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

Base Information

Chemical Name:(R)-1-{(4R,5R)-2,2-dimethyl-5-phenyl[1,3]dioxolan-4-yl}-2,2-difluorobut-3-en-1-ol
CAS No.:910484-75-2
Molecular Formula:C₁₅H₁₈F₂O₃
Molecular Weight:284.303
Hs Code.:

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

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Chemical Property of (R)-1-{(4R,5R)-2,2-dimethyl-5-phenyl[1,3]dioxolan-4-yl}-2,2-difluorobut-3-en-1-ol

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Technology Process of (R)-1-{(4R,5R)-2,2-dimethyl-5-phenyl[1,3]dioxolan-4-yl}-2,2-difluorobut-3-en-1-ol

There total 5 articles about (R)-1-{(4R,5R)-2,2-dimethyl-5-phenyl[1,3]dioxolan-4-yl}-2,2-difluorobut-3-en-1-ol 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:

: 103-26-4,1754-62-7
Methyl cinnamate

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

Guidance literature:: Multi-step reaction with 5 steps

1: 82 percent / hydroquinidine 1,4-phthalazinediyl diether; K₃Fe(CN)6; K₂CO₃ / OsO₄ / 2-methyl-propan-2-ol; H₂O / 34 h / 20 °C

2: 97 percent / p-TsOH*H₂O / CH₂Cl₂ / 12 h / 20 °C

3: 81 percent / LiAlH₄ / diethyl ether / 36 h / Heating

4: 97 percent / trichloroisocyanuric acid; TEMPO / CH₂Cl₂ / 1 h / 0 - 20 °C

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

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; indium; lithium aluminium tetrahydride; (DHQD)2PHAL; trichloroisocyanuric acid; potassium carbonate; toluene-4-sulfonic acid; potassium hexacyanoferrate(III); osmium(VIII) oxide; In diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; 1: Sharpless asymmetric dihydroxylation;
DOI:10.1055/s-2006-942467

Reference yield:

: 420-90-6
3-bromo-3,3-difluropropene

: 130796-32-6
(4S,5R)-trans-2,2-dimethyl-5-phenyl-1,3-dioxolan-4-carbaldehyde

: 910484-74-1
(S)-1-{(4R,5R)-2,2-dimethyl-5-phenyl[1,3]dioxolan-4-yl}-2,2-difluorobut-3-en-1-ol

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

Guidance literature:: With indium; In N,N-dimethyl-formamide; at 20 ℃; for 24h;
DOI:10.1055/s-2006-942467

Reference yield:

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

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

Guidance literature:: Multi-step reaction with 4 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

With 2,2,6,6-tetramethyl-piperidine-N-oxyl; indium; lithium aluminium tetrahydride; trichloroisocyanuric acid; toluene-4-sulfonic acid; In diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1055/s-2006-942467