2-Piperidinone, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4,5-bis(phenylmethoxy)-6-[(phen ylmethoxy)methyl]-, (3R,4S,5R,6R)-

Base Information

• Chemical Name: 2-Piperidinone, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4,5-bis(phenylmethoxy)-6-[(phen ylmethoxy)methyl]-, (3R,4S,5R,6R)-
• CAS No.: 848782-10-5
• Molecular Formula: C33H43NO5Si
• Molecular Weight: 561.794
• Mol file: 848782-10-5.mol

Synonyms:

Chemical Property of 2-Piperidinone, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4,5-bis(phenylmethoxy)-6-[(phen ylmethoxy)methyl]-, (3R,4S,5R,6R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-Piperidinone, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4,5-bis(phenylmethoxy)-6-[(phen ylmethoxy)methyl]-, (3R,4S,5R,6R)-

There total 4 articles about 2-Piperidinone, 3-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4,5-bis(phenylmethoxy)-6-[(phen ylmethoxy)methyl]-, (3R,4S,5R,6R)- 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: 97.0%

tert-butyldimethylsilyl chloride (18162-48-6) + 5-amino-3,4,6-tri-O-benzyl-5-deoxy-D-gluconolactam (272123-95-2) → 5-amino-3,4,6-tri-O-benzyl-2-O-[(tert-butyl)dimethylsilyl]-5-deoxy-D-glucono-1,5-lactam (848782-10-5)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 23 ℃; for 22h;

DOI:10.1016/j.tetasy.2004.11.068

Reference yield: 92.0%

t-butyldimethylsiyl triflate (69739-34-0) + 5-amino-3,4,6-tri-O-benzyl-5-deoxy-D-gluconolactam (272123-95-2) → 5-amino-3,4,6-tri-O-benzyl-2-O-[(tert-butyl)dimethylsilyl]-5-deoxy-D-glucono-1,5-lactam (848782-10-5)

Guidance literature:

With pyridine; In dichloromethane; at 0 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1039/c9ob01402k

Reference yield: 91.0%

t-butyldimethylsiyl triflate (69739-34-0) + 5-amino-3,4,6-tri-O-benzyl-5-deoxy-D-gluconolactam (272123-95-2) → 5-amino-3,4,6-tri-O-benzyl-2-O-[(tert-butyl)dimethylsilyl]-5-deoxy-D-mannono-1,5-lactam + 5-amino-3,4,6-tri-O-benzyl-2-O-[(tert-butyl)dimethylsilyl]-5-deoxy-D-glucono-1,5-lactam (848782-10-5)

Guidance literature:

With pyridine; In dichloromethane; at 0 ℃; for 4h;

DOI:10.1016/j.tetasy.2004.11.068

upstream raw materials:

t-butyldimethylsiyl triflate

5-amino-3,4,6-tri-O-benzyl-5-deoxy-D-gluconolactam

tert-butyldimethylsilyl chloride

5-amino-3,4,6-tri-O-benzyl-5-deoxy-2-O-(trifluoromethanesulfonyl)-D-mannono-1,5-lactam