6-O-benzyl-2-benzylamino-2-N,3-O-carbonyl-4-O-chloroacetyl-2-deoxy-α-D-glucopyranosyl fluoride

Base Information

Chemical Name:6-O-benzyl-2-benzylamino-2-N,3-O-carbonyl-4-O-chloroacetyl-2-deoxy-α-D-glucopyranosyl fluoride
CAS No.:1268469-39-1
Molecular Formula:C₂₃H₂₃ClFNO₆
Molecular Weight:463.89
Hs Code.:

Synonyms:6-O-benzyl-2-benzylamino-2-N,3-O-carbonyl-4-O-chloroacetyl-2-deoxy-α-D-glucopyranosyl fluoride

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Chemical Property of 6-O-benzyl-2-benzylamino-2-N,3-O-carbonyl-4-O-chloroacetyl-2-deoxy-α-D-glucopyranosyl fluoride

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Technology Process of 6-O-benzyl-2-benzylamino-2-N,3-O-carbonyl-4-O-chloroacetyl-2-deoxy-α-D-glucopyranosyl fluoride

There total 4 articles about 6-O-benzyl-2-benzylamino-2-N,3-O-carbonyl-4-O-chloroacetyl-2-deoxy-α-D-glucopyranosyl fluoride 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: 83.0%

: 910805-52-6
phenyl N-benzyl-2-amino-6-O-benzyl-2,3-N,O-carbonyl-4-O-chloroacetyl-2-deoxy-1-thio-β-D-glucopyranoside

: 910805-67-3
N-benzyl-2-amino-6-O-benzyl-2,3-N,O-carbonyl-4-O-chloroacetyl-2-deoxy-α-D-glucopyranosyl bromide

: 1268469-39-1
6-O-benzyl-2-benzylamino-2-N,3-O-carbonyl-4-O-chloroacetyl-2-deoxy-α-D-glucopyranosyl fluoride

Guidance literature:: With N-Bromosuccinimide; diethylamino-sulfur trifluoride; In dichloromethane; at -10 - 0 ℃;
DOI:10.1002/ejoc.201001278

Reference yield:

: 910805-49-1
phenyl N-benzyl-2-amino-4,6-O-benzylidene-2,3-N,O-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside

: 910805-67-3
N-benzyl-2-amino-6-O-benzyl-2,3-N,O-carbonyl-4-O-chloroacetyl-2-deoxy-α-D-glucopyranosyl bromide

: 1268469-39-1
6-O-benzyl-2-benzylamino-2-N,3-O-carbonyl-4-O-chloroacetyl-2-deoxy-α-D-glucopyranosyl fluoride

Guidance literature:: Multi-step reaction with 3 steps

1: triethylsilane; boron trifluoride diethyl etherate / dichloromethane / 1.33 h / Cooling with ice

2: pyridine / dichloromethane / 0.5 h / Cooling with ice

3: N-Bromosuccinimide; diethylamino-sulfur trifluoride / dichloromethane / -10 - 0 °C

With pyridine; triethylsilane; N-Bromosuccinimide; diethylamino-sulfur trifluoride; boron trifluoride diethyl etherate; In dichloromethane;
DOI:10.1002/ejoc.201001278

Reference yield:

: 910805-50-4
phenyl N-benzyl-2-amino-6-O-benzyl-2,3-N,O-carbonyl-2-deoxy-1-thio-β-D-glucopyranoside

: 910805-67-3
N-benzyl-2-amino-6-O-benzyl-2,3-N,O-carbonyl-4-O-chloroacetyl-2-deoxy-α-D-glucopyranosyl bromide

: 1268469-39-1
6-O-benzyl-2-benzylamino-2-N,3-O-carbonyl-4-O-chloroacetyl-2-deoxy-α-D-glucopyranosyl fluoride

Guidance literature:: Multi-step reaction with 2 steps

1: pyridine / dichloromethane / 0.5 h / Cooling with ice

2: N-Bromosuccinimide; diethylamino-sulfur trifluoride / dichloromethane / -10 - 0 °C

With pyridine; N-Bromosuccinimide; diethylamino-sulfur trifluoride; In dichloromethane;
DOI:10.1002/ejoc.201001278