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

Base Information

Chemical Name:acrylic acid (R)-1-{(4R,5R)-2,2-dimethyl-5-phenyl[1,3]dioxolan-4-yl}-2,2-difluorobut-3-enyl ester
CAS No.:910484-78-5
Molecular Formula:C₁₈H₂₀F₂O₄
Molecular Weight:338.351
Hs Code.:

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

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

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Technology Process of acrylic acid (R)-1-{(4R,5R)-2,2-dimethyl-5-phenyl[1,3]dioxolan-4-yl}-2,2-difluorobut-3-enyl ester

There total 6 articles about acrylic acid (R)-1-{(4R,5R)-2,2-dimethyl-5-phenyl[1,3]dioxolan-4-yl}-2,2-difluorobut-3-enyl ester 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: 83.0%

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

: 814-68-6,25189-84-8
acryloyl chloride

: 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

Guidance literature:: With dmap; triethylamine; In dichloromethane; at 20 - 30 ℃; for 44h;
DOI:10.1055/s-2006-942467

Reference yield:

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

: 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

Guidance literature:: Multi-step reaction with 6 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

6: 83 percent / Et₃N; DMAP / CH₂Cl₂ / 44 h / 20 - 30 °C

With dmap; 2,2,6,6-tetramethyl-piperidine-N-oxyl; indium; lithium aluminium tetrahydride; (DHQD)2PHAL; trichloroisocyanuric acid; potassium carbonate; toluene-4-sulfonic acid; triethylamine; 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:

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

: 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

Guidance literature:: Multi-step reaction with 5 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

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