(-)-(2R,3R,5R)-2-hydroxy-3-pinanone

Base Information

Chemical Name:(-)-(2R,3R,5R)-2-hydroxy-3-pinanone
CAS No.:84236-04-4
Molecular Formula:C₁₀H₁₆O₂
Molecular Weight:168.236
Hs Code.:

Synonyms:

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Chemical Property of (-)-(2R,3R,5R)-2-hydroxy-3-pinanone

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Technology Process of (-)-(2R,3R,5R)-2-hydroxy-3-pinanone

There total 25 articles about (-)-(2R,3R,5R)-2-hydroxy-3-pinanone 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: 98.0%

: (2S,4S)-2-[(1R,2R,5R)-2-Hydroxy-2,6,6-trimethyl-bicyclo[3.1.1]hept-(3E)-ylideneamino]-4-trimethylsilanyloxy-pentanoic acid tert-butyl ester

: 1845-25-6,10136-65-9,20536-50-9,73466-08-7,84236-04-4,125073-44-1,24047-72-1
(-)-(2R,3R,5R)-2-hydroxy-3-pinanone

: (2S,4S)-2-Amino-4-hydroxy-pentanoic acid tert-butyl ester

Guidance literature:: With citric acid; In tetrahydrofuran; for 96h; Ambient temperature;
DOI:10.1055/s-1997-3246

Reference yield: 72.0%

: 7785-26-4,25766-18-1
(-)-α-pinene

: 1845-25-6,10136-65-9,20536-50-9,73466-08-7,84236-04-4,125073-44-1,24047-72-1
(-)-(2R,3R,5R)-2-hydroxy-3-pinanone

Guidance literature:: With potassium permanganate; water; In acetone; at -10 ℃;
DOI:10.1016/j.tetlet.2015.12.042

Reference yield: 62.0%

: 276253-82-8
tert-butyl 2-[(E)-((1R,2R,5R)-2-hydroxy-2,6,6-trimethylbicyclo-[3.1.1]heptan-3-ylidene)amino]acetate

: 329710-76-1
2-(trifluoromethoxy)ethyl trifluoromethanesulphonate

: (S)-tert-butyl 2-[(E)-((1R,2R,5R)-2-hydroxy-2,6,6-trimethylbicyclo[3.1.1]-heptan-3-ylidene)amino]-4-(trifluoromethoxy)butanoate

: 1845-25-6,10136-65-9,20536-50-9,73466-08-7,84236-04-4,125073-44-1,24047-72-1
(-)-(2R,3R,5R)-2-hydroxy-3-pinanone

Guidance literature:: tert-butyl 2-[(E)-((1R,2R,5R)-2-hydroxy-2,6,6-trimethylbicyclo-[3.1.1]heptan-3-ylidene)amino]acetate; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 1.5h; Inert atmosphere;

2-(trifluoromethoxy)ethyl trifluoromethanesulphonate; In tetrahydrofuran; at -78 - 20 ℃; Overall yield = 1.34 g; diastereoselective reaction; Inert atmosphere;
DOI:10.1039/c6ob02436j