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

Base Information

Chemical Name:phenyl 4-O-chloroacetyl-6-deoxy-2,3-di-O-pivaloyl-1-thio-β-D-galactopyranoside
CAS No.:257936-74-6
Molecular Formula:C₂₄H₃₃ClO₇S
Molecular Weight:501.041
Hs Code.:

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

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

There total 6 articles about phenyl 4-O-chloroacetyl-6-deoxy-2,3-di-O-pivaloyl-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: 89.0%

: 541-88-8
Chloroacetic anhydride

: 257936-72-4
phenyl 6-deoxy-2,3-di-O-pivaloyl-1-thio-β-D-galactopyranoside

: 257936-74-6
phenyl 4-O-chloroacetyl-6-deoxy-2,3-di-O-pivaloyl-1-thio-β-D-galactopyranoside

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

Reference yield:

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

: 257936-74-6
phenyl 4-O-chloroacetyl-6-deoxy-2,3-di-O-pivaloyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 6 steps

1.1: NaOMe / methanol

2.1: TsOH*H₂O / 4 h / 20 °C

3.1: 89 percent / 4-dimethylaminopyridine; pyridine / 20 - 100 °C

4.1: aq. TFA / 20 °C

5.1: Bu₂SnO / benzene / Heating

5.2: 1,2-dichloro-ethane / 1 h / 20 °C

6.1: 89 percent / pyridine / CH₂Cl₂ / 20 °C

With pyridine; dmap; sodium methylate; di(n-butyl)tin oxide; toluene-4-sulfonic acid; trifluoroacetic acid; In methanol; dichloromethane; benzene; 1.1: Deacetylation / 2.1: cyclocondensation / 3.1: Esterification / 4.1: Ring cleavage / 5.1: Cyclization / 5.2: Ring cleavage / 6.1: Acetylation;
DOI:10.1071/CH99031

Reference yield:

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

: 257936-74-6
phenyl 4-O-chloroacetyl-6-deoxy-2,3-di-O-pivaloyl-1-thio-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1.1: TsOH*H₂O / 4 h / 20 °C

2.1: 89 percent / 4-dimethylaminopyridine; pyridine / 20 - 100 °C

3.1: aq. TFA / 20 °C

4.1: Bu₂SnO / benzene / Heating

4.2: 1,2-dichloro-ethane / 1 h / 20 °C

5.1: 89 percent / pyridine / CH₂Cl₂ / 20 °C

With pyridine; dmap; di(n-butyl)tin oxide; toluene-4-sulfonic acid; trifluoroacetic acid; In dichloromethane; benzene; 1.1: cyclocondensation / 2.1: Esterification / 3.1: Ring cleavage / 4.1: Cyclization / 4.2: Ring cleavage / 5.1: Acetylation;
DOI:10.1071/CH99031