(1'S,5R)-3-<1-N-(tert-butyloxycarbonyl)amino-2-phenylethyl>-5-methoxycarbonyl-Δ²-isoxazoline

Base Information

• Chemical Name: (1'S,5R)-3-<1-N-(tert-butyloxycarbonyl)amino-2-phenylethyl>-5-methoxycarbonyl-Δ²-isoxazoline
• CAS No.: 145625-25-8
• Molecular Formula: C₁₈H₂₄N₂O₅
• Molecular Weight: 348.399

Synonyms:(1'S,5R)-3-<1-N-(tert-butyloxycarbonyl)amino-2-phenylethyl>-5-methoxycarbonyl-Δ²-isoxazoline

Chemical Property of (1'S,5R)-3-<1-N-(tert-butyloxycarbonyl)amino-2-phenylethyl>-5-methoxycarbonyl-Δ²-isoxazoline

Chemical Property:

Purity/Quality:

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Technology Process of (1'S,5R)-3-<1-N-(tert-butyloxycarbonyl)amino-2-phenylethyl>-5-methoxycarbonyl-Δ²-isoxazoline

There total 6 articles about (1'S,5R)-3-<1-N-(tert-butyloxycarbonyl)amino-2-phenylethyl>-5-methoxycarbonyl-Δ²-isoxazoline 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:

(S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester (51987-73-6) → (1'S,5R)-3-<1-N-(tert-butyloxycarbonyl)amino-2-phenylethyl>-5-methoxycarbonyl-Δ2-isoxazoline (145625-25-8)

Guidance literature:

Multi-step reaction with 5 steps

1: diisobutylaluminium hydride / toluene / 0.08 h / -78 °C

2: NH₂OH*HCl, Na₂CO₃ / H₂O; methanol / 6 h

3: 79 percent / aq. NaOCl / ethyl acetate / 2 h

4: aq. LiOH / tetrahydrofuran

5: H₂SO₄ / 12 h / Ambient temperature

With lithium hydroxide; sodium hypochlorite; sulfuric acid; hydroxylamine hydrochloride; diisobutylaluminium hydride; sodium carbonate; In tetrahydrofuran; methanol; water; ethyl acetate; toluene;

DOI:10.1016/0968-0896(95)00174-3

Reference yield:

Boc-L-phenylalaninal (72155-45-4) → (1'S,5R)-3-<1-N-(tert-butyloxycarbonyl)amino-2-phenylethyl>-5-methoxycarbonyl-Δ2-isoxazoline (145625-25-8)

Guidance literature:

Multi-step reaction with 4 steps

1: NH₂OH*HCl, Na₂CO₃ / H₂O; methanol / 6 h

2: 79 percent / aq. NaOCl / ethyl acetate / 2 h

3: aq. LiOH / tetrahydrofuran

4: H₂SO₄ / 12 h / Ambient temperature

With lithium hydroxide; sodium hypochlorite; sulfuric acid; hydroxylamine hydrochloride; sodium carbonate; In tetrahydrofuran; methanol; water; ethyl acetate;

DOI:10.1016/0968-0896(95)00174-3

Reference yield:

(S)-2-(tert-butoxycarbonylamino)-3-phenylpropanal oxime (145625-14-5,1033194-57-8) → (1'S,5R)-3-<1-N-(tert-butyloxycarbonyl)amino-2-phenylethyl>-5-methoxycarbonyl-Δ2-isoxazoline (145625-25-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 79 percent / aq. NaOCl / ethyl acetate / 2 h

2: aq. LiOH / tetrahydrofuran

3: H₂SO₄ / 12 h / Ambient temperature

With lithium hydroxide; sodium hypochlorite; sulfuric acid; In tetrahydrofuran; ethyl acetate;

DOI:10.1016/0968-0896(95)00174-3

upstream raw materials:

(R)-3-((S)-1-tert-Butoxycarbonylamino-2-phenyl-ethyl)-4,5-dihydro-isoxazole-5-carboxylic acid

methanol

(S)-2-tert-butoxycarbonylamino-3-phenyl-propionic acid methyl ester

Boc-L-phenylalaninal

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