(R)-6-{(4S,5R)-2,2-dimethyl-5-phenyl[1,3]dioxolan-4-yl}-5,5-difluoro-5,6-dihydropyran-2-one

Base Information

Chemical Name:(R)-6-{(4S,5R)-2,2-dimethyl-5-phenyl[1,3]dioxolan-4-yl}-5,5-difluoro-5,6-dihydropyran-2-one
CAS No.:910484-80-9
Molecular Formula:C₁₆H₁₆F₂O₄
Molecular Weight:310.297
Hs Code.:

Synonyms:(R)-6-{(4S,5R)-2,2-dimethyl-5-phenyl[1,3]dioxolan-4-yl}-5,5-difluoro-5,6-dihydropyran-2-one

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Chemical Property of (R)-6-{(4S,5R)-2,2-dimethyl-5-phenyl[1,3]dioxolan-4-yl}-5,5-difluoro-5,6-dihydropyran-2-one

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Technology Process of (R)-6-{(4S,5R)-2,2-dimethyl-5-phenyl[1,3]dioxolan-4-yl}-5,5-difluoro-5,6-dihydropyran-2-one

There total 7 articles about (R)-6-{(4S,5R)-2,2-dimethyl-5-phenyl[1,3]dioxolan-4-yl}-5,5-difluoro-5,6-dihydropyran-2-one 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: 62.0%

: 910484-78-5
acrylic acid (R)-1-{(4R,5R)-2,2-dimethyl-5-phenyl[1,3]dioxolan-4-yl}-2,2-difluorobut-3-enyl ester

: 910484-80-9
(R)-6-{(4S,5R)-2,2-dimethyl-5-phenyl[1,3]dioxolan-4-yl}-5,5-difluoro-5,6-dihydropyran-2-one

Guidance literature:: With titanium(IV) isopropylate; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In toluene; for 3.5h; Heating;
DOI:10.1055/s-2006-942467

Reference yield:

: 910484-75-2
(R)-1-{(4R,5R)-2,2-dimethyl-5-phenyl[1,3]dioxolan-4-yl}-2,2-difluorobut-3-en-1-ol

: 910484-80-9
(R)-6-{(4S,5R)-2,2-dimethyl-5-phenyl[1,3]dioxolan-4-yl}-5,5-difluoro-5,6-dihydropyran-2-one

Guidance literature:: Multi-step reaction with 2 steps

1: 83 percent / Et₃N; DMAP / CH₂Cl₂ / 44 h / 20 - 30 °C

2: 62 percent / Ti(i-PrO)4 / Grubbs' II catalyst / toluene / 3.5 h / Heating

With titanium(IV) isopropylate; dmap; triethylamine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; toluene;
DOI:10.1055/s-2006-942467

Reference yield:

: 124649-67-8
methyl (2S,3R)-3-phenyl-2,3-dihydroxypropanoate

: 910484-80-9
(R)-6-{(4S,5R)-2,2-dimethyl-5-phenyl[1,3]dioxolan-4-yl}-5,5-difluoro-5,6-dihydropyran-2-one

Guidance literature:: Multi-step reaction with 6 steps

1: 97 percent / p-TsOH*H₂O / CH₂Cl₂ / 12 h / 20 °C

2: 81 percent / LiAlH₄ / diethyl ether / 36 h / Heating

3: 97 percent / trichloroisocyanuric acid; TEMPO / CH₂Cl₂ / 1 h / 0 - 20 °C

4: In / dimethylformamide / 24 h / 20 °C

5: 83 percent / Et₃N; DMAP / CH₂Cl₂ / 44 h / 20 - 30 °C

6: 62 percent / Ti(i-PrO)4 / Grubbs' II catalyst / toluene / 3.5 h / Heating

With titanium(IV) isopropylate; dmap; 2,2,6,6-tetramethyl-piperidine-N-oxyl; indium; lithium aluminium tetrahydride; trichloroisocyanuric acid; toluene-4-sulfonic acid; triethylamine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1055/s-2006-942467