(S)-Benzyloxycarbonylamino-((R)-3-oxo-isoxazolidin-5-yl)-acetic acid benzhydryl ester

Base Information

Chemical Name:(S)-Benzyloxycarbonylamino-((R)-3-oxo-isoxazolidin-5-yl)-acetic acid benzhydryl ester
CAS No.:80132-11-2
Molecular Formula:C₂₆H₂₄N₂O₆
Molecular Weight:460.486
Hs Code.:

Synonyms:(S)-Benzyloxycarbonylamino-((R)-3-oxo-isoxazolidin-5-yl)-acetic acid benzhydryl ester

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Chemical Property of (S)-Benzyloxycarbonylamino-((R)-3-oxo-isoxazolidin-5-yl)-acetic acid benzhydryl ester

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Technology Process of (S)-Benzyloxycarbonylamino-((R)-3-oxo-isoxazolidin-5-yl)-acetic acid benzhydryl ester

There total 16 articles about (S)-Benzyloxycarbonylamino-((R)-3-oxo-isoxazolidin-5-yl)-acetic acid benzhydryl ester 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: 71.0%

: 80132-08-7,80132-09-8,104832-74-8
threo-DL-N-benzyloxycarbonyl-α-amino-3-oxo-5-isoxazolidineacetic acid

: 908093-98-1
diazodiphenylmethane

: 80132-10-1,80132-11-2
threo-DL-N-benzyloxycarbonyl-α-amino-3-oxo-5-isoxazolidineacetic acid diphenylmethyl ester

Guidance literature:: In ethyl acetate; Ambient temperature;
DOI:10.1016/S0040-4020(01)96774-2

Reference yield:

: 56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6
L-glutamic acid

: 80132-11-2
(S)-Benzyloxycarbonylamino-((R)-3-oxo-isoxazolidin-5-yl)-acetic acid benzhydryl ester

Guidance literature:: Multi-step reaction with 7 steps

1: Cl₂, H₂SO₄ / 5 h / Irradiation

2: 72 percent / pH 9

3: 82 percent / dicyclohexylcarbodiimide / ethyl acetate / 0 °C

4: tetrahydrofuran / -50 - -30 °C

5: hydroxylamine / H₂O / pH 6

6: Et₃N / H₂O / Ambient temperature; pH 11

7: tetrahydrofuran

With sulfuric acid; hydroxylamine; chlorine; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; water; ethyl acetate;
DOI:10.1021/ja00414a064

Reference yield:

: 13593-90-3
L-erythro-β-chloroglutamic acid

: 80132-11-2
(S)-Benzyloxycarbonylamino-((R)-3-oxo-isoxazolidin-5-yl)-acetic acid benzhydryl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 72 percent / pH 9

2: 82 percent / dicyclohexylcarbodiimide / ethyl acetate / 0 °C

3: tetrahydrofuran / -50 - -30 °C

4: hydroxylamine / H₂O / pH 6

5: Et₃N / H₂O / Ambient temperature; pH 11

6: tetrahydrofuran

With hydroxylamine; triethylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; water; ethyl acetate;
DOI:10.1021/ja00414a064