methyl 2-dibenzylamino-3-O-benzoyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranoside

Base Information

• Chemical Name: methyl 2-dibenzylamino-3-O-benzoyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranoside
• CAS No.: 857489-48-6
• Molecular Formula: C₃₄H₄₅NO₆Si
• Molecular Weight: 591.82
• Mol file: 857489-48-6.mol

Synonyms:methyl 2-dibenzylamino-3-O-benzoyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranoside

Chemical Property of methyl 2-dibenzylamino-3-O-benzoyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl 2-dibenzylamino-3-O-benzoyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranoside

There total 4 articles about methyl 2-dibenzylamino-3-O-benzoyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranoside 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: 73.0%

methyl 2-dibenzylamino-3-O-benzoyl-2-deoxy-α-D-glucopyranoside (857489-62-4) + tert-butyldimethylsilyl chloride (18162-48-6) → methyl 2-dibenzylamino-3-O-benzoyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranoside (857489-48-6)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1021/ol050624f

Reference yield:

methyl 2-dibenzylamino-3-O-benzoyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside (857489-61-3) → methyl 2-dibenzylamino-3-O-benzoyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranoside (857489-48-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / AcOH / H₂O / 2 h / Heating

2: 73 percent / imidazole / dimethylformamide / 20 °C

With 1H-imidazole; acetic acid; In water; N,N-dimethyl-formamide;

DOI:10.1021/ol050624f

Reference yield:

benzoyl chloride (98-88-4) → methyl 2-dibenzylamino-3-O-benzoyl-4-O-tert-butyldimethylsilyl-2-deoxy-α-D-glucopyranoside (857489-48-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / pyridine / toluene / 24 h / 20 °C

2: 68 percent / AcOH / H₂O / 2 h / Heating

3: 73 percent / imidazole / dimethylformamide / 20 °C

With pyridine; 1H-imidazole; acetic acid; In water; N,N-dimethyl-formamide; toluene;

DOI:10.1021/ol050624f

upstream raw materials:

methyl 2-dibenzylamino-3-O-benzoyl-2-deoxy-α-D-glucopyranoside

tert-butyldimethylsilyl chloride

methyl 2-dibenzylamino-3-O-benzoyl-4,6-O-benzylidene-2-deoxy-α-D-glucopyranoside

benzoyl chloride