C₂₈H₂₈Cl₅N₃O₁₄

Base Information

• Chemical Name: C₂₈H₂₈Cl₅N₃O₁₄
• CAS No.: 1362209-83-3
• Molecular Formula: C₂₈H₂₈Cl₅N₃O₁₄
• Molecular Weight: 807.807
• Mol file: 1362209-83-3.mol

Synonyms:C₂₈H₂₈Cl₅N₃O₁₄

Chemical Property of C₂₈H₂₈Cl₅N₃O₁₄

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of C₂₈H₂₈Cl₅N₃O₁₄

There total 19 articles about C₂₈H₂₈Cl₅N₃O₁₄ 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:

(2'S,3aS,5'R,6aS)-tert-butyl 5'-((S)-2-(4-acetoxy-3,5-dichlorobenzamido)-2-phenylethyl)-2-oxo-1'-(2,2,2-trichloroacetyl)-3a,6a-dihydrospiro[cyclopenta[d]oxazole-6,2'-pyrrolidine]-3(2H)-carboxylate (1362209-81-1) → C28H28Cl5N3O14 (1362209-83-3)

Guidance literature:

With sodium periodate; ruthenium(III) trichloride hydrate; In water; ethyl acetate; acetonitrile; at 20 ℃; for 24h;

DOI:10.1021/ol300431n

Reference yield:

tert-butyl ((S)-2-((2R,5S,9S)-9-(carbamoyloxy)-1-(2,2,2-trichloroacetyl)-1-azaspiro[4.4]non-6-en-2-yl)-1-phenylethyl)carbamate (1362209-70-8) → C28H28Cl5N3O14 (1362209-83-3)

Guidance literature:

Multi-step reaction with 5 steps

1.1: bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}; [bis(acetoxy)iodo]benzene; magnesium oxide / benzene / 12 h / 20 °C

2.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

2.2: 20 °C

3.1: sodium hydrogencarbonate / dichloromethane / 0.67 h / 20 °C

4.1: dmap; triethylamine / dichloromethane / 1 h / 20 °C

5.1: sodium periodate; ruthenium(III) trichloride hydrate / water; ethyl acetate; acetonitrile / 24 h / 20 °C

With dmap; sodium periodate; bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}; [bis(acetoxy)iodo]benzene; ruthenium(III) trichloride hydrate; magnesium oxide; sodium hydrogencarbonate; triethylamine; trifluoroacetic acid; In dichloromethane; water; ethyl acetate; acetonitrile; benzene; 3.1: Schotten-Baumann reaction;

DOI:10.1021/ol300431n

Reference yield:

(R)-3-(tert-butyldimethylsilyloxy)-5-phenylpent-1-ene (1287305-45-6) → C28H28Cl5N3O14 (1362209-83-3)

Guidance literature:

Multi-step reaction with 17 steps

1.1: tetrahydrofuran / 4 h / 20 °C

2.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; sodium hydroxide / tetrahydrofuran / 2 h / 20 °C

3.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / dichloromethane / 1 h / -30 - -10 °C

4.1: potassium carbonate / 5,5-dimethyl-1,3-cyclohexadiene / 0.33 h / 170 °C

5.1: pyridine hydrogenfluoride / acetonitrile / 1 h / 20 °C

6.1: sulphamoyl chloride / N,N-dimethyl acetamide; acetonitrile / 0.25 h / 20 °C

7.1: dirhodium tetraacetate; [bis(acetoxy)iodo]benzene; magnesium oxide / dichloromethane / 1 h / 40 °C

8.1: dmap; triethylamine / tetrahydrofuran / 1.5 h / 20 °C

9.1: water; sodium hydride / tetrahydrofuran; mineral oil / 0 °C

10.1: water; 2,3-dicyano-5,6-dichloro-p-benzoquinone / dichloromethane / 2 h / 20 °C / pH 7 / aq. phosphate buffer

11.1: dichloromethane / 0.25 h / 20 °C / Cooling with ice

12.1: methanol; potassium carbonate / dichloromethane / 2 h / 20 °C

13.1: bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}; [bis(acetoxy)iodo]benzene; magnesium oxide / benzene / 12 h / 20 °C

14.1: trifluoroacetic acid / dichloromethane / 3 h / 20 °C

14.2: 20 °C

15.1: sodium hydrogencarbonate / dichloromethane / 0.67 h / 20 °C

16.1: dmap; triethylamine / dichloromethane / 1 h / 20 °C

17.1: sodium periodate; ruthenium(III) trichloride hydrate / water; ethyl acetate; acetonitrile / 24 h / 20 °C

With methanol; dmap; dirhodium tetraacetate; sodium periodate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; bis{rhodium[3,3'-(1,3-phenylene)bis(2,2-dimethylpropanoic acid)]}; [bis(acetoxy)iodo]benzene; ruthenium(III) trichloride hydrate; sulphamoyl chloride; water; magnesium oxide; sodium hydride; sodium hydrogencarbonate; potassium carbonate; pyridine hydrogenfluoride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; trifluoroacetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; sodium hydroxide; In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; dichloromethane; N,N-dimethyl acetamide; water; ethyl acetate; acetonitrile; mineral oil; benzene; 2.1: Suzuki-Miyaura coupling / 4.1: Overman rearrangement / 15.1: Schotten-Baumann reaction;

DOI:10.1021/ol300431n

upstream raw materials:

(R)-3-(tert-butyldimethylsilyloxy)-5-phenylpent-1-ene

tert-butyl ((S)-2-((2R,5S,9S)-9-hydroxy-1-(2,2,2-trichloroacetyl)-1-azaspiro[4.4]non-6-en-2-yl)-1-phenylethyl)carbamate

tert-butyl ((S)-2-((2R,5S,9S)-9-(carbamoyloxy)-1-(2,2,2-trichloroacetyl)-1-azaspiro[4.4]non-6-en-2-yl)-1-phenylethyl)carbamate

tert-butyl ((S)-2-((2'S,3aS,5'R,6aS)-2-oxo-1'-(2,2,2-trichloroacetyl)-2,3,3a,6a-tetrahydrospiro[cyclopenta[d]oxazole-6,2'-pyrrolidin]-5'-yl)-1-phenylethyl)carbamate