1-(phenylmethyl) hydrogen (3S)-2-[(2R)-2-[2-(1,1-dimethylethoxy)-2-oxoethyl]-5-methyl-1-oxohexyl]hexahydro-1,3-pyridazinedicarboxylate

Base Information

• Chemical Name: 1-(phenylmethyl) hydrogen (3S)-2-[(2R)-2-[2-(1,1-dimethylethoxy)-2-oxoethyl]-5-methyl-1-oxohexyl]hexahydro-1,3-pyridazinedicarboxylate
• CAS No.: 672307-45-8
• Molecular Formula: C₂₆H₃₈N₂O₇
• Molecular Weight: 490.597
• Mol file: 672307-45-8.mol

Synonyms:1-(phenylmethyl) hydrogen (3S)-2-[(2R)-2-[2-(1,1-dimethylethoxy)-2-oxoethyl]-5-methyl-1-oxohexyl]hexahydro-1,3-pyridazinedicarboxylate

Chemical Property of 1-(phenylmethyl) hydrogen (3S)-2-[(2R)-2-[2-(1,1-dimethylethoxy)-2-oxoethyl]-5-methyl-1-oxohexyl]hexahydro-1,3-pyridazinedicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-(phenylmethyl) hydrogen (3S)-2-[(2R)-2-[2-(1,1-dimethylethoxy)-2-oxoethyl]-5-methyl-1-oxohexyl]hexahydro-1,3-pyridazinedicarboxylate

There total 12 articles about 1-(phenylmethyl) hydrogen (3S)-2-[(2R)-2-[2-(1,1-dimethylethoxy)-2-oxoethyl]-5-methyl-1-oxohexyl]hexahydro-1,3-pyridazinedicarboxylate 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: 34.0%

(3S)-hexahydro-1,3-pridazinedicarboxylic acid 1-(phenylmethyl) ester (65632-62-4) + 1,1-dimethylethyl (3R)-3-(fluorocabonyl)-6-methylheptanoate (672307-44-7) → 1-(phenylmethyl) hydrogen (3S)-2-[(2R)-2-[2-(1,1-dimethylethoxy)-2-oxoethyl]-5-methyl-1-oxohexyl]hexahydro-1,3-pyridazinedicarboxylate (672307-45-8)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 20 - 45 ℃; for 57h;

DOI:10.1021/jo035667t

Reference yield:

5-bromovaleroyl chloride (4509-90-4) → 1-(phenylmethyl) hydrogen (3S)-2-[(2R)-2-[2-(1,1-dimethylethoxy)-2-oxoethyl]-5-methyl-1-oxohexyl]hexahydro-1,3-pyridazinedicarboxylate (672307-45-8)

Guidance literature:

Multi-step reaction with 6 steps

1: 85 percent / nBuLi / tetrahydrofuran / -78 °C

2: 99 percent / LDA; DMPU / -78 °C

3: 76 percent / LiOH / H₂O / 0 °C

4: 40 percent / NaOH / H₂O; toluene / 16 h / 20 °C / pH 9 - 10

5: 34 percent / iPr₂NEt / CH₂Cl₂ / 57 h / 20 - 45 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; lithium hydroxide; sodium hydroxide; n-butyllithium; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; dichloromethane; water; toluene;

DOI:10.1021/jo035667t

Reference yield:

(4S)-3-<(3S)-N,N'-bis(t-butoxycarbonyl)hexahydropyridazine-3-carboxy>-4-phenylmethyl-2-oxazolidinone (156699-38-6) → 1-(phenylmethyl) hydrogen (3S)-2-[(2R)-2-[2-(1,1-dimethylethoxy)-2-oxoethyl]-5-methyl-1-oxohexyl]hexahydro-1,3-pyridazinedicarboxylate (672307-45-8)

Guidance literature:

Multi-step reaction with 4 steps

1: 76 percent / LiOH / H₂O / 0 °C

2: 40 percent / NaOH / H₂O; toluene / 16 h / 20 °C / pH 9 - 10

3: 34 percent / iPr₂NEt / CH₂Cl₂ / 57 h / 20 - 45 °C

With lithium hydroxide; sodium hydroxide; N-ethyl-N,N-diisopropylamine; In dichloromethane; water; toluene;

DOI:10.1021/jo035667t

upstream raw materials:

(3S)-hexahydro-1,3-pridazinedicarboxylic acid 1-(phenylmethyl) ester

1,1-dimethylethyl (3R)-3-(fluorocabonyl)-6-methylheptanoate

5-methylhexanoyl chloride

5-methylhexanoic acid

Downstream raw materials:

(S)-2-((R)-2-Carboxymethyl-5-methyl-hexanoyl)-3-((S)-1-isopropyl-2-oxo-butylcarbamoyl)-tetrahydro-pyridazine-1-carboxylic acid benzyl ester

(S)-2-((R)-2-tert-Butoxycarbonylmethyl-5-methyl-hexanoyl)-3-((S)-1-isopropyl-2-oxo-butylcarbamoyl)-tetrahydro-pyridazine-1-carboxylic acid benzyl ester

Refernces