benzyl 4,6-O-benzylidene-2-bromo-2-deoxy-3-O-(methylsulfonyl)-α-D-mannopyranoside

Base Information

Chemical Name:benzyl 4,6-O-benzylidene-2-bromo-2-deoxy-3-O-(methylsulfonyl)-α-D-mannopyranoside
CAS No.:81625-90-3
Molecular Formula:C₂₁H₂₃BrO₇S
Molecular Weight:499.379
Hs Code.:

Synonyms:benzyl 4,6-O-benzylidene-2-bromo-2-deoxy-3-O-(methylsulfonyl)-α-D-mannopyranoside

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Chemical Property of benzyl 4,6-O-benzylidene-2-bromo-2-deoxy-3-O-(methylsulfonyl)-α-D-mannopyranoside

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Technology Process of benzyl 4,6-O-benzylidene-2-bromo-2-deoxy-3-O-(methylsulfonyl)-α-D-mannopyranoside

There total 5 articles about benzyl 4,6-O-benzylidene-2-bromo-2-deoxy-3-O-(methylsulfonyl)-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: 77.0%

: 81625-88-9
benzyl 4,6-O-benzylidene-2-bromo-2-deoxy-α-D-mannopyranoside

: 124-63-0
methanesulfonyl chloride

: 81625-90-3
benzyl 4,6-O-benzylidene-2-bromo-2-deoxy-3-O-(methylsulfonyl)-α-D-mannopyranoside

Guidance literature:: With pyridine; at 0 ℃; for 24h;
DOI:10.1021/jo00135a002

Reference yield:

: 79698-04-7
benzyl 3,4,6-tri-O-acetyl-2-bromo-2-deoxy-α-D-mannopyranoside

: 81625-90-3
benzyl 4,6-O-benzylidene-2-bromo-2-deoxy-3-O-(methylsulfonyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / methanol; H₂O / 8 h / Ambient temperature

2: 95 percent / zinc chloride / 12 h / Ambient temperature

3: 77 percent / pyridine / 24 h / 0 °C

With pyridine; triethylamine; zinc(II) chloride; In methanol; water;
DOI:10.1021/jo00135a002

Reference yield:

: 2873-29-2
D-glucal triacetate

: 81625-90-3
benzyl 4,6-O-benzylidene-2-bromo-2-deoxy-3-O-(methylsulfonyl)-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 4 steps

1: N-bromosuccinimide / 8 h / 0 °C

2: triethylamine / methanol; H₂O / 8 h / Ambient temperature

3: 95 percent / zinc chloride / 12 h / Ambient temperature

4: 77 percent / pyridine / 24 h / 0 °C

With pyridine; N-Bromosuccinimide; triethylamine; zinc(II) chloride; In methanol; water;
DOI:10.1021/jo00135a002