(+)-(3R,5S)-tert-butyl 2-benzyl-5-formyl-3,5-dimethylisoxazolidine-3-carboxylate

Base Information

Chemical Name:(+)-(3R,5S)-tert-butyl 2-benzyl-5-formyl-3,5-dimethylisoxazolidine-3-carboxylate
CAS No.:1593585-87-5
Molecular Formula:C₁₈H₂₅NO₄
Molecular Weight:319.401
Hs Code.:

Synonyms:(+)-(3R,5S)-tert-butyl 2-benzyl-5-formyl-3,5-dimethylisoxazolidine-3-carboxylate

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Chemical Property of (+)-(3R,5S)-tert-butyl 2-benzyl-5-formyl-3,5-dimethylisoxazolidine-3-carboxylate

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Technology Process of (+)-(3R,5S)-tert-butyl 2-benzyl-5-formyl-3,5-dimethylisoxazolidine-3-carboxylate

There total 3 articles about (+)-(3R,5S)-tert-butyl 2-benzyl-5-formyl-3,5-dimethylisoxazolidine-3-carboxylate 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:

: 78-85-3,25120-30-3
2-methylpropenal

: 1593585-68-2
(E)-N-(1-(tert-butoxy)-1-oxopropan-2-ylidene)-1-phenylmethanamine oxide

: 1593585-87-5
(+)-(3R,5S)-tert-butyl 2-benzyl-5-formyl-3,5-dimethylisoxazolidine-3-carboxylate

: (+)-(3S,5S)-tert-butyl 2-benzyl-5-formyl-3,5-dimethylisoxazolidine-3-carboxylate

Guidance literature:: (E)-N-(1-(tert-butoxy)-1-oxopropan-2-ylidene)-1-phenylmethanamine oxide; With [Ru(η5-cyclopentadienyl)(BIPHOP-F)(acetone)][SbF6]; In tert-butyl methyl ether; at -10 ℃; for 0.0833333h; Inert atmosphere;

2-methylpropenal; In tert-butyl methyl ether; at -10 ℃; for 144h; Overall yield = 99 %; Overall yield = 79 mg; enantioselective reaction; Inert atmosphere;
DOI:10.1021/jo5001737

Reference yield:

: 622-30-0
N-benzyl hydroxylalmine

: 1593585-87-5
(+)-(3R,5S)-tert-butyl 2-benzyl-5-formyl-3,5-dimethylisoxazolidine-3-carboxylate

: (+)-(3S,5S)-tert-butyl 2-benzyl-5-formyl-3,5-dimethylisoxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: dichloromethane / 16 h / 20 °C / Inert atmosphere

2.1: [Ru(η5-cyclopentadienyl)(BIPHOP-F)(acetone)][SbF6] / tert-butyl methyl ether / 0.08 h / -10 °C / Inert atmosphere

2.2: 144 h / -10 °C / Inert atmosphere

With [Ru(η5-cyclopentadienyl)(BIPHOP-F)(acetone)][SbF6]; In dichloromethane; tert-butyl methyl ether;
DOI:10.1021/jo5001737

Reference yield:

: 76849-54-2
t-butyl pyruvate

: 1593585-87-5
(+)-(3R,5S)-tert-butyl 2-benzyl-5-formyl-3,5-dimethylisoxazolidine-3-carboxylate

: (+)-(3S,5S)-tert-butyl 2-benzyl-5-formyl-3,5-dimethylisoxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: dichloromethane / 16 h / 20 °C / Inert atmosphere

2.1: [Ru(η5-cyclopentadienyl)(BIPHOP-F)(acetone)][SbF6] / tert-butyl methyl ether / 0.08 h / -10 °C / Inert atmosphere

2.2: 144 h / -10 °C / Inert atmosphere

With [Ru(η5-cyclopentadienyl)(BIPHOP-F)(acetone)][SbF6]; In dichloromethane; tert-butyl methyl ether;
DOI:10.1021/jo5001737