(2S)-2-Hydroxy-hexanedioic acid

Base Information

• Chemical Name: (2S)-2-Hydroxy-hexanedioic acid
• CAS No.: 77252-45-0
• Molecular Formula: C₆H₁₀O₅
• Molecular Weight: 162.142
• UNII: AQ6SP32GBJ
• Metabolomics Workbench ID: 1972
• Mol file: 77252-45-0.mol

Synonyms:2S-hydroxyadipic acid;(2S)-2-HYDROXY-HEXANEDIOIC ACID;2S-hydroxy-Hexanedioic acid;(2S)-2-hydroxyhexanedioic acid;AQ6SP32GBJ;(2S)-2-Hydroxyadipic acid;SCHEMBL5174124;AMY3878;2-Hydroxyhexanedioic acid (2S)-;CHEBI:178680;LMFA01170050;Hexanedioic acid, 2-hydroxy-, (S)-;Hexanedioic acid, 2-hydroxy-, (2S)-;77252-45-0

Chemical Property of (2S)-2-Hydroxy-hexanedioic acid

Chemical Property:

• XLogP3: -0.6
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 5
• Exact Mass: 162.05282342
• Heavy Atom Count: 11
• Complexity: 153

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of (2S)-2-Hydroxy-hexanedioic acid

There total 1 articles about (2S)-2-Hydroxy-hexanedioic acid 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:

L-homoglutamic acid (1118-90-7) → C6H8O4 + (S)-2-hydroxyhexanedioic acid (77252-45-0,77252-44-9)

Guidance literature:

With hydrogenchloride; sodium nitrite; In water; at 0 - 5 ℃;

DOI:10.1002/chem.201103344

Reference yield: 11.0%

(S)-2-hydroxyhexanedioic acid (77252-45-0,77252-44-9) + benzyl bromide (100-39-0) → C20H22O5 (1380072-18-3)

Guidance literature:

In N,N-dimethyl-formamide; at 20 ℃; for 8h;

DOI:10.1002/chem.201103344

Reference yield:

(S)-2-hydroxyhexanedioic acid (77252-45-0,77252-44-9) → (2S,2'S,2''S)-hexabenzyl 2,2',2''-(1,4,7,10-tetraazacyclododecane-1,4,7-triyl)trihexanedioate

Guidance literature:

Multi-step reaction with 3 steps

1: N,N-dimethyl-formamide / 8 h / 20 °C

2: triethylamine / dichloromethane / 1 h / 0 - 5 °C

3: acetonitrile / 48 h / 78 °C

With triethylamine; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/chem.201103344

upstream raw materials:

L-homoglutamic acid

Downstream raw materials:

C₂₁H₂₄O₇S

C₂₀H₂₂O₅