(+)-(3R,5S)-methyl 2-benzyl-5-(hydroxymethyl)-3,5-dimethylisoxazolidine-3-carboxylate

Base Information

Chemical Name:(+)-(3R,5S)-methyl 2-benzyl-5-(hydroxymethyl)-3,5-dimethylisoxazolidine-3-carboxylate
CAS No.:1593586-14-1
Molecular Formula:C₁₅H₂₁NO₄
Molecular Weight:279.336
Hs Code.:

Synonyms:(+)-(3R,5S)-methyl 2-benzyl-5-(hydroxymethyl)-3,5-dimethylisoxazolidine-3-carboxylate

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Chemical Property of (+)-(3R,5S)-methyl 2-benzyl-5-(hydroxymethyl)-3,5-dimethylisoxazolidine-3-carboxylate

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Technology Process of (+)-(3R,5S)-methyl 2-benzyl-5-(hydroxymethyl)-3,5-dimethylisoxazolidine-3-carboxylate

There total 2 articles about (+)-(3R,5S)-methyl 2-benzyl-5-(hydroxymethyl)-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: 78.0%

: 1593585-81-9
(+)-(3R,5S)-methyl 2-benzyl-5-formyl-3,5-dimethylisoxazolidine-3-carboxylate

: 1593586-14-1
(+)-(3R,5S)-methyl 2-benzyl-5-(hydroxymethyl)-3,5-dimethylisoxazolidine-3-carboxylate

Guidance literature:: With sodium tris(acetoxy)borohydride; acetic acid; In tetrahydrofuran; at 20 ℃; for 17h; Inert atmosphere;
DOI:10.1021/jo5001737

Reference yield:

: 1206188-40-0
C₁₁H₁₃NO₃

: 1593586-14-1
(+)-(3R,5S)-methyl 2-benzyl-5-(hydroxymethyl)-3,5-dimethylisoxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

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

1.2: 144 h / -10 °C / Inert atmosphere

2.1: sodium tris(acetoxy)borohydride; acetic acid / tetrahydrofuran / 17 h / 20 °C / Inert atmosphere

With [Ru(η5-cyclopentadienyl)(BIPHOP-F)(acetone)][SbF6]; sodium tris(acetoxy)borohydride; acetic acid; In tetrahydrofuran; tert-butyl methyl ether;
DOI:10.1021/jo5001737