[2-benzyloxycarbonylamino-6-(3-methoxy-[1,2,4]thiadiazol-5-ylamino)-hexanoylamino]-acetic acid tert-butyl ester

Base Information

• Chemical Name: [2-benzyloxycarbonylamino-6-(3-methoxy-[1,2,4]thiadiazol-5-ylamino)-hexanoylamino]-acetic acid tert-butyl ester
• CAS No.: 403736-61-8
• Molecular Formula: C₂₃H₃₃N₅O₆S
• Molecular Weight: 507.611

Synonyms:[2-benzyloxycarbonylamino-6-(3-methoxy-[1,2,4]thiadiazol-5-ylamino)-hexanoylamino]-acetic acid tert-butyl ester

Chemical Property of [2-benzyloxycarbonylamino-6-(3-methoxy-[1,2,4]thiadiazol-5-ylamino)-hexanoylamino]-acetic acid tert-butyl ester

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Technology Process of [2-benzyloxycarbonylamino-6-(3-methoxy-[1,2,4]thiadiazol-5-ylamino)-hexanoylamino]-acetic acid tert-butyl ester

There total 4 articles about [2-benzyloxycarbonylamino-6-(3-methoxy-[1,2,4]thiadiazol-5-ylamino)-hexanoylamino]-acetic acid tert-butyl 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: 25.0%

5-chloro-3-methoxy-[1,2,4]thiadiazole (41218-40-0) + Nα-carbobenzyloxy-L-lysylglycin tert-butyl ester (403736-57-2) → [2-benzyloxycarbonylamino-6-(3-methoxy-[1,2,4]thiadiazol-5-ylamino)-hexanoylamino]-acetic acid tert-butyl ester (403736-61-8)

Guidance literature:

With triethylamine; sodium iodide; In acetonitrile; at 90 ℃; for 12h;

DOI:10.1016/S0968-0896(01)00228-0

Reference yield:

glycine tert-butyl ester hydrochloride (27532-96-3) → [2-benzyloxycarbonylamino-6-(3-methoxy-[1,2,4]thiadiazol-5-ylamino)-hexanoylamino]-acetic acid tert-butyl ester (403736-61-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / EDC hydrochloride; triethylamine / CH₂Cl₂ / 12 h / 20 °C

2: 93 percent / diethylamine / acetonitrile / 12 h / 20 °C

3: 25 percent / triethylamine; NaI / acetonitrile / 12 h / 90 °C

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diethylamine; triethylamine; sodium iodide; In dichloromethane; acetonitrile;

DOI:10.1016/S0968-0896(01)00228-0

Reference yield:

Nα-carbobenzyloxy-Nε-9-fluorenylmethoxycarbonyl-L-lysine (105751-18-6,1864003-01-9) → [2-benzyloxycarbonylamino-6-(3-methoxy-[1,2,4]thiadiazol-5-ylamino)-hexanoylamino]-acetic acid tert-butyl ester (403736-61-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / EDC hydrochloride; triethylamine / CH₂Cl₂ / 12 h / 20 °C

2: 93 percent / diethylamine / acetonitrile / 12 h / 20 °C

3: 25 percent / triethylamine; NaI / acetonitrile / 12 h / 90 °C

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; diethylamine; triethylamine; sodium iodide; In dichloromethane; acetonitrile;

DOI:10.1016/S0968-0896(01)00228-0

upstream raw materials:

5-chloro-3-methoxy-[1,2,4]thiadiazole

N_α-carbobenzyloxy-L-lysylglycin tert-butyl ester

glycine tert-butyl ester hydrochloride

N_α-carbobenzyloxy-N_ε-9-fluorenylmethoxycarbonyl-L-lysine

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