tert-butyl methyl (R)-2-(benzoyloxy)-2-benzylmalonate

Base Information

Chemical Name:tert-butyl methyl (R)-2-(benzoyloxy)-2-benzylmalonate
CAS No.:1241794-93-3
Molecular Formula:C₂₂H₂₄O₆
Molecular Weight:384.429
Hs Code.:

Synonyms:tert-butyl methyl (R)-2-(benzoyloxy)-2-benzylmalonate

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Chemical Property of tert-butyl methyl (R)-2-(benzoyloxy)-2-benzylmalonate

Chemical Property:

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Technology Process of tert-butyl methyl (R)-2-(benzoyloxy)-2-benzylmalonate

There total 4 articles about tert-butyl methyl (R)-2-(benzoyloxy)-2-benzylmalonate 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:

: 4491-46-7
2-benzyl-malonic acid tert-butyl ester methyl ester

: 94-36-0
dibenzoyl peroxide

: 1241794-93-3
tert-butyl methyl (R)-2-(benzoyloxy)-2-benzylmalonate

: tert-butyl methyl (S)-2-(benzoyloxy)-2-benzylmalonate

Guidance literature:: With C₂₇H₃₁N₂O₂⁽¹⁺⁾*Cl^(1-); potassium hydroxide; In water; toluene; at 0 ℃; for 24h; Reagent/catalyst; Overall yield = 45 %Spectr.; enantioselective reaction;
DOI:10.1021/acs.orglett.6b02682

Reference yield:

: 1241794-80-8
tert-butyl methyl 2-(benzoyloxy)malonate

: 100-39-0
benzyl bromide

: 1241794-93-3
tert-butyl methyl (R)-2-(benzoyloxy)-2-benzylmalonate

: tert-butyl methyl (S)-2-(benzoyloxy)-2-benzylmalonate

Guidance literature:: With (S,S)-2,6-bis(3,5-bis(trifluoromethyl)phenyl)-3,3’,5,5’-tetrahydro-4,4’-spirobi[dinaphtho[2,1-c:1’,2’-e]azepin]-4-ium bromide; potassium hydroxide; In toluene; at 0 ℃; for 3h; optical yield given as %ee; enantioselective reaction;
DOI:10.1002/asia.200900344

Reference yield:

: 100-39-0
benzyl bromide

: 1241794-93-3
tert-butyl methyl (R)-2-(benzoyloxy)-2-benzylmalonate

: tert-butyl methyl (S)-2-(benzoyloxy)-2-benzylmalonate

Guidance literature:: Multi-step reaction with 2 steps

1.1: sodium hydride / N,N-dimethyl-formamide / 30 h / 0 °C

1.2: 24 h / 0 - 20 °C

2.1: potassium hydroxide; C₂₇H₃₁N₂O₂⁽¹⁺⁾*Cl^(1-) / toluene; water / 24 h / 0 °C

With C₂₇H₃₁N₂O₂⁽¹⁺⁾*Cl^(1-); sodium hydride; potassium hydroxide; In water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/acs.orglett.6b02682