(-)-4-O-benzoyl-2,3-O-isopropylidene-1,6-dideoxy-1,6-thioanhydro-D-mannopyranose

Base Information

Chemical Name:(-)-4-O-benzoyl-2,3-O-isopropylidene-1,6-dideoxy-1,6-thioanhydro-D-mannopyranose
CAS No.:136794-40-6
Molecular Formula:C₁₆H₁₈O₅S
Molecular Weight:322.382
Hs Code.:

Synonyms:(-)-4-O-benzoyl-2,3-O-isopropylidene-1,6-dideoxy-1,6-thioanhydro-D-mannopyranose

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Chemical Property of (-)-4-O-benzoyl-2,3-O-isopropylidene-1,6-dideoxy-1,6-thioanhydro-D-mannopyranose

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Technology Process of (-)-4-O-benzoyl-2,3-O-isopropylidene-1,6-dideoxy-1,6-thioanhydro-D-mannopyranose

There total 6 articles about (-)-4-O-benzoyl-2,3-O-isopropylidene-1,6-dideoxy-1,6-thioanhydro-D-mannopyranose 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: 75.0%

: 98-88-4
benzoyl chloride

: 149712-83-4
(-)-2,3-O-isopropylidene-1,6-dideoxy-1,6-thioanhydro-D-mannopyranose

: 136794-40-6
(-)-4-O-benzoyl-2,3-O-isopropylidene-1,6-dideoxy-1,6-thioanhydro-D-mannopyranose

Guidance literature:: With pyridine; for 2h; Ambient temperature;
DOI:10.1021/jm00070a006

Reference yield:

: 78478-66-7
1,2,3,4-tetra-O-acetyl-6-O-deoxy-6-tosyl-α/β-D-mannopyranose

: 136794-40-6
(-)-4-O-benzoyl-2,3-O-isopropylidene-1,6-dideoxy-1,6-thioanhydro-D-mannopyranose

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / HBr / acetic acid / 15 h / Ambient temperature

2: potassium O-ethylxanthate / dimethylformamide / 15 h / Ambient temperature

3: conc. NH₄OH / methanol / 15 h / Ambient temperature

4: 81 percent / p-toluenesulfonic acid / acetone / 2 h / 55 °C

5: 75 percent / pyridine / 2 h / Ambient temperature

With pyridine; ammonium hydroxide; hydrogen bromide; potassium ethyl xanthogenate; toluene-4-sulfonic acid; In methanol; acetic acid; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm00070a006

Reference yield:

: 530-26-7
D-Mannose

: 136794-40-6
(-)-4-O-benzoyl-2,3-O-isopropylidene-1,6-dideoxy-1,6-thioanhydro-D-mannopyranose

Guidance literature:: Multi-step reaction with 7 steps

1: pyridine / 2 h / Ambient temperature

2: pyridine / 2 h / Ambient temperature

3: 98 percent / HBr / acetic acid / 15 h / Ambient temperature

4: potassium O-ethylxanthate / dimethylformamide / 15 h / Ambient temperature

5: conc. NH₄OH / methanol / 15 h / Ambient temperature

6: 81 percent / p-toluenesulfonic acid / acetone / 2 h / 55 °C

7: 75 percent / pyridine / 2 h / Ambient temperature

With pyridine; ammonium hydroxide; hydrogen bromide; potassium ethyl xanthogenate; toluene-4-sulfonic acid; In methanol; acetic acid; N,N-dimethyl-formamide; acetone;
DOI:10.1021/jm00070a006