(3R)- and (3S)-di-(-)-menthyl 3-dimethylphosphoryl-1,2,3,6-tetrahydropyridazine-1,2-dicarboxylate

Base Information

• Chemical Name: (3R)- and (3S)-di-(-)-menthyl 3-dimethylphosphoryl-1,2,3,6-tetrahydropyridazine-1,2-dicarboxylate
• CAS No.: 343326-42-1
• Molecular Formula: C₂₈H₄₉N₂O₇P
• Molecular Weight: 556.68

Synonyms:(3R)- and (3S)-di-(-)-menthyl 3-dimethylphosphoryl-1,2,3,6-tetrahydropyridazine-1,2-dicarboxylate

Chemical Property of (3R)- and (3S)-di-(-)-menthyl 3-dimethylphosphoryl-1,2,3,6-tetrahydropyridazine-1,2-dicarboxylate

Chemical Property:

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Technology Process of (3R)- and (3S)-di-(-)-menthyl 3-dimethylphosphoryl-1,2,3,6-tetrahydropyridazine-1,2-dicarboxylate

There total 2 articles about (3R)- and (3S)-di-(-)-menthyl 3-dimethylphosphoryl-1,2,3,6-tetrahydropyridazine-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: 100.0%

1-(trimethylsiloxy)-1,3-butadiene (63383-46-0) + di-(-)-menthyl azodicarboxylate + phosphorous acid trimethyl ester (121-45-9) → (3R)- and (3S)-di-(-)-menthyl 3-dimethylphosphoryl-1,2,3,6-tetrahydropyridazine-1,2-dicarboxylate (343326-42-1)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1016/S0040-4039(01)00283-0

Reference yield: 73.0%

1-methoxy-1,3-butadiene (10034-09-0) + di-(-)-menthyl azodicarboxylate + phosphorous acid trimethyl ester (121-45-9) → (3R)- and (3S)-di-(-)-menthyl 3-dimethylphosphoryl-1,2,3,6-tetrahydropyridazine-1,2-dicarboxylate (343326-42-1)

Guidance literature:

With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 20 ℃; for 12h;

DOI:10.1016/S0040-4039(01)00283-0

Reference yield: 65.0%

(3R)- and (3S)-di-(-)-menthyl 3-dimethylphosphoryl-1,2,3,6-tetrahydropyridazine-1,2-dicarboxylate (343326-42-1) → (S)-3-(Dimethoxy-phosphoryl)-tetrahydro-pyridazine-1,2-dicarboxylic acid bis-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl) ester (343326-43-2) + (R)-3-(Dimethoxy-phosphoryl)-tetrahydro-pyridazine-1,2-dicarboxylic acid bis-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl) ester (343326-44-3)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; under 3040 Torr;

DOI:10.1016/S0040-4039(01)00283-0

upstream raw materials:

1-methoxy-1,3-butadiene

phosphorous acid trimethyl ester

1-(trimethylsiloxy)-1,3-butadiene

Downstream raw materials:

(S)-3-(Dimethoxy-phosphoryl)-tetrahydro-pyridazine-1,2-dicarboxylic acid bis-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl) ester

(R)-3-(Dimethoxy-phosphoryl)-tetrahydro-pyridazine-1,2-dicarboxylic acid bis-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl) ester

(S)-3-(Dimethoxy-phosphoryl)-6-oxo-tetrahydro-pyridazine-1,2-dicarboxylic acid bis-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl) ester

(R)-3-(Dimethoxy-phosphoryl)-6-oxo-tetrahydro-pyridazine-1,2-dicarboxylic acid bis-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyl) ester

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