)-5,6,7,8-tetrahydroimidazol[1,2-a]pyridin-3-yl}methanone

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Chemical Property of phenyl{(6S,7S,8S)-6,7,8-tris(benzyloxy)-5,6,7,8-tetrahydroimidazol[1,2-a]pyridin-3-yl}methanone

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Technology Process of phenyl{(6S,7S,8S)-6,7,8-tris(benzyloxy)-5,6,7,8-tetrahydroimidazol[1,2-a]pyridin-3-yl}methanone

There total 5 articles about phenyl{(6S,7S,8S)-6,7,8-tris(benzyloxy)-5,6,7,8-tetrahydroimidazol[1,2-a]pyridin-3-yl}methanone 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: 84.0%

: 100-52-7
benzaldehyde

: 577995-64-3
(6S,7S,8S)-6,7,8-tris(benzyloxy)-3-iodo-5,6,7,8-tetrahydroimidazol[1,2-a]pyridine

: 882692-52-6
phenyl{(6S,7S,8S)-6,7,8-tris(benzyloxy)-5,6,7,8-tetrahydroimidazol[1,2-a]pyridin-3-yl}methanone

Guidance literature:: (6S,7S,8S)-6,7,8-tris(benzyloxy)-3-iodo-5,6,7,8-tetrahydroimidazol[1,2-a]pyridine; With phenylmagnesium bromide; In tetrahydrofuran; diethyl ether; at 0 ℃; for 0.333333h;

benzaldehyde; In tetrahydrofuran; diethyl ether; at 20 ℃; for 48h;
DOI:10.1002/ejoc.200500414

Reference yield:

: Methanesulfonic acid (2S,3R,4S)-2,3,4-tris-benzyloxy-4-(1H-imidazol-2-yl)-butyl ester

: 882692-52-6
phenyl{(6S,7S,8S)-6,7,8-tris(benzyloxy)-5,6,7,8-tetrahydroimidazol[1,2-a]pyridin-3-yl}methanone

Guidance literature:: Multi-step reaction with 3 steps

1.1: 2.24 g / pyridine / 2 h / 80 °C

2.1: 57 percent / NIS / acetonitrile / 24 h / 80 °C

3.1: BnMgBr / tetrahydrofuran; diethyl ether / 0.33 h / 0 °C

3.2: 84 percent / tetrahydrofuran; diethyl ether / 48 h / 20 °C

With N-iodo-succinimide; phenylmagnesium bromide; In tetrahydrofuran; pyridine; diethyl ether; acetonitrile;
DOI:10.1002/ejoc.200500414

Reference yield:

: 577995-63-2
(6S,7S,8S)-6,7,8-tris(benzyloxy)-5,6,7,8-tetrahydroimidazol[1,2-a]pyridine

: 882692-52-6
phenyl{(6S,7S,8S)-6,7,8-tris(benzyloxy)-5,6,7,8-tetrahydroimidazol[1,2-a]pyridin-3-yl}methanone

Guidance literature:: Multi-step reaction with 2 steps

1.1: 57 percent / NIS / acetonitrile / 24 h / 80 °C

2.1: BnMgBr / tetrahydrofuran; diethyl ether / 0.33 h / 0 °C

2.2: 84 percent / tetrahydrofuran; diethyl ether / 48 h / 20 °C

With N-iodo-succinimide; phenylmagnesium bromide; In tetrahydrofuran; diethyl ether; acetonitrile;
DOI:10.1002/ejoc.200500414