(5R,6R,7S,8R)-6,7,7-tris(benzyloxy)-5-[(benzyloxy)methy]-5,6,7,8-tetrahydro-2-(phenoxymethyl)imidazo[1,2-a]pyridine

Base Information

Chemical Name:(5R,6R,7S,8R)-6,7,7-tris(benzyloxy)-5-[(benzyloxy)methy]-5,6,7,8-tetrahydro-2-(phenoxymethyl)imidazo[1,2-a]pyridine
CAS No.:644965-35-5
Molecular Formula:C₄₃H₄₂N₂O₅
Molecular Weight:666.817
Hs Code.:

Synonyms:(5R,6R,7S,8R)-6,7,7-tris(benzyloxy)-5-[(benzyloxy)methy]-5,6,7,8-tetrahydro-2-(phenoxymethyl)imidazo[1,2-a]pyridine

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Chemical Property of (5R,6R,7S,8R)-6,7,7-tris(benzyloxy)-5-[(benzyloxy)methy]-5,6,7,8-tetrahydro-2-(phenoxymethyl)imidazo[1,2-a]pyridine

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Technology Process of (5R,6R,7S,8R)-6,7,7-tris(benzyloxy)-5-[(benzyloxy)methy]-5,6,7,8-tetrahydro-2-(phenoxymethyl)imidazo[1,2-a]pyridine

There total 6 articles about (5R,6R,7S,8R)-6,7,7-tris(benzyloxy)-5-[(benzyloxy)methy]-5,6,7,8-tetrahydro-2-(phenoxymethyl)imidazo[1,2-a]pyridine 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: 74.0%

: 644965-34-4
(5R,6R,7S,8R)-6,7,8-tris(benzyloxy)-5-[(benzyloxy)methy]-2-(chloromethyl)imidazo[1,2-a]pyridine

: 108-95-2,27073-41-2
phenol

: 644965-35-5
(5R,6R,7S,8R)-6,7,7-tris(benzyloxy)-5-[(benzyloxy)methy]-5,6,7,8-tetrahydro-2-(phenoxymethyl)imidazo[1,2-a]pyridine

Guidance literature:: With potassium tert-butylate; In N,N-dimethyl-formamide; at 80 ℃; for 4h; Further Variations:; Reagents; Solvents; Temperatures; Product distribution;
DOI:10.1002/hlca.200390293

Reference yield: 70.0%

: 644965-27-5
(5R,6R,7S,8R)-6,7,8-tris(benzyloxy)-5-[(benzyloxy)methyl]-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-2-methanol

: 108-95-2,27073-41-2
phenol

: 644965-35-5
(5R,6R,7S,8R)-6,7,7-tris(benzyloxy)-5-[(benzyloxy)methy]-5,6,7,8-tetrahydro-2-(phenoxymethyl)imidazo[1,2-a]pyridine

Guidance literature:: (5R,6R,7S,8R)-6,7,8-tris(benzyloxy)-5-[(benzyloxy)methyl]-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-2-methanol; With thionyl chloride; In dichloromethane; at 23 ℃; for 3h;

phenol; With potassium tert-butylate; In N,N-dimethyl-formamide; at 80 ℃; for 3.5h;
DOI:10.1002/hlca.200390293

Reference yield:

: 644965-26-4
(5R,6R,7S,8R)-6,7,8-tris(benzyloxy)-5-(benzyloxymethyl)-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine-2-carbaldehyde

: 644965-35-5
(5R,6R,7S,8R)-6,7,7-tris(benzyloxy)-5-[(benzyloxy)methy]-5,6,7,8-tetrahydro-2-(phenoxymethyl)imidazo[1,2-a]pyridine

Guidance literature:: Multi-step reaction with 3 steps

1.1: MgSO₄ / CH₂Cl₂ / 4 h / 23 °C

2.1: NaBH₄ / ethanol / 3 h / 23 °C

3.1: SOCl₂ / CH₂Cl₂ / 3 h / 23 °C

3.2: 70 percent / t-BuOK / dimethylformamide / 3.5 h / 80 °C

With sodium tetrahydroborate; thionyl chloride; magnesium sulfate; In ethanol; dichloromethane;
DOI:10.1002/hlca.200390293