2,6-di-O-acetyl-3,4-O-isopropylidene-β-D-galactopyranosyl phenyl sulphone

Base Information

• Chemical Name: 2,6-di-O-acetyl-3,4-O-isopropylidene-β-D-galactopyranosyl phenyl sulphone
• CAS No.: 124477-05-0
• Molecular Formula: C₁₉H₂₄O₉S
• Molecular Weight: 428.46
• Mol file: 124477-05-0.mol

Synonyms:2,6-di-O-acetyl-3,4-O-isopropylidene-β-D-galactopyranosyl phenyl sulphone

Chemical Property of 2,6-di-O-acetyl-3,4-O-isopropylidene-β-D-galactopyranosyl phenyl sulphone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2,6-di-O-acetyl-3,4-O-isopropylidene-β-D-galactopyranosyl phenyl sulphone

There total 5 articles about 2,6-di-O-acetyl-3,4-O-isopropylidene-β-D-galactopyranosyl phenyl sulphone 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: 97.0%

phenyl 2,6-di-O-acetyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside (124476-99-9) → 2,6-di-O-acetyl-3,4-O-isopropylidene-β-D-galactopyranosyl phenyl sulphone (124477-05-0)

Guidance literature:

With ruthenium trichloride; sodium periodate; In tetrachloromethane; water; acetonitrile; for 0.166667h; Ambient temperature;

DOI:10.1016/0008-6215(89)84061-3

Reference yield:

(2R,3S,4S,5R,6S)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol (2936-70-1,5624-48-6,13992-15-9,16758-34-2,28244-97-5,77481-62-0,77481-63-1,105088-17-3,149495-84-1) → 2,6-di-O-acetyl-3,4-O-isopropylidene-β-D-galactopyranosyl phenyl sulphone (124477-05-0)

Guidance literature:

Multi-step reaction with 4 steps

1: (+/-)-10 CSA / 48 h / Ambient temperature

2: acidic work-up

3: 95 percent / pyridine / 3 h / Ambient temperature

4: 97 percent / ruthenium(III) chloride hydrate, sodium periodate / acetonitrile; CCl₄; H₂O / 0.17 h / Ambient temperature

With ruthenium trichloride; sodium periodate; 10-camphorsufonic acid; In pyridine; tetrachloromethane; water; acetonitrile;

DOI:10.1016/0008-6215(89)84061-3

Reference yield:

phenyl 3,4-O-isopropylidene-1-thio-β-D-galactopyranoside (120095-47-8) → 2,6-di-O-acetyl-3,4-O-isopropylidene-β-D-galactopyranosyl phenyl sulphone (124477-05-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / pyridine / 3 h / Ambient temperature

2: 97 percent / ruthenium(III) chloride hydrate, sodium periodate / acetonitrile; CCl₄; H₂O / 0.17 h / Ambient temperature

With ruthenium trichloride; sodium periodate; In pyridine; tetrachloromethane; water; acetonitrile;

DOI:10.1016/0008-6215(89)84061-3

upstream raw materials:

phenyl 2,6-di-O-acetyl-3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

(2R,3S,4S,5R,6S)-2-Hydroxymethyl-6-phenylsulfanyl-tetrahydro-pyran-3,4,5-triol

phenyl 3,4-O-isopropylidene-1-thio-β-D-galactopyranoside

phenyl 2,6-di-O-benzoyl-3,4-O-(isopropylidene)-1-thio-β-D-galactopyranoside

Downstream raw materials:

1-O-acetyl-2,6-anhydro-5-deoxy-3,4-O-(1-methylethylidene)-D-arabino-hex-5-enitol

2,6-anhydro-5-deoxy-3,4-O-isopropylidene-D-arabino-hex-5-enitol