(-)-(2S,3R)-methyl 3-{[(9H-Fluoren-9-yl)methoxy]carbonylamino}-2-hydroxy-3-phenylpropanoate

Base Information

• Chemical Name: (-)-(2S,3R)-methyl 3-{[(9H-Fluoren-9-yl)methoxy]carbonylamino}-2-hydroxy-3-phenylpropanoate
• CAS No.: 1262306-37-5
• Molecular Formula: C₂₅H₂₃NO₅
• Molecular Weight: 417.461
• Mol file: 1262306-37-5.mol

Synonyms:(-)-(2S,3R)-methyl 3-{[(9H-Fluoren-9-yl)methoxy]carbonylamino}-2-hydroxy-3-phenylpropanoate

Chemical Property of (-)-(2S,3R)-methyl 3-{[(9H-Fluoren-9-yl)methoxy]carbonylamino}-2-hydroxy-3-phenylpropanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of (-)-(2S,3R)-methyl 3-{[(9H-Fluoren-9-yl)methoxy]carbonylamino}-2-hydroxy-3-phenylpropanoate

There total 3 articles about (-)-(2S,3R)-methyl 3-{[(9H-Fluoren-9-yl)methoxy]carbonylamino}-2-hydroxy-3-phenylpropanoate 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: 67.0%

(9H-fluoren-9-yl)methyl chlorocarbamate + methyl cinnamate (103-26-4,1754-62-7) → (-)-(2S,3R)-methyl 3-{[(9H-Fluoren-9-yl)methoxy]carbonylamino}-2-hydroxy-3-phenylpropanoate (1262306-37-5)

Guidance literature:

With potassium osmate(VI) dihydrate; 1,4-bis(9-O-dihydroquinidine)phthalazine; sodium hydroxide; In water; acetonitrile; at 0 ℃; for 2h;

DOI:10.1021/acs.joc.9b02491

Reference yield: 58.0%

(9H-fluoren-9-yl)methyl 4-chlorobenzoyloxycarbamate (1262306-23-9) + Methyl cinnamate (103-26-4,1754-62-7) → (-)-(2S,3R)-methyl 3-{[(9H-Fluoren-9-yl)methoxy]carbonylamino}-2-hydroxy-3-phenylpropanoate (1262306-37-5) + (2S,3R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-hydroxy-3-phenyl-propionic acid methyl ester

Guidance literature:

(9H-fluoren-9-yl)methyl 4-chlorobenzoyloxycarbamate; With osmium(VIII) oxide; 1,4-bis(9-O-dihydroquinidine)phthalazine; In acetonitrile; at 20 ℃; for 0.166667h;

Methyl cinnamate; In water; acetonitrile; at 20 ℃; optical yield given as %ee; enantioselective reaction;

DOI:10.1021/jo1018816

Reference yield: 18.0%

→ (-)-(2S,3R)-methyl 3-{[(9H-Fluoren-9-yl)methoxy]carbonylamino}-2-hydroxy-3-phenylpropanoate (1262306-37-5) + C25H23NO5

Guidance literature:

upstream raw materials:

(9H-fluoren-9-yl)methyl 4-chlorobenzoyloxycarbamate

Methyl cinnamate

methyl cinnamate