(2R,3S,4R)-5-Hydroxy-2,4-dimethyl-3-phenyl-pentanoic acid tert-butyl ester

Base Information

• Chemical Name: (2R,3S,4R)-5-Hydroxy-2,4-dimethyl-3-phenyl-pentanoic acid tert-butyl ester
• CAS No.: 164334-41-2
• Molecular Formula: C₁₇H₂₆O₃
• Molecular Weight: 278.392

Synonyms:(2R,3S,4R)-5-Hydroxy-2,4-dimethyl-3-phenyl-pentanoic acid tert-butyl ester

Chemical Property of (2R,3S,4R)-5-Hydroxy-2,4-dimethyl-3-phenyl-pentanoic acid tert-butyl ester

Chemical Property:

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Technology Process of (2R,3S,4R)-5-Hydroxy-2,4-dimethyl-3-phenyl-pentanoic acid tert-butyl ester

There total 2 articles about (2R,3S,4R)-5-Hydroxy-2,4-dimethyl-3-phenyl-pentanoic acid tert-butyl 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:

(E)-(2R,3S,4R)-6-((3aR,7aR)-1,3-Dimethyl-2-oxo-octahydro-2λ5-benzo[1,3,2]diazaphosphol-2-yl)-2,4-dimethyl-3-phenyl-hex-5-enoic acid tert-butyl ester (164334-40-1) → (2R,3S,4R)-5-Hydroxy-2,4-dimethyl-3-phenyl-pentanoic acid tert-butyl ester (164334-41-2)

Guidance literature:

(E)-(2R,3S,4R)-6-((3aR,7aR)-1,3-Dimethyl-2-oxo-octahydro-2λ⁵-benzo[1,3,2]diazaphosphol-2-yl)-2,4-dimethyl-3-phenyl-hex-5-enoic acid tert-butyl ester; With ozone; In methanol; dichloromethane; at -78 ℃;

With sodium tetrahydroborate; In methanol; dichloromethane; at -78 - 20 ℃; Further stages.;

DOI:10.1021/jo000388g

Reference yield:

(2R,3S,4R)-2,4-Dimethyl-5-oxo-3-phenyl-pentanoic acid tert-butyl ester → (2R,3S,4R)-5-Hydroxy-2,4-dimethyl-3-phenyl-pentanoic acid tert-butyl ester (164334-41-2)

Guidance literature:

With sodium tetrahydroborate; Yield given;

DOI:10.1016/S0040-4039(00)78330-4

Reference yield: 89.0%

(2R,3S,4R)-5-Hydroxy-2,4-dimethyl-3-phenyl-pentanoic acid tert-butyl ester (164334-41-2) → (3R,4S,5R)-3,5-Dimethyl-4-phenyl-tetrahydro-pyran-2-one

Guidance literature:

With trifluoroacetic acid; In dichloromethane; Ambient temperature;

DOI:10.1016/S0040-4039(00)78330-4

upstream raw materials:

(E)-(2R,3S,4R)-6-((3aR,7aR)-1,3-Dimethyl-2-oxo-octahydro-2λ⁵-benzo[1,3,2]diazaphosphol-2-yl)-2,4-dimethyl-3-phenyl-hex-5-enoic acid tert-butyl ester

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