Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, (2R,3S)-

Base Information

• Chemical Name: Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, (2R,3S)-
• CAS No.: 23944-50-5
• Molecular Formula: C₇H₁₄O₄
• Molecular Weight: 162.186
• UNII: X3BJ64QR9U,DNM2PF3HW8
• Nikkaji Number: J1.083.627A
• Mol file: 23944-50-5.mol

Synonyms:(-)-Trachelanthic acid;DNM2PF3HW8;Trachelanthic acid, (-)-;(2R,3S)-(-)-Trachelanthic acid;UNII-DNM2PF3HW8;Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, (2R,3S)-;(-)-(2'R,3'S)-Trachelanthic acid;(+/-)-Trachelanthic acid;X3BJ64QR9U;Trachelanthic acid, (+/-)-;23944-50-5;NSC-250425;(2R,3S)-2,3-Dihydroxy-2-(1-methylethyl)butanoic acid;Rel-(2S)-2-hydroxy-2-((1R)-1-hydroxyethyl)-3-methylbutanoic acid;Butanoic acid, 2-hydroxy-2-((1R)-1-hydroxyethyl)-3-methyl-, (2S)-rel-;23944-47-0;UNII-X3BJ64QR9U

Chemical Property of Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, (2R,3S)-

Chemical Property:

• XLogP3: 0.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 162.08920892
• Heavy Atom Count: 11
• Complexity: 155

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C)C(C(C)O)(C(=O)O)O
• Isomeric SMILES: C[C@@H]([C@](C(C)C)(C(=O)O)O)O

Technology Process of Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, (2R,3S)-

There total 14 articles about Butanoic acid, 2,3-dihydroxy-2-(1-methylethyl)-, (2R,3S)- 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 2-(1-methylethyl)but-2-enoate (856183-33-0) → (2S,3S)-2,3-dihydroxy-2-(1-methylethyl)butyric acid (17132-48-8) + (2S,3R)-2,3-dihydroxy-2-(1-methylethyl)butyric acid (23944-48-1) + (2R,3S)-2,3-dihydroxy-2-(1-methylethyl)butyric acid (23944-50-5) + (+)-viridifloric acid (17233-93-1)

Guidance literature:

ethyl 2-(1-methylethyl)but-2-enoate; With AD-mix-α; methanesulfonamide; In water; tert-butyl alcohol; at 0 ℃; for 42h;

With potassium hydroxide; In ethanol; water; at 50 ℃; for 36h; Further stages. Title compound not separated from byproducts.;

DOI:10.1002/1099-0690(200211)2002:22<3884::AID-EJOC3884>3.0.CO;2-4

Reference yield:

→ (+)-threo-2.3-dihydroxy-2-isopropyl-butyric acid (466-18-2,17132-45-5,17132-48-8,17233-93-1,23944-47-0,23944-48-1,23944-50-5)

Guidance literature:

With sodium hydroxide; at 100 ℃;

Reference yield:

→ (+)-threo-2.3-dihydroxy-2-isopropyl-butyric acid (466-18-2,17132-45-5,17132-48-8,17233-93-1,23944-47-0,23944-48-1,23944-50-5)

Guidance literature:

With sodium hydroxide;

upstream raw materials:

ethyl 2-(1-methylethyl)but-2-enoate

methanol

(+)-Echinatine

sulfuric acid

Downstream raw materials:

4-methyl-2,3-pentanedione

(-)-intermedine

(+)-indicine N-oxide

(+)-indicine

Refernces

• 1、 Stritzke, Katja,Schulz, Stefan,Nishida, Ritsuo. "Absolute configuration and synthesis of β- and δ-lactones present in the pheromone system of the giant white butterfly Idea leuconoe". . p. 3884 - 3892. Retrieved 2007/10/03.