Imidazo[1,2-a]pyridine, 8-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5,6,7,8-tetrahydro-6,7-bis(phenyl methoxy)-5-[(phenylmethoxy)methyl]-, (5R,6R,7S,8R)-

Base Information

• Chemical Name: Imidazo[1,2-a]pyridine, 8-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5,6,7,8-tetrahydro-6,7-bis(phenyl methoxy)-5-[(phenylmethoxy)methyl]-, (5R,6R,7S,8R)-
• CAS No.: 848782-14-9
• Molecular Formula: C35H44N2O4Si
• Molecular Weight: 584.831
• Mol file: 848782-14-9.mol

Synonyms:

Chemical Property of Imidazo[1,2-a]pyridine, 8-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5,6,7,8-tetrahydro-6,7-bis(phenyl methoxy)-5-[(phenylmethoxy)methyl]-, (5R,6R,7S,8R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Imidazo[1,2-a]pyridine, 8-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5,6,7,8-tetrahydro-6,7-bis(phenyl methoxy)-5-[(phenylmethoxy)methyl]-, (5R,6R,7S,8R)-

There total 2 articles about Imidazo[1,2-a]pyridine, 8-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-5,6,7,8-tetrahydro-6,7-bis(phenyl methoxy)-5-[(phenylmethoxy)methyl]-, (5R,6R,7S,8R)- 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: 83.0%

5-amino-3,4,6-tri-O-benzyl-2-O-[(tert-butyl)dimethylsilyl]-5-deoxy-D-glucono-1,5-thiolactam (848782-12-7) + 2,2-dimethoxyethylamine (22483-09-6) → (5R,6R,7S,8S)-6,7-bis(benzyloxy)-5-[(benzyloxy)methyl]-8-[(tert-butyl)dimethylsilyl]-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine (848782-13-8) + (5R,6R,7S,8R)-6,7-bis(benzyloxy)-5-[(benzyloxy)methyl]-8-[(tert-butyl)dimethylsilyl]-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine (848782-14-9) + (5R,6R,7R,8S)-6,7-bis(benzyloxy)-5-[(benzyloxy)methyl]-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-8-ol (162491-59-0) + 5-amino-3,4,6-tri-O-benzyl-5-deoxy-D-gluconolactam (272123-95-2)

Guidance literature:

5-amino-3,4,6-tri-O-benzyl-2-O-[(tert-butyl)dimethylsilyl]-5-deoxy-D-glucono-1,5-thiolactam; 2,2-dimethoxyethylamine; With mercury(II) diacetate; In tetrahydrofuran; at 0 ℃; for 5h;

With toluene-4-sulfonic acid; In water; toluene; at 70 ℃; for 20h;

DOI:10.1016/j.tetasy.2004.11.068

Reference yield: 45.0%

5-amino-3,4,6-tri-O-benzyl-2-O-[(tert-butyl)dimethylsilyl]-5-deoxy-D-glucono-1,5-thiolactam (848782-12-7) + 2,2-dimethoxyethylamine (22483-09-6) → (5R,6R,7S,8S)-6,7-bis(benzyloxy)-5-[(benzyloxy)methyl]-8-[(tert-butyl)dimethylsilyl]-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine (848782-13-8) + (5R,6R,7S,8R)-6,7-bis(benzyloxy)-5-[(benzyloxy)methyl]-8-[(tert-butyl)dimethylsilyl]-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine (848782-14-9) + (5R,6R,7R,8S)-6,7-bis(benzyloxy)-5-[(benzyloxy)methyl]-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-8-ol (162491-59-0)

Guidance literature:

5-amino-3,4,6-tri-O-benzyl-2-O-[(tert-butyl)dimethylsilyl]-5-deoxy-D-glucono-1,5-thiolactam; 2,2-dimethoxyethylamine; With mercury(II) diacetate; In tetrahydrofuran; at 0 ℃; for 5h;

With toluene-4-sulfonic acid; In water; toluene; at 55 ℃; for 96h;

DOI:10.1016/j.tetasy.2004.11.068

Reference yield: 77.0%

(5R,6R,7S,8R)-6,7-bis(benzyloxy)-5-[(benzyloxy)methyl]-8-[(tert-butyl)dimethylsilyl]-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine (848782-14-9) → (5R,6R,7R,8R)-6,7-bis(benzyloxy)-5-[(benzyloxy)methyl]-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-8-ol (162491-57-8)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 23 ℃; for 3.5h;

DOI:10.1016/j.tetasy.2004.11.068

upstream raw materials:

5-amino-3,4,6-tri-O-benzyl-2-O-[(tert-butyl)dimethylsilyl]-5-deoxy-D-glucono-1,5-thiolactam

2,2-dimethoxyethylamine

Downstream raw materials:

(5R,6R,7R,8R)-6,7-bis(benzyloxy)-5-[(benzyloxy)methyl]-5,6,7,8-tetrahydroimidazo[1,2-a]pyridin-8-ol

(5R,6R,7R,8S)-8-azido-6,7-bis(benzyloxy)-5-[(benzyloxy)methyl]-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine

(5R,6R,7R,8R)-8-azido-6,7-bis(benzyloxy)-5-[(benzyloxy)methyl]-5,6,7,8-tetrahydroimidazo[1,2-a]pyridine