allyl 2-O-benzyl-(R)-4,6-O-benzylidene-3-deoxy-3,3-difluoro-β-D-ribo-hexopyranoside

Base Information

Chemical Name:allyl 2-O-benzyl-(R)-4,6-O-benzylidene-3-deoxy-3,3-difluoro-β-D-ribo-hexopyranoside
CAS No.:1207734-00-6
Molecular Formula:C₂₃H₂₄F₂O₅
Molecular Weight:418.437
Hs Code.:

Synonyms:allyl 2-O-benzyl-(R)-4,6-O-benzylidene-3-deoxy-3,3-difluoro-β-D-ribo-hexopyranoside

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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 allyl 2-O-benzyl-(R)-4,6-O-benzylidene-3-deoxy-3,3-difluoro-β-D-ribo-hexopyranoside

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Technology Process of allyl 2-O-benzyl-(R)-4,6-O-benzylidene-3-deoxy-3,3-difluoro-β-D-ribo-hexopyranoside

There total 2 articles about allyl 2-O-benzyl-(R)-4,6-O-benzylidene-3-deoxy-3,3-difluoro-β-D-ribo-hexopyranoside 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: 55.2%

: 1207733-99-0
allyl 2-O-benzyl-(R)-4,6-O-benzylidene-β-D-ribohexopyranoside-3-ulose

: 1207734-00-6
allyl 2-O-benzyl-(R)-4,6-O-benzylidene-3-deoxy-3,3-difluoro-β-D-ribo-hexopyranoside

Guidance literature:: With diethylamino-sulfur trifluoride; In dichloromethane; at 25 ℃; for 120h; Inert atmosphere;
DOI:10.1016/j.tet.2009.11.069 DOI:10.1016/j.tet.2009.12.010

Reference yield:

: 161277-33-4
allyl 2-O-benzyl-(R)-4,6-O-benzylidene-β-D-gluco-pyranoside

: 1207734-00-6
allyl 2-O-benzyl-(R)-4,6-O-benzylidene-3-deoxy-3,3-difluoro-β-D-ribo-hexopyranoside

Guidance literature:: Multi-step reaction with 2 steps

1.1: trifluoroacetic anhydride / dimethyl sulfoxide; dichloromethane / 2 h / -78 °C

1.2: 12 h / -78 - 25 °C

2.1: diethylamino-sulfur trifluoride / dichloromethane / 120 h / 25 °C

With diethylamino-sulfur trifluoride; trifluoroacetic anhydride; In dichloromethane; dimethyl sulfoxide;
DOI:10.1007/s00044-021-02715-8

Reference yield: 44.3%

: 1207734-00-6
allyl 2-O-benzyl-(R)-4,6-O-benzylidene-3-deoxy-3,3-difluoro-β-D-ribo-hexopyranoside

: 1207734-01-7
allyl 2-O-benzyl-3-deoxy-3,3-difluoro-β-D-ribo-hexopyranoside

Guidance literature:: With water; trifluoroacetic acid; In dichloromethane; at 25 ℃; for 1h;
DOI:10.1016/j.tet.2009.11.069 DOI:10.1016/j.tet.2009.12.010