4-(N-benzyloxycarbonylamino)-2-azido-3-O-chloroacetyl-2,4,6-trideoxy-β-D-galactopyranose

Base Information

• Chemical Name: 4-(N-benzyloxycarbonylamino)-2-azido-3-O-chloroacetyl-2,4,6-trideoxy-β-D-galactopyranose
• CAS No.: 1271131-92-0
• Molecular Formula: C₁₆H₁₉ClN₄O₆
• Molecular Weight: 398.803
• Mol file: 1271131-92-0.mol

Synonyms:4-(N-benzyloxycarbonylamino)-2-azido-3-O-chloroacetyl-2,4,6-trideoxy-β-D-galactopyranose

Chemical Property of 4-(N-benzyloxycarbonylamino)-2-azido-3-O-chloroacetyl-2,4,6-trideoxy-β-D-galactopyranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(N-benzyloxycarbonylamino)-2-azido-3-O-chloroacetyl-2,4,6-trideoxy-β-D-galactopyranose

There total 14 articles about 4-(N-benzyloxycarbonylamino)-2-azido-3-O-chloroacetyl-2,4,6-trideoxy-β-D-galactopyranose 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:

tert-butyldiphenylsilyl 4-(N-benzyloxycarbonylamino)-2-azido-3-O-chloroacetyl-2,4,6-trideoxy-β-D-galactopyranoside (1271132-05-8) → 4-(N-benzyloxycarbonylamino)-2-azido-3-O-chloroacetyl-2,4,6-trideoxy-β-D-galactopyranose (1271131-92-0) + 4-(N-benzyloxycarbonylamino)-2-azido-3-O-chloroacetyl-2,4,6-trideoxy-α-D-galactopyranose

Guidance literature:

With triethylamine tris(hydrogen fluoride); In tetrahydrofuran; at 70 ℃; for 0.5h; optical yield given as %de;

DOI:10.1021/jo102363d

Reference yield:

tert-butyldiphenylsilyl 4-(N-benzyloxycarbonylamino)-2-azido-2,4,6-trideoxy-β-D-galactopyranoside (1271131-90-8) → 4-(N-benzyloxycarbonylamino)-2-azido-3-O-chloroacetyl-2,4,6-trideoxy-β-D-galactopyranose (1271131-92-0) + 4-(N-benzyloxycarbonylamino)-2-azido-3-O-chloroacetyl-2,4,6-trideoxy-α-D-galactopyranose

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 1 h

2: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 0.5 h / 70 °C

With pyridine; triethylamine tris(hydrogen fluoride); In tetrahydrofuran; dichloromethane;

DOI:10.1021/jo102363d

Reference yield:

N-(Benzyloxycarbonyloxy)succinimide (13139-17-8) → 4-(N-benzyloxycarbonylamino)-2-azido-3-O-chloroacetyl-2,4,6-trideoxy-β-D-galactopyranose (1271131-92-0) + 4-(N-benzyloxycarbonylamino)-2-azido-3-O-chloroacetyl-2,4,6-trideoxy-α-D-galactopyranose

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / 0.75 h

2: pyridine / dichloromethane / 1 h

3: triethylamine tris(hydrogen fluoride) / tetrahydrofuran / 0.5 h / 70 °C

With pyridine; triethylamine tris(hydrogen fluoride); triethylamine; In tetrahydrofuran; dichloromethane;

DOI:10.1016/j.carres.2012.02.015

upstream raw materials:

tert-butyldiphenylsilyl 4-(N-benzyloxycarbonylamino)-2-azido-3-O-chloroacetyl-2,4,6-trideoxy-β-D-galactopyranoside

tert-butyldiphenylsilyl 4-(N-benzyloxycarbonylamino)-2-azido-2,4,6-trideoxy-β-D-galactopyranoside

(2R,3S,4R,5R,6S)-2-(acetoxymethyl)-5-azido-6-((tert-butyldiphenylsilyl)oxy)tetrahydro-2H-pyran-3,4-diyl diacetate

tert-butyldiphenylsilyl 2-azido-2-deoxy-β-D-glucopyranoside