4-<(benzyloxycarbonyl)glycyl>amino-5-ethoxycarbonyl-3-phenylisothiazole

Base Information

• Chemical Name: 4-<(benzyloxycarbonyl)glycyl>amino-5-ethoxycarbonyl-3-phenylisothiazole
• CAS No.: 135429-77-5
• Molecular Formula: C₂₂H₂₁N₃O₅S
• Molecular Weight: 439.492

Synonyms:4-<(benzyloxycarbonyl)glycyl>amino-5-ethoxycarbonyl-3-phenylisothiazole

Chemical Property of 4-<(benzyloxycarbonyl)glycyl>amino-5-ethoxycarbonyl-3-phenylisothiazole

Chemical Property:

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Technology Process of 4-<(benzyloxycarbonyl)glycyl>amino-5-ethoxycarbonyl-3-phenylisothiazole

There total 2 articles about 4-<(benzyloxycarbonyl)glycyl>amino-5-ethoxycarbonyl-3-phenylisothiazole 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:

N-(Benzyloxycarbonyl)glycine (1138-80-3) → 4-<(benzyloxycarbonyl)glycyl>amino-5-ethoxycarbonyl-3-phenylisothiazole (135429-77-5)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / hexamethylphosphoric acid triamide; acetonitrile / 0.25 h / -5 - 0 °C

2: hexamethylphosphoric acid triamide; acetonitrile / 4 h / Ambient temperature

With thionyl chloride; In N,N,N,N,N,N-hexamethylphosphoric triamide; acetonitrile;

DOI:10.1016/0223-5234(91)90024-H

Reference yield:

ethyl 3-phenyl-4-aminoisothiazole-5-carboxylate (65237-13-0) + N-(benzyloxycarbonyl)glycyl chloride (15050-24-5) → 4-<(benzyloxycarbonyl)glycyl>amino-5-ethoxycarbonyl-3-phenylisothiazole (135429-77-5)

Guidance literature:

In N,N,N,N,N,N-hexamethylphosphoric triamide; acetonitrile; for 4h; Yield given; Ambient temperature;

DOI:10.1016/0223-5234(91)90024-H

Reference yield: 62.9%

4-<(benzyloxycarbonyl)glycyl>amino-5-ethoxycarbonyl-3-phenylisothiazole (135429-77-5) → 4-((benzyloxycarbonyl)glycyl)amino-5-hydroxymethyl-3-phenylisothiazole (135429-75-3)

Guidance literature:

With lithium borohydride; In tetrahydrofuran; for 3h; Ambient temperature;

DOI:10.1016/0223-5234(91)90024-H

upstream raw materials:

ethyl 3-phenyl-4-aminoisothiazole-5-carboxylate

N-(benzyloxycarbonyl)glycyl chloride

N-(Benzyloxycarbonyl)glycine

Downstream raw materials:

4-((benzyloxycarbonyl)glycyl)amino-5-hydroxymethyl-3-phenylisothiazole

2-<((4-glycylamino-3-phenylisothiazol-5-yl)methyl)thio>-1H-benzimidazole

2-<((4-glycylamino-3-phenylisothiazol-5-yl)methyl)sulfinyl>-1H-benzimidazole

2-<(((4-(benzyloxycarbonyl)glycyl)amino-3-phenylisothiazol-5-yl)methyl)thio>-1H-benzimidazole

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