benzyl 3-6-(benzyloxycarbonyl)-N²-<1(S)-(benzyloxycarbonyl)-3-phenylpropyl>-L-lysyl>-5-tert-butyl-2,3-dihydro-1,3,4-thiadiazole-2(R)-carboxylate

Base Information

• Chemical Name: benzyl 3-6-(benzyloxycarbonyl)-N²-<1(S)-(benzyloxycarbonyl)-3-phenylpropyl>-L-lysyl>-5-tert-butyl-2,3-dihydro-1,3,4-thiadiazole-2(R)-carboxylate
• CAS No.: 109715-01-7
• Molecular Formula: C₄₅H₅₂N₄O₇S
• Molecular Weight: 792.996

Synonyms:benzyl 3-6-(benzyloxycarbonyl)-N²-<1(S)-(benzyloxycarbonyl)-3-phenylpropyl>-L-lysyl>-5-tert-butyl-2,3-dihydro-1,3,4-thiadiazole-2(R)-carboxylate

Chemical Property of benzyl 3-6-(benzyloxycarbonyl)-N²-<1(S)-(benzyloxycarbonyl)-3-phenylpropyl>-L-lysyl>-5-tert-butyl-2,3-dihydro-1,3,4-thiadiazole-2(R)-carboxylate

Chemical Property:

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Technology Process of benzyl 3-6-(benzyloxycarbonyl)-N²-<1(S)-(benzyloxycarbonyl)-3-phenylpropyl>-L-lysyl>-5-tert-butyl-2,3-dihydro-1,3,4-thiadiazole-2(R)-carboxylate

There total 11 articles about benzyl 3-6-(benzyloxycarbonyl)-N²-<1(S)-(benzyloxycarbonyl)-3-phenylpropyl>-L-lysyl>-5-tert-butyl-2,3-dihydro-1,3,4-thiadiazole-2(R)-carboxylate 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: 27.0%

benzyl 5-tert-butyl-2,3-dihydro-1,3,4-thiadiazole-2-carboxylate (109684-02-8) + N6-(benzyloxycarbonyl)-N2-<1(S)-(benzyloxycarbonyl)-3-phenylpropyl>-L-lysine (107832-08-6) → benzyl 3-6-(benzyloxycarbonyl)-N2-<1(S)-(benzyloxycarbonyl)-3-phenylpropyl>-L-lysyl>-5-tert-butyl-2,3-dihydro-1,3,4-thiadiazole-2(R)-carboxylate (109715-01-7)

Guidance literature:

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; for 18h; Ambient temperature;

DOI:10.1021/jm00105a066

Reference yield:

1,1-dimethylethanethioic acid hydrazide (93114-01-3) → (R)-3-[(S)-2-((S)-1-Benzyloxycarbonyl-3-phenyl-propylamino)-propionyl]-5-tert-butyl-2,3-dihydro-[1,3,4]thiadiazole-2-carboxylic acid benzyl ester (109715-01-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / ethanol / 16 h / Ambient temperature

2: 1-hydroxybenzotriazole, dicyclohexylcarbodiimide / CH₂Cl₂ / 16 h / Ambient temperature

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In ethanol; dichloromethane;

DOI:10.1021/jm00105a066

Reference yield:

1,1-dimethylethanethioic acid hydrazide (93114-01-3) → benzyl 3-6-(benzyloxycarbonyl)-N2-<1(S)-(benzyloxycarbonyl)-3-phenylpropyl>-L-lysyl>-5-tert-butyl-2,3-dihydro-1,3,4-thiadiazole-2(R)-carboxylate (109715-01-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / ethanol / 16 h / Ambient temperature

2: 27 percent / 1-hydroxybenzotriazole, dicyclohexylcarbodiimide / 18 h / Ambient temperature

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; In ethanol;

DOI:10.1021/jm00105a066

upstream raw materials:

benzyl 5-tert-butyl-2,3-dihydro-1,3,4-thiadiazole-2-carboxylate

N⁶-(benzyloxycarbonyl)-N²-<1(S)-(benzyloxycarbonyl)-3-phenylpropyl>-L-lysine

1,1-dimethylethanethioic acid hydrazide

benzylglyoxylate

Downstream raw materials:

Utibaprilat

5-tert-butyl-3-[N²-(1(S)-carboxy-3-phenylpropyl)-L-lysyl]-2,3-dihydro-1,3,4-thiadiazole-2(S)-carboxylic acid

benzyl 3-6-(benzyloxycarbonyl)-N²-<1(S)-(benzyloxycarbonyl)-3-phenylpropyl>-L-lysyl>-5-tert-butyl-2,3-dihydro-1,3,4-thiadiazole-2(S)-carboxylate

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