2-<2-phenyl-2-<4-<(isopropoxycarbonyl)methyl>phenoxy>ethyl>-4-isobutyl-5-<(carbobenzyloxy)amino>oxazole

Base Information

• Chemical Name: 2-<2-phenyl-2-<4-<(isopropoxycarbonyl)methyl>phenoxy>ethyl>-4-isobutyl-5-<(carbobenzyloxy)amino>oxazole
• CAS No.: 127086-97-9
• Molecular Formula: C₃₄H₃₈N₂O₆
• Molecular Weight: 570.686

Synonyms:2-<2-phenyl-2-<4-<(isopropoxycarbonyl)methyl>phenoxy>ethyl>-4-isobutyl-5-<(carbobenzyloxy)amino>oxazole

Chemical Property of 2-<2-phenyl-2-<4-<(isopropoxycarbonyl)methyl>phenoxy>ethyl>-4-isobutyl-5-<(carbobenzyloxy)amino>oxazole

Chemical Property:

Purity/Quality:

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Technology Process of 2-<2-phenyl-2-<4-<(isopropoxycarbonyl)methyl>phenoxy>ethyl>-4-isobutyl-5-<(carbobenzyloxy)amino>oxazole

There total 10 articles about 2-<2-phenyl-2-<4-<(isopropoxycarbonyl)methyl>phenoxy>ethyl>-4-isobutyl-5-<(carbobenzyloxy)amino>oxazole 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%

2-<2-phenyl-2-<4-<(isopropoxycarbonyl)methyl>phenoxy>ethyl>-4-isobutyl-5-(trifluoroacetamido)oxazole (127086-80-0) + benzyl chloroformate (501-53-1,94274-21-2) → 2-<2-phenyl-2-<4-<(isopropoxycarbonyl)methyl>phenoxy>ethyl>-4-isobutyl-5-<(carbobenzyloxy)amino>oxazole (127086-97-9)

Guidance literature:

With 4-methyl-morpholine; In dichloromethane; for 3.5h; Ambient temperature;

DOI:10.1021/ja00175a039

Reference yield:

4-hydroxyphenylacetate (156-38-7) → 2-<2-phenyl-2-<4-<(isopropoxycarbonyl)methyl>phenoxy>ethyl>-4-isobutyl-5-<(carbobenzyloxy)amino>oxazole (127086-97-9)

Guidance literature:

Multi-step reaction with 7 steps

1: 97 percent / conc. H₂SO₄ / Heating

2: 1.) KH, 2.) 18-crown-6 / 1.) THF, RT, 20 min, 2.) RT

3: 98 percent / H₂, / 10percent Pd/C / ethyl acetate / 3 h

4: 99.8 percent / trifluoroacetic acid / CH₂Cl₂ / 3 h / 0 °C

5: 1.) 1,3-dicyclohexylcarbodiimide, 1-hydroxybenzotriazole hydrate / 1.) CHCl₃, 0 deg C, 15 min, 2.) RT, 12 h

6: 87 percent / trifluoroacetic acid / tetrahydrofuran / 4 h / Ambient temperature

7: 71 percent / N-methylmorpholine / CH₂Cl₂ / 3.5 h / Ambient temperature

With 4-methyl-morpholine; 18-crown-6 ether; sulfuric acid; hydrogen; potassium hydride; 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate;

DOI:10.1021/ja00175a039

Reference yield:

iso-propyl 4-hydroxyphenylacetate (41997-33-5) → 2-<2-phenyl-2-<4-<(isopropoxycarbonyl)methyl>phenoxy>ethyl>-4-isobutyl-5-<(carbobenzyloxy)amino>oxazole (127086-97-9)

Guidance literature:

Multi-step reaction with 6 steps

1: 1.) KH, 2.) 18-crown-6 / 1.) THF, RT, 20 min, 2.) RT

2: 98 percent / H₂, / 10percent Pd/C / ethyl acetate / 3 h

3: 99.8 percent / trifluoroacetic acid / CH₂Cl₂ / 3 h / 0 °C

4: 1.) 1,3-dicyclohexylcarbodiimide, 1-hydroxybenzotriazole hydrate / 1.) CHCl₃, 0 deg C, 15 min, 2.) RT, 12 h

5: 87 percent / trifluoroacetic acid / tetrahydrofuran / 4 h / Ambient temperature

6: 71 percent / N-methylmorpholine / CH₂Cl₂ / 3.5 h / Ambient temperature

With 4-methyl-morpholine; 18-crown-6 ether; hydrogen; potassium hydride; 1-hydroxybenzotriazol-hydrate; dicyclohexyl-carbodiimide; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ethyl acetate;

DOI:10.1021/ja00175a039

upstream raw materials:

2-<2-phenyl-2-<4-<(isopropoxycarbonyl)methyl>phenoxy>ethyl>-4-isobutyl-5-(trifluoroacetamido)oxazole

benzyl chloroformate

4-hydroxyphenylacetate

(RS)-leucinonitrile

Downstream raw materials:

2-(carbobenzyloxy)-1⁴-isobutyl-7-phenyl-2-aza-5(1,4)-benzena-6-oxa-1(2,5)-oxazolacyclooctaphane

2-<2-phenyl-2-<4-<2-<<(p-nitrophenyl)sulfonyl>oxy>ethyl>phenoxy>ethyl>-4-isobutyl-5-<(carbobenzyloxy)amino>oxazole

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