8a(R)-methyl (3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-ylidene)acetate

Base Information

• Chemical Name: 8a(R)-methyl (3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-ylidene)acetate
• CAS No.: 686343-42-0
• Molecular Formula: C₁₆H₁₉NO₃
• Molecular Weight: 273.332
• Mol file: 686343-42-0.mol

Synonyms:8a(R)-methyl (3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-ylidene)acetate

Chemical Property of 8a(R)-methyl (3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-ylidene)acetate

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 8a(R)-methyl (3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-ylidene)acetate

There total 1 articles about 8a(R)-methyl (3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-ylidene)acetate 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:

(2S)-2-phenylglycinol (20989-17-7) + 7-oxo-hept-2-ynoic acid methyl ester (135284-85-4) → 8a(S)-methyl (3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-ylidene)acetate + 8a(R)-methyl (3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-ylidene)acetate (686343-42-0) + 7-[(E)-(S)-2-Hydroxy-1-phenyl-ethylimino]-hept-2-ynoic acid methyl ester

Guidance literature:

In chloroform-d1; Title compound not separated from byproducts;

DOI:10.1021/jo049961c

Reference yield: 67.0%

8a(R)-methyl (3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-ylidene)acetate (686343-42-0) → (5R)-(3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-yl)-acetic acid methyl ester + (5S)-(3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-yl)-acetic acid methyl ester

Guidance literature:

With hydrogen; platinum(IV) oxide; In methanol; at 20 ℃; for 24h; under 760 Torr;

DOI:10.1016/j.tet.2005.05.079

Reference yield:

8a(R)-methyl (3-phenyl-hexahydro-oxazolo[3,2-a]pyridin-5-ylidene)acetate (686343-42-0) → [1-((S)-2-Hydroxy-1-phenyl-ethyl)-piperidin-2-yl]-acetic acid methyl ester

Guidance literature:

With sodium tris(acetoxy)borohydride; acetic acid; In acetonitrile; at 20 ℃; for 48h;

DOI:10.1016/j.tet.2005.05.079

upstream raw materials:

(2S)-2-phenylglycinol

7-oxo-hept-2-ynoic acid methyl ester

Downstream raw materials:

(S)-2-(methoxycarbonylmethyl)piperidine-1-carboxylic acid tert-butyl ester

(R)-2-methoxycarbonylmethylpiperidine-1-carboxylic acid tert-butyl ester