(2S,3S)-(-)-2-(2,4-dinitrophenyl)-3-hydroxyleucine

Base Information

• Chemical Name: (2S,3S)-(-)-2-(2,4-dinitrophenyl)-3-hydroxyleucine
• CAS No.: 121695-09-8
• Molecular Formula: C₁₂H₁₅N₃O₇
• Molecular Weight: 313.267
• Mol file: 121695-09-8.mol

Synonyms:(2S,3S)-(-)-2-(2,4-dinitrophenyl)-3-hydroxyleucine

Chemical Property of (2S,3S)-(-)-2-(2,4-dinitrophenyl)-3-hydroxyleucine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,3S)-(-)-2-(2,4-dinitrophenyl)-3-hydroxyleucine

There total 7 articles about (2S,3S)-(-)-2-(2,4-dinitrophenyl)-3-hydroxyleucine 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:

ethyl-4-methyl-2-(E)-penteneoate (15790-86-0) → (2S,3S)-(-)-2-(2,4-dinitrophenyl)-3-hydroxyleucine (121695-09-8)

Guidance literature:

Multi-step reaction with 8 steps

1: 95 percent / AD-mix-α, methanesulphonamide / H2O; 2-methyl-propan-2-ol / 96 h / 0 °C

2: thionyl chloride / CCl₄ / 2 h / Heating

3: RuCl₃*xH₂O, NaIO₄ / acetonitrile; H₂O / 2 h / Ambient temperature

4: NaN₃ / acetone; H₂O / 1.5 h / Ambient temperature

5: 20 percent aq. H₂SO₄ / diethyl ether / 24 h / Ambient temperature

6: 93 percent / 1 M aq. NaOH / tetrahydrofuran / 1.25 h / 0 °C

7: H₂ / 20 percent Pd(OH)2 on carbon / methanol / 48 h / 760 Torr / Ambient temperature

8: 39 percent / NaHCO₃ / aq. ethanol / 5 h / Ambient temperature

With ruthenium trichloride; sodium hydroxide; sodium periodate; AD-mix-α; thionyl chloride; sodium azide; methanesulfonamide; sulfuric acid; hydrogen; sodium hydrogencarbonate; palladium hydroxide - carbon; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; ethanol; water; acetone; acetonitrile; tert-butyl alcohol;

DOI:10.1016/S0040-4020(01)85384-9

Reference yield:

(2R,3S)-(-)-ethyl 2,3-dihydroxy-3-propionate (108666-30-4) → (2S,3S)-(-)-2-(2,4-dinitrophenyl)-3-hydroxyleucine (121695-09-8)

Guidance literature:

Multi-step reaction with 7 steps

1: thionyl chloride / CCl₄ / 2 h / Heating

2: RuCl₃*xH₂O, NaIO₄ / acetonitrile; H₂O / 2 h / Ambient temperature

3: NaN₃ / acetone; H₂O / 1.5 h / Ambient temperature

4: 20 percent aq. H₂SO₄ / diethyl ether / 24 h / Ambient temperature

5: 93 percent / 1 M aq. NaOH / tetrahydrofuran / 1.25 h / 0 °C

6: H₂ / 20 percent Pd(OH)2 on carbon / methanol / 48 h / 760 Torr / Ambient temperature

7: 39 percent / NaHCO₃ / aq. ethanol / 5 h / Ambient temperature

With ruthenium trichloride; sodium hydroxide; sodium periodate; thionyl chloride; sodium azide; sulfuric acid; hydrogen; sodium hydrogencarbonate; palladium hydroxide - carbon; In tetrahydrofuran; methanol; tetrachloromethane; diethyl ether; ethanol; water; acetone; acetonitrile;

DOI:10.1016/S0040-4020(01)85384-9

Reference yield:

(2S,3S)-(-)-ethyl 2-azido-3-isopropyl-3-hydroxypropionate (159990-08-6) → (2S,3S)-(-)-2-(2,4-dinitrophenyl)-3-hydroxyleucine (121695-09-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 93 percent / 1 M aq. NaOH / tetrahydrofuran / 1.25 h / 0 °C

2: H₂ / 20 percent Pd(OH)2 on carbon / methanol / 48 h / 760 Torr / Ambient temperature

3: 39 percent / NaHCO₃ / aq. ethanol / 5 h / Ambient temperature

With sodium hydroxide; hydrogen; sodium hydrogencarbonate; palladium hydroxide - carbon; In tetrahydrofuran; methanol; ethanol;

DOI:10.1016/S0040-4020(01)85384-9

upstream raw materials:

ethyl-4-methyl-2-(E)-penteneoate

(2R,3S)-(-)-ethyl 2,3-dihydroxy-3-propionate

(2S,3S)-(-)-2-azido-3-isopropyl-3-hydroxypropionic acid

(2S,3S)-(-)-ethyl 2-azido-3-isopropyl-3-hydroxypropionate