(2R,3S)-(-)-2-(tetrahydropyran-2-yloxy)-3-phenylmethanamidopropanoic acid

Base Information

• Chemical Name: (2R,3S)-(-)-2-(tetrahydropyran-2-yloxy)-3-phenylmethanamidopropanoic acid
• CAS No.: 126049-52-3
• Molecular Formula: C₂₁H₂₃NO₅
• Molecular Weight: 369.417

Synonyms:(2R,3S)-(-)-2-(tetrahydropyran-2-yloxy)-3-phenylmethanamidopropanoic acid

Chemical Property of (2R,3S)-(-)-2-(tetrahydropyran-2-yloxy)-3-phenylmethanamidopropanoic acid

Chemical Property:

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Technology Process of (2R,3S)-(-)-2-(tetrahydropyran-2-yloxy)-3-phenylmethanamidopropanoic acid

There total 1 articles about (2R,3S)-(-)-2-(tetrahydropyran-2-yloxy)-3-phenylmethanamidopropanoic acid 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: 72.0%

N-[(1S,2S)-1-Phenyl-2-(tetrahydro-pyran-2-yloxy)-but-3-enyl]-benzamide → (2R,3S)-(-)-2-(tetrahydropyran-2-yloxy)-3-phenylmethanamidopropanoic acid (126049-52-3)

Guidance literature:

With ruthenium(IV) oxide; sodium periodate; In phosphate buffer; dichloromethane; acetonitrile; at 20 ℃; for 5h; pH=6.8;

DOI:10.1055/s-2003-42115

Reference yield: 86.0%

brevifoliol (134955-83-2) + (2R,3S)-(-)-2-(tetrahydropyran-2-yloxy)-3-phenylmethanamidopropanoic acid (126049-52-3) → benzoic acid 8,9-diacetoxy-2-[3-benzoylamino-3-phenyl-2-(tetrahydro-pyran-2-yloxy)-propionyloxy]-6-hydroxy-3a-(1-hydroxy-1-methyl-ethyl)-1,8a-dimethyl-5-methylene-2,3,3a,4,4a,5,6,7,8,8a,9,10-dodecahydro-benzo[f]azulen-10-yl ester

Guidance literature:

With dmap; 2,2'-dipyridyl carbonate; In toluene; at 20 ℃;

DOI:10.1021/np0304565

Reference yield: 80.0%

(2R,3S)-(-)-2-(tetrahydropyran-2-yloxy)-3-phenylmethanamidopropanoic acid (126049-52-3) → (2R,3S)-N-benzoyl-3-phenylisoserine (132201-33-3)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; at 20 ℃; for 8h;

DOI:10.1055/s-2003-42115

Downstream raw materials:

(2R,3S)-N-benzoyl-3-phenylisoserine

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