3-O-benzoyl-4-O-tert-butyldimethylsilyl-2,6-dideoxy-L-glycal

Base Information

• Chemical Name: 3-O-benzoyl-4-O-tert-butyldimethylsilyl-2,6-dideoxy-L-glycal
• CAS No.: 117452-73-0
• Molecular Formula: C₁₉H₂₈O₄Si
• Molecular Weight: 348.514
• Mol file: 117452-73-0.mol

Synonyms:3-O-benzoyl-4-O-tert-butyldimethylsilyl-2,6-dideoxy-L-glycal

Chemical Property of 3-O-benzoyl-4-O-tert-butyldimethylsilyl-2,6-dideoxy-L-glycal

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-O-benzoyl-4-O-tert-butyldimethylsilyl-2,6-dideoxy-L-glycal

There total 3 articles about 3-O-benzoyl-4-O-tert-butyldimethylsilyl-2,6-dideoxy-L-glycal 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:

1,5-anhydro-3-O-benzoyl-2,6-dideoxy-L-arabino-hex-1-enitol (104006-65-7) + tert-butyldimethylsilyl chloride (18162-48-6) → 3-O-benzoyl-4-O-tert-butyldimethylsilyl-2,6-dideoxy-L-glycal (117452-73-0)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; Yield given;

DOI:10.1016/S0040-4039(00)82065-1

Reference yield:

L-rhamnal (53657-42-4) → 3-O-benzoyl-4-O-tert-butyldimethylsilyl-2,6-dideoxy-L-glycal (117452-73-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 70 percent / pyridine / 0 °C

2: imidazole / dimethylformamide

With 1H-imidazole; In pyridine; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)82065-1

Reference yield:

benzoyl chloride (98-88-4) → 3-O-benzoyl-4-O-tert-butyldimethylsilyl-2,6-dideoxy-L-glycal (117452-73-0)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 2 h / -20 °C / Inert atmosphere

2: 1H-imidazole / N,N-dimethyl-formamide / 4 h / 25 °C / Inert atmosphere

With pyridine; 1H-imidazole; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/ol501101f

upstream raw materials:

1,5-anhydro-3-O-benzoyl-2,6-dideoxy-L-arabino-hex-1-enitol

tert-butyldimethylsilyl chloride

L-rhamnal

benzoyl chloride

Downstream raw materials:

3-O-benzoyl-4-O-tert-butyldimethylsilyl-2,6-dideoxy-L-hexopyranoside acetate

3-O-benzoyl-4-O-tert-butyldimethylsilyl-2,6-dideoxy-L-hexopyranoside acetate

((2S,3S,4S,6S)-6-{(2S,3S,4S,6S)-6-[(1S,2R)-1-((S)-1-Benzyloxy-ethyl)-3-(diphenyl-phosphinoyl)-2-methyl-propoxy]-4-methoxy-2-methyl-tetrahydro-pyran-3-yloxy}-4-methoxy-2-methyl-tetrahydro-pyran-3-yloxy)-tert-butyl-dimethyl-silane

(2S,3S,4S,6S)-6-[(1S,2R)-1-((S)-1-Benzyloxy-ethyl)-3-(diphenyl-phosphinoyl)-2-methyl-propoxy]-4-methoxy-2-methyl-tetrahydro-pyran-3-ol