1,2(2H)-Pyridinedicarboxylic acid, 3,6-dihydro-3-phenyl-, 2-methyl 1-(phenylmethyl) ester, (2R,3S)-

Base Information

Chemical Name:1,2(2H)-Pyridinedicarboxylic acid, 3,6-dihydro-3-phenyl-, 2-methyl 1-(phenylmethyl) ester, (2R,3S)-
CAS No.:588702-53-8
Molecular Formula:C21H21NO4
Molecular Weight:351.402
Hs Code.:

Synonyms:

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Chemical Property of 1,2(2H)-Pyridinedicarboxylic acid, 3,6-dihydro-3-phenyl-, 2-methyl 1-(phenylmethyl) ester, (2R,3S)-

Chemical Property:

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Technology Process of 1,2(2H)-Pyridinedicarboxylic acid, 3,6-dihydro-3-phenyl-, 2-methyl 1-(phenylmethyl) ester, (2R,3S)-

There total 9 articles about 1,2(2H)-Pyridinedicarboxylic acid, 3,6-dihydro-3-phenyl-, 2-methyl 1-(phenylmethyl) ester, (2R,3S)- 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:

: 85669-63-2
(E)-cinnamyl diethyl phosphate

: 588702-53-8
(2R,3S)-3-phenyl-3,6-dihydro-2H-pyridine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: chiral bidentate phosphite-type ligand / [Ir(cod)Cl]2 / tetrahydrofuran / 0.17 h / 20 °C

1.2: LiN(SiMe₃)2 / tetrahydrofuran / 0 °C

2.1: citric acid / tetrahydrofuran; H₂O / 4 h / 20 °C

3.1: TFA / CH₂Cl₂ / 3 h / 20 °C

4.1: NaOH / H₂O / 1 h / 0 °C

5.1: 7.7 mg / thionyl chloride / 1 h / 20 °C

6.1: NaH / dimethylformamide / 1 h / 0 °C

6.2: dimethylformamide / 2 h / 0 °C

7.1: 26.5 mg / Grubbs catalyst (2nd) / toluene / 4 h / 20 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; sodium hydroxide; thionyl chloride; chiral bidentate phosphite-type ligand; sodium hydride; trifluoroacetic acid; citric acid; bis(1,5-cyclooctadiene)diiridium(I) dichloride; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo034638f

Reference yield:

: (2R,3S)-2-(Allyl-benzyloxycarbonyl-amino)-3-phenyl-pent-4-enoic acid methyl ester

: 588702-53-8
(2R,3S)-3-phenyl-3,6-dihydro-2H-pyridine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In toluene; at 20 ℃; for 4h;
DOI:10.1021/jo034638f

Reference yield:

: 7217-71-2
1-phenyl-2-propenyl acetate

: 588702-53-8
(2R,3S)-3-phenyl-3,6-dihydro-2H-pyridine-1,2-dicarboxylic acid 1-benzyl ester 2-methyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: KOH; chiral phase transfer catalyst; chiral phosphine-type ligand / Pd₂(dba)3*CHCl₃ / toluene; H₂O / 3.5 h / 0 °C

2.1: citric acid / tetrahydrofuran; H₂O / 4 h / 20 °C

3.1: TFA / CH₂Cl₂ / 3 h / 20 °C

4.1: NaOH / H₂O / 1 h / 0 °C

5.1: 7.7 mg / thionyl chloride / 1 h / 20 °C

6.1: NaH / dimethylformamide / 1 h / 0 °C

6.2: dimethylformamide / 2 h / 0 °C

7.1: 26.5 mg / Grubbs catalyst (2nd) / toluene / 4 h / 20 °C

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; potassium hydroxide; sodium hydroxide; thionyl chloride; chiral phase transfer catalyst; chiral phosphine-type ligand; sodium hydride; trifluoroacetic acid; citric acid; tris(dibenzylideneacetone)dipalladium⁽⁰⁾ chloroform complex; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo034638f