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.: 23944-47-0
• Molecular Formula: C7H14 O4
• Molecular Weight: 162.186
• UNII: X3BJ64QR9U,DNM2PF3HW8
• Nikkaji Number: J1.083.627A
• Mol file: 23944-47-0.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:

• Vapor Pressure: 1.11E-05mmHg at 25°C
• Boiling Point: 331.7°Cat760mmHg
• Flash Point: 168.6°C
• Density: 1.205g/cm³
• 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:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

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 17 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: 90.0%

5-(1-Hydroxy-ethyl)-5-isopropyl-2,2-dimethyl-[1,3]dioxolan-4-one (87063-75-0,87072-96-6) → (+/-)-trachelanthic acid (23944-47-0)

Guidance literature:

With hydrogenchloride;

Reference yield: 85.0%

trans-α-isopropylcrotonic acid (94773-28-1) → (+/-)-trachelanthic acid (23944-47-0)

Guidance literature:

With osmium(VIII) oxide; chloric acid;

DOI:10.1021/jm00383a001

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 ℃;

upstream raw materials:

(E)-2-(1-methylethyl)-2-butenoic acid

trans-α-isopropylcrotonic acid

5-(1-Hydroxy-ethyl)-5-isopropyl-2,2-dimethyl-[1,3]dioxolan-4-one

2-(1-methylethyl)-2-butenoic acid

Downstream raw materials:

(2S,3S)-2,3-dihydroxy-2-(1-methylethyl)butyric acid

(+)-viridifloric acid

(+)-indicine N-oxide

intermedine N-oxide

Refernces

• 1、 Zalkow,Glinski,Gelbaum,Fleischmann,McGowan,Gordon. "Synthesis of pyrrolizidine alkaloids indicine, intermedine, lycopsamine, and analogues and their N-oxides. Potential antitumor agents". . p. 687 - 694. Retrieved 2007/10/02.
• 2、 Subramanian,Mohanraj,Cockrum,et al.. "The alkaloids of Heliotropium curassavicum". . p. 1357 - 1363. Retrieved 2007/10/02.