(2S,5S)-6-Azido-5-benzyloxy-2-tert-butoxycarbonylamino-hexanoic acid 2,5-dioxo-pyrrolidin-1-yl ester

Base Information

Chemical Name:(2S,5S)-6-Azido-5-benzyloxy-2-tert-butoxycarbonylamino-hexanoic acid 2,5-dioxo-pyrrolidin-1-yl ester
CAS No.:144090-64-2
Molecular Formula:C₂₂H₂₉N₅O₇
Molecular Weight:475.502
Hs Code.:

Synonyms:(2S,5S)-6-Azido-5-benzyloxy-2-tert-butoxycarbonylamino-hexanoic acid 2,5-dioxo-pyrrolidin-1-yl ester

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Chemical Property of (2S,5S)-6-Azido-5-benzyloxy-2-tert-butoxycarbonylamino-hexanoic acid 2,5-dioxo-pyrrolidin-1-yl ester

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Technology Process of (2S,5S)-6-Azido-5-benzyloxy-2-tert-butoxycarbonylamino-hexanoic acid 2,5-dioxo-pyrrolidin-1-yl ester

There total 7 articles about (2S,5S)-6-Azido-5-benzyloxy-2-tert-butoxycarbonylamino-hexanoic acid 2,5-dioxo-pyrrolidin-1-yl 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:

: 100-39-0
benzyl bromide

: 144090-64-2
(2S,5S)-6-Azido-5-benzyloxy-2-tert-butoxycarbonylamino-hexanoic acid 2,5-dioxo-pyrrolidin-1-yl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / NaH, n-Bu₄NI / tetrahydrofuran / Ambient temperature

2: 99 percent / TsOH / methanol / Ambient temperature

3: CrO₃, dil. H₂SO₄ / acetone / 0 °C

4: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDAC), 4-dimethylaminopyridine / dimethylformamide / Ambient temperature

With chromium(VI) oxide; dmap; sulfuric acid; tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetone;
DOI:10.1039/c39920001064

Reference yield:

: 144090-57-3
tert-butyl (S)-4-(but-3-enyl)-2,2-dimethyloxazolidine-3-carboxylate

: 144090-64-2
(2S,5S)-6-Azido-5-benzyloxy-2-tert-butoxycarbonylamino-hexanoic acid 2,5-dioxo-pyrrolidin-1-yl ester

Guidance literature:: Multi-step reaction with 6 steps

1: 99 percent / m-chloroperbenzoic acid (mCPBA) / 1,2-dichloro-ethane; H₂O / 50 °C / pH 8

2: 48 percent / NaN₃, NH₄Cl / 2-methoxy-ethanol; H₂O / 50 °C

3: 97 percent / NaH, n-Bu₄NI / tetrahydrofuran / Ambient temperature

4: 99 percent / TsOH / methanol / Ambient temperature

5: CrO₃, dil. H₂SO₄ / acetone / 0 °C

6: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDAC), 4-dimethylaminopyridine / dimethylformamide / Ambient temperature

With chromium(VI) oxide; dmap; sodium azide; sulfuric acid; tetra-(n-butyl)ammonium iodide; sodium hydride; ammonium chloride; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; methanol; 2-methoxy-ethanol; water; 1,2-dichloro-ethane; N,N-dimethyl-formamide; acetone;
DOI:10.1039/c39920001064

Reference yield:

: 144090-58-4,144090-70-0
(S)-2,2-Dimethyl-4-(2-oxiranyl-ethyl)-oxazolidine-3-carboxylic acid tert-butyl ester

: 144090-64-2
(2S,5S)-6-Azido-5-benzyloxy-2-tert-butoxycarbonylamino-hexanoic acid 2,5-dioxo-pyrrolidin-1-yl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 48 percent / NaN₃, NH₄Cl / 2-methoxy-ethanol; H₂O / 50 °C

2: 97 percent / NaH, n-Bu₄NI / tetrahydrofuran / Ambient temperature

3: 99 percent / TsOH / methanol / Ambient temperature

4: CrO₃, dil. H₂SO₄ / acetone / 0 °C

5: 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide hydrochloride (EDAC), 4-dimethylaminopyridine / dimethylformamide / Ambient temperature

With chromium(VI) oxide; dmap; sodium azide; sulfuric acid; tetra-(n-butyl)ammonium iodide; sodium hydride; ammonium chloride; toluene-4-sulfonic acid; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In tetrahydrofuran; methanol; 2-methoxy-ethanol; water; N,N-dimethyl-formamide; acetone;
DOI:10.1039/c39920001064