methyl 2-C-α-difluoromethyl-2-O-benzoyl-3,5-di-O-tert-butylsilanediyl-β-D-arabinofuranoside

Base Information

Chemical Name:methyl 2-C-α-difluoromethyl-2-O-benzoyl-3,5-di-O-tert-butylsilanediyl-β-D-arabinofuranoside
CAS No.:867287-74-9
Molecular Formula:C₂₂H₃₂F₂O₆Si
Molecular Weight:458.575
Hs Code.:

Synonyms:methyl 2-C-α-difluoromethyl-2-O-benzoyl-3,5-di-O-tert-butylsilanediyl-β-D-arabinofuranoside

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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 methyl 2-C-α-difluoromethyl-2-O-benzoyl-3,5-di-O-tert-butylsilanediyl-β-D-arabinofuranoside

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Technology Process of methyl 2-C-α-difluoromethyl-2-O-benzoyl-3,5-di-O-tert-butylsilanediyl-β-D-arabinofuranoside

There total 6 articles about methyl 2-C-α-difluoromethyl-2-O-benzoyl-3,5-di-O-tert-butylsilanediyl-β-D-arabinofuranoside 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: 95.0%

: 867287-73-8
methyl 2-C-α-difluoromethyl-3,5-di-O-tert-butylsilanediyl-β-D-arabinofuranoside

: 98-88-4
benzoyl chloride

: 867287-74-9
methyl 2-C-α-difluoromethyl-2-O-benzoyl-3,5-di-O-tert-butylsilanediyl-β-D-arabinofuranoside

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 ℃;
DOI:10.1021/jo0507542

Reference yield:

: 867287-71-6
methyl 3,5-di-O-tert-butylsilanediyl-2-oxo-β-D-erythro-ribofuranoside

: 867287-74-9
methyl 2-C-α-difluoromethyl-2-O-benzoyl-3,5-di-O-tert-butylsilanediyl-β-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 3 steps

1: 63 percent / LiHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide / 2 h / -78 °C

2: 74 percent / SmI₂ / hexamethylphosphoric acid triamide; tetrahydrofuran / 0.17 h / 20 °C

3: 95 percent / 4-(dimethylamino)pyridine; triethylamine / CH₂Cl₂ / 20 °C

With dmap; samarium diiodide; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane;
DOI:10.1021/jo0507542

Reference yield:

: 867287-68-1
methyl 3,5-di-O-tert-butylsilanediyl-β-D-ribofuranoside

: 867287-74-9
methyl 2-C-α-difluoromethyl-2-O-benzoyl-3,5-di-O-tert-butylsilanediyl-β-D-arabinofuranoside

Guidance literature:: Multi-step reaction with 4 steps

1: 91 percent / Dess-Martin periodinane / CH₂Cl₂ / 0 - 20 °C

2: 63 percent / LiHMDS / tetrahydrofuran; hexamethylphosphoric acid triamide / 2 h / -78 °C

3: 74 percent / SmI₂ / hexamethylphosphoric acid triamide; tetrahydrofuran / 0.17 h / 20 °C

4: 95 percent / 4-(dimethylamino)pyridine; triethylamine / CH₂Cl₂ / 20 °C

With dmap; samarium diiodide; Dess-Martin periodane; triethylamine; lithium hexamethyldisilazane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; 1: Dess-Martin oxidation;
DOI:10.1021/jo0507542