(2S,7R,8S,8aS)-7-(3-Chloro-phenyl)-2,5,8a-trimethyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-6,8-dicarboxylic acid 8-benzyl ester 6-methyl ester

Base Information

• Chemical Name: (2S,7R,8S,8aS)-7-(3-Chloro-phenyl)-2,5,8a-trimethyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-6,8-dicarboxylic acid 8-benzyl ester 6-methyl ester
• CAS No.: 174967-49-8
• Molecular Formula: C₂₆H₂₈ClNO₅
• Molecular Weight: 469.965

Synonyms:

Chemical Property of (2S,7R,8S,8aS)-7-(3-Chloro-phenyl)-2,5,8a-trimethyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-6,8-dicarboxylic acid 8-benzyl ester 6-methyl ester

Chemical Property:

Purity/Quality:

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Useful:

Technology Process of (2S,7R,8S,8aS)-7-(3-Chloro-phenyl)-2,5,8a-trimethyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-6,8-dicarboxylic acid 8-benzyl ester 6-methyl ester

There total 1 articles about (2S,7R,8S,8aS)-7-(3-Chloro-phenyl)-2,5,8a-trimethyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-6,8-dicarboxylic acid 8-benzyl ester 6-methyl ester 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:

benzyl acetoacetate (5396-89-4) → (2S,7R,8S,8aS)-7-(3-Chloro-phenyl)-2,5,8a-trimethyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-6,8-dicarboxylic acid 8-benzyl ester 6-methyl ester (174967-49-8)

Guidance literature:

Multi-step reaction with 2 steps

2: 45 percent / methanol / 24 h / Heating

In methanol;

DOI:10.1021/jo9514376

Reference yield: 20.0%

(2S,7R,8S,8aS)-7-(3-Chloro-phenyl)-2,5,8a-trimethyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-6,8-dicarboxylic acid 8-benzyl ester 6-methyl ester (174967-49-8) → (2S,7R,8S,8aS)-7-(3-Chloro-phenyl)-2,5,8a-trimethyl-3-oxo-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-6,8-dicarboxylic acid 8-benzyl ester 6-methyl ester

Guidance literature:

With benzyl(triethyl)ammoniumpermanganate; In dichloromethane; for 24h; Heating;

DOI:10.1016/0957-4166(96)00239-X

Reference yield:

(2S,7R,8S,8aS)-7-(3-Chloro-phenyl)-2,5,8a-trimethyl-2,3,8,8a-tetrahydro-7H-oxazolo[3,2-a]pyridine-6,8-dicarboxylic acid 8-benzyl ester 6-methyl ester (174967-49-8) → (R)-4-(3-Chloro-phenyl)-2,6-dimethyl-1,4-dihydro-pyridine-3,5-dicarboxylic acid 3-benzyl ester 5-methyl ester

Guidance literature:

Multi-step reaction with 2 steps

1: 20 percent / benzyl(triethyl)ammonium permanganate / CH₂Cl₂ / 24 h / Heating

2: KOH / methanol / 6 h / Ambient temperature

With potassium hydroxide; benzyl(triethyl)ammoniumpermanganate; In methanol; dichloromethane;

DOI:10.1016/0957-4166(96)00239-X

upstream raw materials:

benzyl acetoacetate

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