(3S,5R)-methyl>isoxazolidin-3-yl>acetic acid

Base Information

Chemical Name:(3S,5R)-methyl>isoxazolidin-3-yl>acetic acid
CAS No.:103321-72-8
Molecular Formula:C₂₁H₂₄N₂O₅
Molecular Weight:384.432
Hs Code.:

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

Synonyms:(3S,5R)-methyl>isoxazolidin-3-yl>acetic acid

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Chemical Property of (3S,5R)-methyl>isoxazolidin-3-yl>acetic acid

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Technology Process of (3S,5R)-methyl>isoxazolidin-3-yl>acetic acid

There total 18 articles about (3S,5R)-methyl>isoxazolidin-3-yl>acetic acid 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: 90.0%

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

: 103321-72-8
(3S,5R)-methyl>isoxazolidin-3-yl>acetic acid

Guidance literature:: With sodium hydroxide; In methanol; for 3h; Ambient temperature;
DOI:10.1021/jo00270a037

Reference yield:

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

: 103321-72-8
(3S,5R)-methyl>isoxazolidin-3-yl>acetic acid

Guidance literature:: Multi-step reaction with 8 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

8: 4 percent aq. NaOH/MeOH / 3 h / Ambient temperature

With hydrogenchloride; methanol; sodium hydroxide; 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

: 103321-72-8
(3S,5R)-methyl>isoxazolidin-3-yl>acetic acid

Guidance literature:: Multi-step reaction with 4 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

4: 4 percent aq. NaOH/MeOH / 3 h / Ambient temperature

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