3-Furancarboxylicacid,tetrahydro-5-(hydroxymethyl)-2-oxo-,(5S)-(9CI)

Base Information

• Chemical Name: 3-Furancarboxylicacid,tetrahydro-5-(hydroxymethyl)-2-oxo-,(5S)-(9CI)
• CAS No.: 220133-84-6
• Molecular Formula: C₆H₈O₅
• Molecular Weight: 160.127
• Mol file: 220133-84-6.mol

Synonyms:3-Furancarboxylicacid,tetrahydro-5-(hydroxymethyl)-2-oxo-,(5S)-(9CI)

Chemical Property of 3-Furancarboxylicacid,tetrahydro-5-(hydroxymethyl)-2-oxo-,(5S)-(9CI)

Chemical Property:

• PSA: 83.83000
• LogP: -1.00500

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Furancarboxylicacid,tetrahydro-5-(hydroxymethyl)-2-oxo-,(5S)-(9CI)

There total 5 articles about 3-Furancarboxylicacid,tetrahydro-5-(hydroxymethyl)-2-oxo-,(5S)-(9CI) 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: 80.0%

dimethyl {[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl}propanedioate (1201937-38-3) → (5S)-5-hydroxymethyl-2-oxo-tetrahydro-furan-3-carboxylic acid (220133-84-6)

Guidance literature:

dimethyl {[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl}propanedioate; With methanol; potassium hydroxide;

With sulfuric acid; In methanol; ethanol; optical yield given as %ee;

DOI:10.1021/jo901799n

Reference yield:

methyl (5S)-5-(hydroxymethyl)-2-oxotetrahydrofuran-3-carboxylate (1201937-46-3) → (5S)-5-hydroxymethyl-2-oxo-tetrahydro-furan-3-carboxylic acid (220133-84-6)

Guidance literature:

With 5% Pd(II)/C(eggshell); hydrogen; In methanol; at 20 ℃; for 0.75h; optical yield given as %ee;

DOI:10.1021/jo901799n

Reference yield:

(4S)-4-<2,2-bis(benzoxycarbonyl)ethyl>-2,2-dimethyl-1,3-dioxolane (220133-88-0) → (5S)-5-hydroxymethyl-2-oxo-tetrahydro-furan-3-carboxylic acid (220133-84-6)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogen / Pd/C / ethyl acetate / 2 h / Ambient temperature

2: aq. H₂SO₄

With sulfuric acid; hydrogen; palladium on activated charcoal; In ethyl acetate;

DOI:10.3987/com-98-8311

upstream raw materials:

S-4,5-O-isopropylidene-4,5-dihydroxy-2-ethoxycarbonylpentanoic acid ethyl ester

(4S)-4-<2,2-bis(benzoxycarbonyl)ethyl>-2,2-dimethyl-1,3-dioxolane

dimethyl {[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]methyl}propanedioate

methyl (5S)-5-(hydroxymethyl)-2-oxotetrahydrofuran-3-carboxylate