2,3,4,2',3',4'-hexa-O-benzoyl6,6'-dideoxy-6,6'-bis[(phenylsulfonyl)amino]-α,α-trehalose

Base Information

• Chemical Name: 2,3,4,2',3',4'-hexa-O-benzoyl6,6'-dideoxy-6,6'-bis[(phenylsulfonyl)amino]-α,α-trehalose
• CAS No.: 428509-08-4
• Molecular Formula: C₆₆H₅₆N₂O₁₉S₂
• Molecular Weight: 1245.3
• Mol file: 428509-08-4.mol

Synonyms:2,3,4,2',3',4'-hexa-O-benzoyl6,6'-dideoxy-6,6'-bis[(phenylsulfonyl)amino]-α,α-trehalose

Chemical Property of 2,3,4,2',3',4'-hexa-O-benzoyl6,6'-dideoxy-6,6'-bis[(phenylsulfonyl)amino]-α,α-trehalose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3,4,2',3',4'-hexa-O-benzoyl6,6'-dideoxy-6,6'-bis[(phenylsulfonyl)amino]-α,α-trehalose

There total 7 articles about 2,3,4,2',3',4'-hexa-O-benzoyl6,6'-dideoxy-6,6'-bis[(phenylsulfonyl)amino]-α,α-trehalose 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: 84.0%

benzenesulfonyl chloride (98-09-9) + 6,6'-diamino-2,3,4,2',3',4'-hexa-O-benzoyl-6,6'-dideoxy-α,α-trehalose dihydrochloride → 2,3,4,2',3',4'-hexa-O-benzoyl6,6'-dideoxy-6,6'-bis[(phenylsulfonyl)amino]-α,α-trehalose (428509-08-4)

Guidance literature:

6,6'-diamino-2,3,4,2',3',4'-hexa-O-benzoyl-6,6'-dideoxy-α,α-trehalose dihydrochloride; With sodium hydrogencarbonate; In methanol; for 0.0833333h;

benzenesulfonyl chloride; With triethylamine; In dichloromethane; at 20 ℃; for 48h;

DOI:10.1016/S0008-6215(01)00288-9

Reference yield:

TREHALOSE (99-20-7) → 2,3,4,2',3',4'-hexa-O-benzoyl6,6'-dideoxy-6,6'-bis[(phenylsulfonyl)amino]-α,α-trehalose (428509-08-4)

Guidance literature:

Multi-step reaction with 6 steps

1.1: 98 percent / ZnCl₂ / 144 h / 20 °C

2.1: 80 percent / pyridine / 64 h / 20 °C

3.1: 80 percent / NBS; K₂CO₃ / CCl₄ / 2 h / Heating

4.1: 90 percent / NaN₃ / dimethylformamide / 14 h / 65 °C

5.1: 57 percent / H₂; HCl / Pd/C / ethanol / 28 h

6.1: NaHCO₃ / methanol / 0.08 h

6.2: 84 percent / Et₃N / CH₂Cl₂ / 48 h / 20 °C

With pyridine; hydrogenchloride; N-Bromosuccinimide; sodium azide; hydrogen; sodium hydrogencarbonate; potassium carbonate; zinc(II) chloride; palladium on activated charcoal; In methanol; tetrachloromethane; ethanol; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(01)00288-9

Reference yield:

6,6'-dibromo-2,3,4,2',3',4'-hexa-O-benzoyl-6,6'-dideoxy-α,α-trehalose (18933-86-3) → 2,3,4,2',3',4'-hexa-O-benzoyl6,6'-dideoxy-6,6'-bis[(phenylsulfonyl)amino]-α,α-trehalose (428509-08-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 90 percent / NaN₃ / dimethylformamide / 14 h / 65 °C

2.1: 57 percent / H₂; HCl / Pd/C / ethanol / 28 h

3.1: NaHCO₃ / methanol / 0.08 h

3.2: 84 percent / Et₃N / CH₂Cl₂ / 48 h / 20 °C

With hydrogenchloride; sodium azide; hydrogen; sodium hydrogencarbonate; palladium on activated charcoal; In methanol; ethanol; N,N-dimethyl-formamide;

DOI:10.1016/S0008-6215(01)00288-9

upstream raw materials:

benzenesulfonyl chloride

TREHALOSE

6,6'-dibromo-2,3,4,2',3',4'-hexa-O-benzoyl-6,6'-dideoxy-α,α-trehalose

benzaldehyde