(R)-di-tert-butyl 3-((S)-1-methoxy-1-oxo-3-phenylpropan-2-ylcarbamoyl)hexahydropyridazine-1,2-dicarboxylate

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Chemical Name:(R)-di-tert-butyl 3-((S)-1-methoxy-1-oxo-3-phenylpropan-2-ylcarbamoyl)hexahydropyridazine-1,2-dicarboxylate
CAS No.:1618700-75-6
Molecular Formula:C₂₅H₃₇N₃O₇
Molecular Weight:491.585
Hs Code.:

Synonyms:(R)-di-tert-butyl 3-((S)-1-methoxy-1-oxo-3-phenylpropan-2-ylcarbamoyl)hexahydropyridazine-1,2-dicarboxylate

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Chemical Property of (R)-di-tert-butyl 3-((S)-1-methoxy-1-oxo-3-phenylpropan-2-ylcarbamoyl)hexahydropyridazine-1,2-dicarboxylate

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Technology Process of (R)-di-tert-butyl 3-((S)-1-methoxy-1-oxo-3-phenylpropan-2-ylcarbamoyl)hexahydropyridazine-1,2-dicarboxylate

There total 7 articles about (R)-di-tert-butyl 3-((S)-1-methoxy-1-oxo-3-phenylpropan-2-ylcarbamoyl)hexahydropyridazine-1,2-dicarboxylate 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: 31.0%

: 1219380-72-9
N,N'-di-tert-butoxycarbonylpiperazic acid

: 7524-50-7
methyl (2S)-2-amino-3-phenylpropanoate hydrochloride

: 1618700-63-2
(S)-di-tert-butyl 3-((S)-1-methoxy-1-oxo-3-phenylpropan-2-ylcarbamoyl)hexahydropyridazine-1,2-dicarboxylate

: 1618700-75-6
(R)-di-tert-butyl 3-((S)-1-methoxy-1-oxo-3-phenylpropan-2-ylcarbamoyl)hexahydropyridazine-1,2-dicarboxylate

Guidance literature:: methyl (2S)-2-amino-3-phenylpropanoate hydrochloride; With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 ℃; Inert atmosphere;

N,N'-di-tert-butoxycarbonylpiperazic acid; With benzotriazol-1-ol; In dichloromethane; at 0 ℃; for 0.25h; Inert atmosphere;

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; for 18h; Overall yield = 61 %; Overall yield = 0.544 g; Inert atmosphere;
DOI:10.1080/00397911.2014.905601

Reference yield:

: 870-50-8
di-tert-butyl-diazodicarboxylate

: 1618700-63-2
(S)-di-tert-butyl 3-((S)-1-methoxy-1-oxo-3-phenylpropan-2-ylcarbamoyl)hexahydropyridazine-1,2-dicarboxylate

: 1618700-75-6
(R)-di-tert-butyl 3-((S)-1-methoxy-1-oxo-3-phenylpropan-2-ylcarbamoyl)hexahydropyridazine-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: sodium hydride / tetrahydrofuran / 0.25 h / 20 °C / Inert atmosphere

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

2.2: 1 h

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

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

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

6.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere

6.2: 0.25 h / 0 °C / Inert atmosphere

6.3: 18 h / 0 - 20 °C / Inert atmosphere

With dmap; dimethylsulfide borane complex; palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1080/00397911.2014.905601

Reference yield:

: C₃₁H₄₂N₂O₁₁S

: 1618700-63-2
(S)-di-tert-butyl 3-((S)-1-methoxy-1-oxo-3-phenylpropan-2-ylcarbamoyl)hexahydropyridazine-1,2-dicarboxylate

: 1618700-75-6
(R)-di-tert-butyl 3-((S)-1-methoxy-1-oxo-3-phenylpropan-2-ylcarbamoyl)hexahydropyridazine-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

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

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

3.1: N-ethyl-N,N-diisopropylamine / dichloromethane / 20 °C / Inert atmosphere

3.2: 0.25 h / 0 °C / Inert atmosphere

3.3: 18 h / 0 - 20 °C / Inert atmosphere

With palladium 10% on activated carbon; tetrabutyl ammonium fluoride; hydrogen; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1080/00397911.2014.905601