ethyl 2,2-difluoro-2-(3,4,6-tri-O-benzyl-α-D-lyxo-hexopyranosid-2-ulosyl)acetate

Base Information

Chemical Name:ethyl 2,2-difluoro-2-(3,4,6-tri-O-benzyl-α-D-lyxo-hexopyranosid-2-ulosyl)acetate
CAS No.:944733-24-8
Molecular Formula:C₃₁H₃₂F₂O₇
Molecular Weight:554.588
Hs Code.:

Synonyms:ethyl 2,2-difluoro-2-(3,4,6-tri-O-benzyl-α-D-lyxo-hexopyranosid-2-ulosyl)acetate

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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 ethyl 2,2-difluoro-2-(3,4,6-tri-O-benzyl-α-D-lyxo-hexopyranosid-2-ulosyl)acetate

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Technology Process of ethyl 2,2-difluoro-2-(3,4,6-tri-O-benzyl-α-D-lyxo-hexopyranosid-2-ulosyl)acetate

There total 3 articles about ethyl 2,2-difluoro-2-(3,4,6-tri-O-benzyl-α-D-lyxo-hexopyranosid-2-ulosyl)acetate 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: 58.0%

: 667-27-6
Ethyl bromodifluoroacetate

: 138511-92-9
1,5-anhydro-2,3,4,6-tetra-O-benzyl-D-lyxo-hex-1-enitol

: 944733-24-8
ethyl 2,2-difluoro-2-(3,4,6-tri-O-benzyl-α-D-lyxo-hexopyranosid-2-ulosyl)acetate

Guidance literature:: With triethyl borane; In tetrahydrofuran; N,N-dimethyl-formamide; at 20 ℃; for 48h;
DOI:10.1021/ol070835f

Reference yield:

: 139903-48-3,139903-49-4,143995-67-9
phenyl-2,3,4,6-tetra-O-benzyl-1-seleno-β-D-galactopyrannoside

: 944733-24-8
ethyl 2,2-difluoro-2-(3,4,6-tri-O-benzyl-α-D-lyxo-hexopyranosid-2-ulosyl)acetate

Guidance literature:: Multi-step reaction with 2 steps

1: 84 percent / i-Pr₂NEt; t-BuOOH; Ti(Oi-Pr)4 / CH₂Cl₂; hexane / 3 h / 0 °C

2: 58 percent / BEt₃ / dimethylformamide; tetrahydrofuran / 48 h / 20 °C

With titanium(IV) isopropylate; tert.-butylhydroperoxide; triethyl borane; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ol070835f