phenyl 2-O-acetyl-3-O-benzyl-4,6-O-isopropylidene-1-thio-α-D-mannopyranoside

Base Information

Chemical Name:phenyl 2-O-acetyl-3-O-benzyl-4,6-O-isopropylidene-1-thio-α-D-mannopyranoside
CAS No.:252209-22-6
Molecular Formula:C₂₄H₂₈O₆S
Molecular Weight:444.549
Hs Code.:

Synonyms:phenyl 2-O-acetyl-3-O-benzyl-4,6-O-isopropylidene-1-thio-α-D-mannopyranoside

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Chemical Property of phenyl 2-O-acetyl-3-O-benzyl-4,6-O-isopropylidene-1-thio-α-D-mannopyranoside

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Technology Process of phenyl 2-O-acetyl-3-O-benzyl-4,6-O-isopropylidene-1-thio-α-D-mannopyranoside

There total 5 articles about phenyl 2-O-acetyl-3-O-benzyl-4,6-O-isopropylidene-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:

: 252209-20-4
phenyl 4,6-O-isopropylidene-1-thio-α-D-mannopyranoside

: 252209-22-6
phenyl 2-O-acetyl-3-O-benzyl-4,6-O-isopropylidene-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1: 98 percent / Bn₂SnO; Bu₄NBr / 4 Angstroem MS / acetonitrile / 20 h / 60 °C

2: 98 percent / pyridine / 14 h / 20 °C

With pyridine; tetrabutylammomium bromide; 4 Angstroem MS; In acetonitrile;
DOI:10.1021/ol990904t

Reference yield:

: 530-26-7
D-Mannose

: 252209-22-6
phenyl 2-O-acetyl-3-O-benzyl-4,6-O-isopropylidene-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine

2: BF₃*OEt₂

3: Na / methanol / 4 h / 20 °C

4: 3.62 g / p-TsOH / dimethylformamide / 70 h / 0 °C

5: 98 percent / Bn₂SnO; Bu₄NBr / 4 Angstroem MS / acetonitrile / 20 h / 60 °C

6: 98 percent / pyridine / 14 h / 20 °C

With pyridine; boron trifluoride diethyl etherate; tetrabutylammomium bromide; sodium; toluene-4-sulfonic acid; 4 Angstroem MS; In methanol; N,N-dimethyl-formamide; acetonitrile; 3: Zemplen deacetylation;
DOI:10.1021/ol990904t

Reference yield:

: 3947-62-4,6207-76-7,10343-06-3,19235-21-3,22554-70-7,22860-22-6,47339-09-3,57884-82-9,62057-79-8,70191-05-8,109525-54-4,140147-37-1
2,3,4,6-tetra-O-acetyl-D-mannopyranose

: 252209-22-6
phenyl 2-O-acetyl-3-O-benzyl-4,6-O-isopropylidene-1-thio-α-D-mannopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: BF₃*OEt₂

2: Na / methanol / 4 h / 20 °C

3: 3.62 g / p-TsOH / dimethylformamide / 70 h / 0 °C

4: 98 percent / Bn₂SnO; Bu₄NBr / 4 Angstroem MS / acetonitrile / 20 h / 60 °C

5: 98 percent / pyridine / 14 h / 20 °C

With pyridine; boron trifluoride diethyl etherate; tetrabutylammomium bromide; sodium; toluene-4-sulfonic acid; 4 Angstroem MS; In methanol; N,N-dimethyl-formamide; acetonitrile; 2: Zemplen deacetylation;
DOI:10.1021/ol990904t