(1S,9S)-t-butyl 9-<(1S)-ethoxycarbonyl-3-phenylpropylamino>octahydro-6,10-dioxo-6H-pyridazino<1,2-a><1,2>diazepine-1-carboxylate

Base Information

• Chemical Name: (1S,9S)-t-butyl 9-<(1S)-ethoxycarbonyl-3-phenylpropylamino>octahydro-6,10-dioxo-6H-pyridazino<1,2-a><1,2>diazepine-1-carboxylate
• CAS No.: 88824-62-8
• Molecular Formula: C₂₆H₃₇N₃O₆
• Molecular Weight: 487.596
• Mol file: 88824-62-8.mol

Synonyms:

Chemical Property of (1S,9S)-t-butyl 9-<(1S)-ethoxycarbonyl-3-phenylpropylamino>octahydro-6,10-dioxo-6H-pyridazino<1,2-a><1,2>diazepine-1-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,9S)-t-butyl 9-<(1S)-ethoxycarbonyl-3-phenylpropylamino>octahydro-6,10-dioxo-6H-pyridazino<1,2-a><1,2>diazepine-1-carboxylate

There total 7 articles about (1S,9S)-t-butyl 9-<(1S)-ethoxycarbonyl-3-phenylpropylamino>octahydro-6,10-dioxo-6H-pyridazino<1,2-a><1,2>diazepine-1-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: 18.0%

2-oxo-4-phenylbutanoic acid ethyl ester (64920-29-2) + (1S,9S)-t-butyl 9-amino-octahydro-6,10-dioxo-6H-pyridazino<1,2-a><1,2>diazepine-1-carboxylate (88767-96-8) → (1S,9S)-t-butyl 9-<(1R)-ethoxycarbonyl-3-phenylpropylamino>octahydro-6,10-dioxo-6H-pyridazino<1,2-a><1,2>diazepine-1-carboxylate (88767-97-9) + (1S,9S)-t-butyl 9-<(1S)-ethoxycarbonyl-3-phenylpropylamino>octahydro-6,10-dioxo-6H-pyridazino<1,2-a><1,2>diazepine-1-carboxylate (88824-62-8)

Guidance literature:

With molecular sieve; sodium cyanoborohydride; In tetrahydrofuran; at 20 ℃; for 23h;

Reference yield:

(S)-4-Chlorocarbonyl-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyric acid benzyl ester (88767-16-2) → (1S,9S)-t-butyl 9-<(1S)-ethoxycarbonyl-3-phenylpropylamino>octahydro-6,10-dioxo-6H-pyridazino<1,2-a><1,2>diazepine-1-carboxylate (88824-62-8)

Guidance literature:

Multi-step reaction with 5 steps

1: NaHCO₃ / toluene; H₂O / 17 h / Ambient temperature

2: H₂ / 5percent Pd-C / dimethylformamide / 18 h

3: SOCl₂ / CH₂Cl₂ / 4 h / Ambient temperature

4: N₂H_4.H₂O / ethanol

5: 18 percent / 1.) molecular sieves; 2.) NaBH₃CN / tetrahydrofuran / 23 h / 20 °C

With thionyl chloride; molecular sieve; hydrogen; sodium cyanoborohydride; sodium hydrogencarbonate; hydrazine hydrate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water; N,N-dimethyl-formamide; toluene;

Reference yield:

(S)-2-[(S)-4-Benzyloxycarbonyl-2-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyryl]-tetrahydro-pyridazine-1,3-dicarboxylic acid 1-benzyl ester 3-tert-butyl ester (106860-13-3) → (1S,9S)-t-butyl 9-<(1S)-ethoxycarbonyl-3-phenylpropylamino>octahydro-6,10-dioxo-6H-pyridazino<1,2-a><1,2>diazepine-1-carboxylate (88824-62-8)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂ / 5percent Pd-C / dimethylformamide / 18 h

2: SOCl₂ / CH₂Cl₂ / 4 h / Ambient temperature

3: N₂H_4.H₂O / ethanol

4: 18 percent / 1.) molecular sieves; 2.) NaBH₃CN / tetrahydrofuran / 23 h / 20 °C

With thionyl chloride; molecular sieve; hydrogen; sodium cyanoborohydride; hydrazine hydrate; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

2-oxo-4-phenylbutanoic acid ethyl ester

(1S,9S)-t-butyl 9-amino-octahydro-6,10-dioxo-6H-pyridazino<1,2-a><1,2>diazepine-1-carboxylate

(S)-4-Chlorocarbonyl-4-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-butyric acid benzyl ester

(S,S)-5-(6-(tert-butoxycarbonyl)tetrahydropyridazin-1(2H)-yl)-4-(1,3-dioxoisoindolin-2-yl)-5-oxopentanoic acid