2,3-di-O-benzoyl-4-O-trichloroethylsulfo-6-O-benzyl-α-D-glucopyranotrichloroacetimidate

Base Information

• Chemical Name: 2,3-di-O-benzoyl-4-O-trichloroethylsulfo-6-O-benzyl-α-D-glucopyranotrichloroacetimidate
• CAS No.: 903588-16-9
• Molecular Formula: C₃₁H₂₇Cl₆NO₁₁S
• Molecular Weight: 834.339
• Mol file: 903588-16-9.mol

Synonyms:2,3-di-O-benzoyl-4-O-trichloroethylsulfo-6-O-benzyl-α-D-glucopyranotrichloroacetimidate

Chemical Property of 2,3-di-O-benzoyl-4-O-trichloroethylsulfo-6-O-benzyl-α-D-glucopyranotrichloroacetimidate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,3-di-O-benzoyl-4-O-trichloroethylsulfo-6-O-benzyl-α-D-glucopyranotrichloroacetimidate

There total 1 articles about 2,3-di-O-benzoyl-4-O-trichloroethylsulfo-6-O-benzyl-α-D-glucopyranotrichloroacetimidate 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:

p-tolyl 2,3-di-O-benzoyl-4-O-trichloroethylsulfo-6-O-benzyl-1-thio-β-D-glucopyranoside (903588-03-4) → 2,3-di-O-benzoyl-4-O-trichloroethylsulfo-6-O-benzyl-α-D-glucopyranotrichloroacetimidate (903588-16-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 74 percent / N-bromosuccinimide; H₂O / acetone / 0.33 h / 0 °C

2: 80 percent / DBU / CH₂Cl₂ / 3 h / -40 - -10 °C

With N-Bromosuccinimide; water; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; acetone;

DOI:10.1002/anie.200600153

Reference yield: 68.0%

methyl 2-O-benzoyl-3-O-trichloroethylsulfo-4-O-benzyl-α-D-glucopyranoside + 2,3-di-O-benzoyl-4-O-trichloroethylsulfo-6-O-benzyl-α-D-glucopyranotrichloroacetimidate (903588-16-9) → methyl (2,3-di-O-benzoyl-4-O-trichloroethylsulfo-6-O-benzyl-β-D-glucopyranoside)-(1->6)-(2-O-benzoyl-3-O-trichloroethylsulfo-4-O-benzyl-α-D-glucopyranoside

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; In dichloromethane; at -40 ℃; for 0.5h;

DOI:10.1002/anie.200600153

Reference yield:

2,3-di-O-benzoyl-4-O-trichloroethylsulfo-6-O-benzyl-α-D-glucopyranotrichloroacetimidate (903588-16-9) → C48H48O20S2*2H3N

Guidance literature:

Multi-step reaction with 2 steps

1: 68 percent / 4 Angstroem molecular sieves; TMSOTf / CH₂Cl₂ / 0.5 h / -40 °C

2: 92 percent / ammonium formate; zinc / methanol / 9 h / 20 °C

With trimethylsilyl trifluoromethanesulfonate; 4 A molecular sieve; ammonium formate; zinc; In methanol; dichloromethane;

DOI:10.1002/anie.200600153

upstream raw materials:

p-tolyl 2,3-di-O-benzoyl-4-O-trichloroethylsulfo-6-O-benzyl-1-thio-β-D-glucopyranoside