3-(2-(tert-butoxycarbonylamino)-3-phenylpropyl) 1,2-di-tert-butyl hexahydropyridazine-1,2,3-tricarboxylate

Base Information

• Chemical Name: 3-(2-(tert-butoxycarbonylamino)-3-phenylpropyl) 1,2-di-tert-butyl hexahydropyridazine-1,2,3-tricarboxylate
• CAS No.: 1618700-72-3
• Molecular Formula: C₂₉H₄₅N₃O₈
• Molecular Weight: 563.692

Synonyms:3-(2-(tert-butoxycarbonylamino)-3-phenylpropyl) 1,2-di-tert-butyl hexahydropyridazine-1,2,3-tricarboxylate

Chemical Property of 3-(2-(tert-butoxycarbonylamino)-3-phenylpropyl) 1,2-di-tert-butyl hexahydropyridazine-1,2,3-tricarboxylate

Chemical Property:

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Technology Process of 3-(2-(tert-butoxycarbonylamino)-3-phenylpropyl) 1,2-di-tert-butyl hexahydropyridazine-1,2,3-tricarboxylate

There total 7 articles about 3-(2-(tert-butoxycarbonylamino)-3-phenylpropyl) 1,2-di-tert-butyl hexahydropyridazine-1,2,3-tricarboxylate 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: 33.0%

N,N'-di-tert-butoxycarbonylpiperazic acid (1219380-72-9) + (S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol (66605-57-0) → 3-(2-(tert-butoxycarbonylamino)-3-phenylpropyl) 1,2-di-tert-butyl hexahydropyridazine-1,2,3-tricarboxylate (1618700-72-3) + 3-(2-(tert-butoxycarbonylamino)-3-phenylpropyl) 1,2-di-tert-butyl hexahydropyridazine-1,2,3-tricarboxylate (1618700-60-9)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 4 ℃; for 4h; Overall yield = 73 %; Overall yield = 3 mg; Inert atmosphere;

DOI:10.1080/00397911.2014.905601

Reference yield:

2-allyl-2-(N,N’-di-tert-butoxycarbonylhydrazino)malonic acid di-benzyl ester (1618700-79-0) → 3-(2-(tert-butoxycarbonylamino)-3-phenylpropyl) 1,2-di-tert-butyl hexahydropyridazine-1,2,3-tricarboxylate (1618700-72-3) + 3-(2-(tert-butoxycarbonylamino)-3-phenylpropyl) 1,2-di-tert-butyl hexahydropyridazine-1,2,3-tricarboxylate (1618700-60-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: dimethylsulfide borane complex / tetrahydrofuran / 1.5 h / 0 °C / Inert atmosphere

1.2: 1 h

2.1: dmap; triethylamine / dichloromethane / 2 h / 0 °C / Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 20 °C / Inert atmosphere

4.1: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 760.05 Torr

5.1: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 4 h / 4 °C / Inert atmosphere

With dmap; dimethylsulfide borane complex; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1080/00397911.2014.905601

Reference yield:

1,2-di-tert-butyl 3,3-dibenzyl hexahydropyridazine-1,2,3,3-tetracarboxylate (1618700-88-1) → 3-(2-(tert-butoxycarbonylamino)-3-phenylpropyl) 1,2-di-tert-butyl hexahydropyridazine-1,2,3-tricarboxylate (1618700-72-3) + 3-(2-(tert-butoxycarbonylamino)-3-phenylpropyl) 1,2-di-tert-butyl hexahydropyridazine-1,2,3-tricarboxylate (1618700-60-9)

Guidance literature:

Multi-step reaction with 2 steps

1: palladium 10% on activated carbon; hydrogen / methanol / 4 h / 760.05 Torr

2: 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; dmap / dichloromethane / 4 h / 4 °C / Inert atmosphere

With dmap; palladium 10% on activated carbon; hydrogen; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In methanol; dichloromethane;

DOI:10.1080/00397911.2014.905601

upstream raw materials:

N,N'-di-tert-butoxycarbonylpiperazic acid

(S)-N-tert-butoxycarbonyl-2-amino-3-phenylpropanol

di-tert-butyl-diazodicarboxylate

2-allyl-2-(N,N’-di-tert-butoxycarbonylhydrazino)malonic acid di-benzyl ester

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