ethyl (3S,5R)-methyl>isoxazolidin-3-yl>acetate

Base Information

Chemical Name:ethyl (3S,5R)-methyl>isoxazolidin-3-yl>acetate
CAS No.:119719-84-5
Molecular Formula:C₂₃H₂₈N₂O₅
Molecular Weight:412.486
Hs Code.:

ethyl (3S,5R)-<N-benzyl-5-<<(benzyloxycarbonyl)amino>methyl>isoxazolidin-3-yl>acetate

Synonyms:ethyl (3S,5R)-methyl>isoxazolidin-3-yl>acetate

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of ethyl (3S,5R)-methyl>isoxazolidin-3-yl>acetate

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Technology Process of ethyl (3S,5R)-methyl>isoxazolidin-3-yl>acetate

There total 17 articles about ethyl (3S,5R)-methyl>isoxazolidin-3-yl>acetate 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: 70.0%

: 64-17-5
ethanol

: 103321-70-6
(3R,5R)-N-benzyl-5-<<(benzyloxycarbonyl)amino>methyl>-3-(cyanomethyl)isoxazolidine

: 119719-84-5
ethyl (3S,5R)-methyl>isoxazolidin-3-yl>acetate

Guidance literature:: With hydrogenchloride; for 12h; Ambient temperature;
DOI:10.1021/jo00270a037

Reference yield:

: 5041-33-8
N-(Benzyloxycarbonyl)allylamine

: 119719-84-5
ethyl (3S,5R)-methyl>isoxazolidin-3-yl>acetate

Guidance literature:: Multi-step reaction with 7 steps

1: toluene, reflux, 14 h

2: 10 percent HCl, MeOH / 4 h / 90 °C

3: K₂CO₃ / dimethylformamide / 1 h / 50 °C

4: LiAlH₄ / diethyl ether / 0.5 h / Ambient temperature

5: (iPr)2NEt, Et₃N / CH₂Cl₂ / 10 h / 0 - 25 °C

6: dimethylsulfoxide / rt., 2 h, than 50 deg C, 10 h

7: HCl / 12 h / 0 - 25 °C

With hydrogenchloride; methanol; lithium aluminium tetrahydride; potassium carbonate; triethylamine; N-ethyl-N,N-diisopropylamine; In diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1021/ja00275a064

Reference yield:

: 103321-68-2
(3S,5R)-N-benzyl-5-<<(benzyloxycarbonyl)amino>methyl>-3-(hydroxymethyl)isoxazolidine

: 119719-84-5
ethyl (3S,5R)-methyl>isoxazolidin-3-yl>acetate

Guidance literature:: Multi-step reaction with 3 steps

1: (iPr)2NEt, Et₃N / CH₂Cl₂ / 10 h / 0 - 25 °C

2: dimethylsulfoxide / rt., 2 h, than 50 deg C, 10 h

3: HCl / 12 h / 0 - 25 °C

With hydrogenchloride; triethylamine; N-ethyl-N,N-diisopropylamine; In dichloromethane; dimethyl sulfoxide;
DOI:10.1021/ja00275a064