benzyl 2,4-di-O-benzyl-3-O-chloroacetyl-α-D-galactopyranosyluronate-(1->3)-4-(N-benzyloxycarbonylamino)-2-azido-2,4,6-trideoxy-D-galactopyranosyl N-phenyltrifluoroacetimidate

Base Information

• Chemical Name: benzyl 2,4-di-O-benzyl-3-O-chloroacetyl-α-D-galactopyranosyluronate-(1->3)-4-(N-benzyloxycarbonylamino)-2-azido-2,4,6-trideoxy-D-galactopyranosyl N-phenyltrifluoroacetimidate
• CAS No.: 1271132-19-4
• Molecular Formula: C₅₁H₄₉ClF₃N₅O₁₂
• Molecular Weight: 1016.42
• Mol file: 1271132-19-4.mol

Synonyms:benzyl 2,4-di-O-benzyl-3-O-chloroacetyl-α-D-galactopyranosyluronate-(1->3)-4-(N-benzyloxycarbonylamino)-2-azido-2,4,6-trideoxy-D-galactopyranosyl N-phenyltrifluoroacetimidate

Chemical Property of benzyl 2,4-di-O-benzyl-3-O-chloroacetyl-α-D-galactopyranosyluronate-(1->3)-4-(N-benzyloxycarbonylamino)-2-azido-2,4,6-trideoxy-D-galactopyranosyl N-phenyltrifluoroacetimidate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2,4-di-O-benzyl-3-O-chloroacetyl-α-D-galactopyranosyluronate-(1->3)-4-(N-benzyloxycarbonylamino)-2-azido-2,4,6-trideoxy-D-galactopyranosyl N-phenyltrifluoroacetimidate

There total 1 articles about benzyl 2,4-di-O-benzyl-3-O-chloroacetyl-α-D-galactopyranosyluronate-(1->3)-4-(N-benzyloxycarbonylamino)-2-azido-2,4,6-trideoxy-D-galactopyranosyl N-phenyltrifluoroacetimidate 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: 85.0%

benzyl 2,4-di-O-benzyl-3-O-chloroacetyl-α-D-galactopyranosyluronate-(1->3)-4-(N-benzyloxycarbonylamino)-2-azido-2,4,6-trideoxy-D-galactopyranose + 2,2,2-trifluoro-N-phenyl-acetimidoyl chloride (61881-19-4) → benzyl 2,4-di-O-benzyl-3-O-chloroacetyl-α-D-galactopyranosyluronate-(1->3)-4-(N-benzyloxycarbonylamino)-2-azido-2,4,6-trideoxy-D-galactopyranosyl N-phenyltrifluoroacetimidate (1271132-19-4)

Guidance literature:

With caesium carbonate; In water; acetone; at 20 ℃;

DOI:10.1021/jo102363d

Reference yield: 64.0%

phenyl 2-O-benzyl-1-thio-β-D-galactopyranosidurono-3,6-lactone (1154464-02-4) + benzyl 2,4-di-O-benzyl-3-O-chloroacetyl-α-D-galactopyranosyluronate-(1->3)-4-(N-benzyloxycarbonylamino)-2-azido-2,4,6-trideoxy-D-galactopyranosyl N-phenyltrifluoroacetimidate (1271132-19-4) → benzyl 2,4-di-O-benzyl-3-O-chloroacetyl-α-D-galactopyranosyluronate-(1->3)-4-(N-benzyloxycarbonylamino)-2-azido-2,4,6-trideoxy-β-D-galactopyranosyl-(1->4)-phenyl 2-O-benzyl-1-thio-β-D-galactopyranosidurono-3,6-lactone + benzyl 2,4-di-O-benzyl-3-O-chloroacetyl-α-D-galactopyranosyluronate-(1->3)-4-(N-benzyloxycarbonylamino)-2-azido-2,4,6-trideoxy-α-D-galactopyranosyl-(1->4)-phenyl 2-O-benzyl-1-thio-β-D-galactopyranosidurono-3,6-lactone (1271132-21-8)

Guidance literature:

phenyl 2-O-benzyl-1-thio-β-D-galactopyranosidurono-3,6-lactone; benzyl 2,4-di-O-benzyl-3-O-chloroacetyl-α-D-galactopyranosyluronate-(1->3)-4-(N-benzyloxycarbonylamino)-2-azido-2,4,6-trideoxy-D-galactopyranosyl N-phenyltrifluoroacetimidate; In dichloromethane; for 0.5h; Molecular sieve;

With trifluorormethanesulfonic acid; In dichloromethane; at 0 ℃; for 0.5h; optical yield given as %de; diastereoselective reaction;

DOI:10.1021/jo102363d

upstream raw materials:

2,2,2-trifluoro-N-phenyl-acetimidoyl chloride

Downstream raw materials:

benzyl 2,4-di-O-benzyl-3-O-chloroacetyl-α-D-galactopyranosyluronate-(1->3)-4-(N-benzyloxycarbonylamino)-2-azido-2,4,6-trideoxy-α-D-galactopyranosyl-(1->4)-phenyl 2-O-benzyl-1-thio-β-D-galactopyranosidurono-3,6-lactone