phenyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-1-thio-α-D-mannopyranoside

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Chemical Name:phenyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-1-thio-α-D-mannopyranoside
CAS No.:402831-61-2
Molecular Formula:C₂₆H₂₅N₃O₄S
Molecular Weight:475.568
Hs Code.:

Synonyms:phenyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-1-thio-α-D-mannopyranoside

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Chemical Property of phenyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-1-thio-α-D-mannopyranoside

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Technology Process of phenyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-1-thio-α-D-mannopyranoside

There total 7 articles about phenyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-1-thio-α-D-mannopyranoside 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: 91.0%

: 100-39-0
benzyl bromide

: 402831-58-7
phenyl 2-azido-4,6-O-benzylidene-2-deoxy-1-thio-α-D-mannopyranoside

: 402831-61-2
phenyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-1-thio-α-D-mannopyranoside

Guidance literature:: With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 3h; Inert atmosphere;
DOI:10.1021/acs.orglett.5b00031

Reference yield:

: 166516-71-8
phenyl 2-azido-2-deoxy-1-thio-α-D-mannopyranoside

: 402831-61-2
phenyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / HBF₄*OMe₂ / dimethylformamide

2: 90 percent / NaH / dimethylformamide

With sodium hydride; tetrafluoroboric acid dimethyl ether complex; In N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)01880-9

Reference yield:

: 97604-58-5
2-azido-2-deoxy-D-mannopyranose

: 402831-61-2
phenyl 2-azido-3-O-benzyl-4,6-O-benzylidene-2-deoxy-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine / DMAP

2: 70 percent / BF₃*OEt₂ / CH₂Cl₂ / 35 °C

3: 100 percent / KOtBu / methanol

4: 91 percent / HBF₄*OMe₂ / dimethylformamide

5: 90 percent / NaH / dimethylformamide

With pyridine; boron trifluoride diethyl etherate; potassium tert-butylate; sodium hydride; tetrafluoroboric acid dimethyl ether complex; dmap; In methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0040-4039(01)01880-9