(R)-1-benzhydryl 3-(tert-butyl )-2-fluoro-2-allylmalonate

Base Information

Chemical Name:(R)-1-benzhydryl 3-(tert-butyl )-2-fluoro-2-allylmalonate
CAS No.:1562415-26-2
Molecular Formula:C₂₃H₂₅FO₄
Molecular Weight:384.448
Hs Code.:

Synonyms:

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Chemical Property of (R)-1-benzhydryl 3-(tert-butyl )-2-fluoro-2-allylmalonate

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Technology Process of (R)-1-benzhydryl 3-(tert-butyl )-2-fluoro-2-allylmalonate

There total 3 articles about (R)-1-benzhydryl 3-(tert-butyl )-2-fluoro-2-allylmalonate 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:

: 1277102-49-4
fluoromalonic acid diphenylmethyl tert-butyl ester

: 106-95-6
allyl bromide

: 1562415-26-2
(R)-1-benzhydryl 3-(tert-butyl )-2-fluoro-2-allylmalonate

: (S)-1-benzhydryl 3-(tert-butyl )-2-fluoro-2-allylmalonate

Guidance literature:: With (11bS,11b’S)-2,6-bis(3,4,5-trifluorophenyl)-3,3’,5,5’-tetrahydro-4,4’-spirobi[dinaphtho[2,1-c:1’,2’-e]azepin]-4-ium bromide; potassium hydroxide; In toluene; at -40 ℃; for 48h; Overall yield = 82 %; Overall yield = 18.30 mg; enantioselective reaction;
DOI:10.1039/c3ob42107d

Reference yield:

: 1277102-70-1
fluoromalonic acid tert-butyl methyl ester

: 1562415-26-2
(R)-1-benzhydryl 3-(tert-butyl )-2-fluoro-2-allylmalonate

: (S)-1-benzhydryl 3-(tert-butyl )-2-fluoro-2-allylmalonate

Guidance literature:: Multi-step reaction with 3 steps

1: lithium hydroxide / water; tetrahydrofuran / 0.67 h / 20 °C

2: triethylamine / acetonitrile / 4 h / 20 °C / Reflux

3: (11bS,11b’S)-2,6-bis(3,4,5-trifluorophenyl)-3,3’,5,5’-tetrahydro-4,4’-spirobi[dinaphtho[2,1-c:1’,2’-e]azepin]-4-ium bromide; potassium hydroxide / toluene / 48 h / -40 °C

With (11bS,11b’S)-2,6-bis(3,4,5-trifluorophenyl)-3,3’,5,5’-tetrahydro-4,4’-spirobi[dinaphtho[2,1-c:1’,2’-e]azepin]-4-ium bromide; triethylamine; potassium hydroxide; lithium hydroxide; In tetrahydrofuran; water; toluene; acetonitrile;
DOI:10.1039/c3ob42107d

Reference yield:

: C₇H₁₁FO₄

: 1562415-26-2
(R)-1-benzhydryl 3-(tert-butyl )-2-fluoro-2-allylmalonate

: (S)-1-benzhydryl 3-(tert-butyl )-2-fluoro-2-allylmalonate

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / acetonitrile / 4 h / 20 °C / Reflux

2: (11bS,11b’S)-2,6-bis(3,4,5-trifluorophenyl)-3,3’,5,5’-tetrahydro-4,4’-spirobi[dinaphtho[2,1-c:1’,2’-e]azepin]-4-ium bromide; potassium hydroxide / toluene / 48 h / -40 °C

With (11bS,11b’S)-2,6-bis(3,4,5-trifluorophenyl)-3,3’,5,5’-tetrahydro-4,4’-spirobi[dinaphtho[2,1-c:1’,2’-e]azepin]-4-ium bromide; triethylamine; potassium hydroxide; In toluene; acetonitrile;
DOI:10.1039/c3ob42107d