(3R,4S,5R)-methyl 2-benzyl-4-formyl-3,5-dimethylisoxazolidine-3-carboxylate

Base Information

Chemical Name:(3R,4S,5R)-methyl 2-benzyl-4-formyl-3,5-dimethylisoxazolidine-3-carboxylate
CAS No.:1373354-05-2
Molecular Formula:C₁₅H₁₉NO₄
Molecular Weight:277.32
Hs Code.:

Synonyms:(3R,4S,5R)-methyl 2-benzyl-4-formyl-3,5-dimethylisoxazolidine-3-carboxylate

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Chemical Property of (3R,4S,5R)-methyl 2-benzyl-4-formyl-3,5-dimethylisoxazolidine-3-carboxylate

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Technology Process of (3R,4S,5R)-methyl 2-benzyl-4-formyl-3,5-dimethylisoxazolidine-3-carboxylate

There total 3 articles about (3R,4S,5R)-methyl 2-benzyl-4-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: 58.0%

: 123-73-9,4170-30-3
trans-Crotonaldehyde

: 1206188-40-0
C₁₁H₁₃NO₃

: 1373354-05-2
(3R,4S,5R)-methyl 2-benzyl-4-formyl-3,5-dimethylisoxazolidine-3-carboxylate

Guidance literature:: With (5S)-(?)-2,2,3-trimethyl-5-benzyl-4-imidazolidinone monohydrochloride; In nitromethane; at -20 ℃; for 168h; stereoselective reaction;
DOI:10.1002/ejoc.201701307

Reference yield:

: 123-73-9,4170-30-3
trans-Crotonaldehyde

: 1206188-40-0
(E)-N-(1-methoxy-1-oxopropan-2-ylidene)(phenyl)methanamine N-oxide

: (3S,4R,5S)-2-benzyl-4-formyl-3-methoxycarbonyl-3,5-dimethylisoxazolidine

: 1373354-05-2
(3R,4S,5R)-methyl 2-benzyl-4-formyl-3,5-dimethylisoxazolidine-3-carboxylate

Guidance literature:: With trifluorormethanesulfonic acid; (2S,2'S)-N,N'-((S)-1,1'-binaphthyl-2,2'-diyl)bis(2-amino-3-phenylpropanamide); water; In nitromethane; at 4 ℃; for 72h; optical yield given as %ee; enantioselective reaction;
DOI:10.1016/j.tetasy.2012.02.003

Reference yield:

: 29601-98-7
N-benzylhydroxylamine hydrochloride

: (3S,4R,5S)-2-benzyl-4-formyl-3-methoxycarbonyl-3,5-dimethylisoxazolidine

: 1373354-05-2
(3R,4S,5R)-methyl 2-benzyl-4-formyl-3,5-dimethylisoxazolidine-3-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

2: (2S,2'S)-N,N'-((S)-1,1'-binaphthyl-2,2'-diyl)bis(2-amino-3-phenylpropanamide); trifluorormethanesulfonic acid; water / nitromethane / 72 h / 4 °C

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