(3R,4R,5R)-ethyl 2-benzyl-5-ethyl-4-(hydroxymethyl)-3-methylisoxazolidine-3-carboxylate

Base Information

Chemical Name:(3R,4R,5R)-ethyl 2-benzyl-5-ethyl-4-(hydroxymethyl)-3-methylisoxazolidine-3-carboxylate
CAS No.:1373354-22-3
Molecular Formula:C₁₇H₂₅NO₄
Molecular Weight:307.39
Hs Code.:

Synonyms:(3R,4R,5R)-ethyl 2-benzyl-5-ethyl-4-(hydroxymethyl)-3-methylisoxazolidine-3-carboxylate

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Chemical Property of (3R,4R,5R)-ethyl 2-benzyl-5-ethyl-4-(hydroxymethyl)-3-methylisoxazolidine-3-carboxylate

Chemical Property:

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Technology Process of (3R,4R,5R)-ethyl 2-benzyl-5-ethyl-4-(hydroxymethyl)-3-methylisoxazolidine-3-carboxylate

There total 5 articles about (3R,4R,5R)-ethyl 2-benzyl-5-ethyl-4-(hydroxymethyl)-3-methylisoxazolidine-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:

: 1373354-12-1
(3R,4S,5R)-ethyl 2-benzyl-5-ethyl-4-formyl-3-methylisoxazolidine-3-carboxylate

: 1373354-22-3
(3R,4R,5R)-ethyl 2-benzyl-5-ethyl-4-(hydroxymethyl)-3-methylisoxazolidine-3-carboxylate

Guidance literature:: (3R,4S,5R)-ethyl 2-benzyl-5-ethyl-4-formyl-3-methylisoxazolidine-3-carboxylate; With sodium tetrahydroborate; In methanol; at 0 ℃; for 0.5h;

With water; In methanol;
DOI:10.1016/j.tetasy.2012.02.003

Reference yield:

: ethyl 2-benzyl-5-ethyl-4-formyl-3-methylisoxazolidine-3-carboxylate

: 1373354-22-3
(3R,4R,5R)-ethyl 2-benzyl-5-ethyl-4-(hydroxymethyl)-3-methylisoxazolidine-3-carboxylate

: ethyl 2-benzyl-5-ethyl-4-(hydroxymethyl)-3-methylisoxazolidine-3-carboxylate

: ethyl 2-benzyl-5-ethyl-4-(hydroxymethyl)-3-methylisoxazolidine-3-carboxylate

Guidance literature:: With sodium tetrahydroborate; In tetrahydrofuran; at 0 ℃; for 1h; Overall yield = 63 %; Overall yield = 5 mg; stereoselective reaction;
DOI:10.1002/ejoc.201701307

Reference yield:

: 617-35-6
2-oxo-propionic acid ethyl ester

: 1373354-22-3
(3R,4R,5R)-ethyl 2-benzyl-5-ethyl-4-(hydroxymethyl)-3-methylisoxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

2: (2S,2'S)-N,N'-((S)-1,1'-binaphthyl-2,2'-diyl)bis(2-amino-3-phenylpropanamide); trifluorormethanesulfonic acid; water / nitromethane / 168 h / 4 °C

3: sodium tetrahydroborate / methanol / 0.5 h / 0 °C

With sodium tetrahydroborate; trifluorormethanesulfonic acid; (2S,2'S)-N,N'-((S)-1,1'-binaphthyl-2,2'-diyl)bis(2-amino-3-phenylpropanamide); water; In methanol; nitromethane;
DOI:10.1016/j.tetasy.2012.02.003