phenyl 2,3-di-O-benzoyl-4-O-chloroacetyl-6-deoxy-1-thio-β-D-galactopyranoside

Base Information

Chemical Name:phenyl 2,3-di-O-benzoyl-4-O-chloroacetyl-6-deoxy-1-thio-β-D-galactopyranoside
CAS No.:257936-58-6
Molecular Formula:C₂₈H₂₅ClO₇S
Molecular Weight:541.021
Hs Code.:

Synonyms:phenyl 2,3-di-O-benzoyl-4-O-chloroacetyl-6-deoxy-1-thio-β-D-galactopyranoside

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of phenyl 2,3-di-O-benzoyl-4-O-chloroacetyl-6-deoxy-1-thio-β-D-galactopyranoside

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Technology Process of phenyl 2,3-di-O-benzoyl-4-O-chloroacetyl-6-deoxy-1-thio-β-D-galactopyranoside

There total 6 articles about phenyl 2,3-di-O-benzoyl-4-O-chloroacetyl-6-deoxy-1-thio-β-D-galactopyranoside 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: 90.0%

: 541-88-8
Chloroacetic anhydride

: 257936-53-1
phenyl 2,3-di-O-benzoyl-6-deoxy-1-thio-β-D-galactopyranoside

: 257936-58-6
phenyl 2,3-di-O-benzoyl-4-O-chloroacetyl-6-deoxy-1-thio-β-D-galactopyranoside

Guidance literature:: With pyridine; In dichloromethane; at 20 ℃; for 4h;
DOI:10.1071/CH99031

Reference yield:

: 141193-62-6
Phenyl-2,3,4-tri-O-acetyl-6-desoxy-1-thio-β-D-galactopyranosid

: 257936-58-6
phenyl 2,3-di-O-benzoyl-4-O-chloroacetyl-6-deoxy-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1: NaOMe / methanol

2: TsOH*H₂O / 4 h / 20 °C

3: 89 percent / 4-dimethylaminopyridine; pyridine / CH₂Cl₂ / 4 h / 20 °C

4: aq. TFA / 20 °C

5: 4-dimethylaminopyridine; pyridine / CH₂Cl₂ / -60 - -50 °C

6: 90 percent / pyridine / CH₂Cl₂ / 4 h / 20 °C

With pyridine; dmap; sodium methylate; toluene-4-sulfonic acid; trifluoroacetic acid; In methanol; dichloromethane; 1: Deacetylation / 2: cyclocondensation / 3: Esterification / 4: Ring cleavage / 5: Esterification / 6: Acetylation;
DOI:10.1071/CH99031

Reference yield:

: 1214-98-8
phenyl 1-thio-β-D-fucopyranoside

: 257936-58-6
phenyl 2,3-di-O-benzoyl-4-O-chloroacetyl-6-deoxy-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: TsOH*H₂O / 4 h / 20 °C

2: 89 percent / 4-dimethylaminopyridine; pyridine / CH₂Cl₂ / 4 h / 20 °C

3: aq. TFA / 20 °C

4: 4-dimethylaminopyridine; pyridine / CH₂Cl₂ / -60 - -50 °C

5: 90 percent / pyridine / CH₂Cl₂ / 4 h / 20 °C

With pyridine; dmap; toluene-4-sulfonic acid; trifluoroacetic acid; In dichloromethane; 1: cyclocondensation / 2: Esterification / 3: Ring cleavage / 4: Esterification / 5: Acetylation;
DOI:10.1071/CH99031