D-erythro-Pentaric acid, 2,3-dideoxy-3-methyl-4-C-methyl-, 1,4-lactone (9CI)

Base Information

• Chemical Name: D-erythro-Pentaric acid, 2,3-dideoxy-3-methyl-4-C-methyl-, 1,4-lactone (9CI)
• CAS No.: 240118-48-3
• Molecular Formula: C₇H₁₀O₄
• Molecular Weight: 158.154
• Mol file: 240118-48-3.mol

Synonyms:(-)-cis-Crobarbaticacid

Chemical Property of D-erythro-Pentaric acid, 2,3-dideoxy-3-methyl-4-C-methyl-, 1,4-lactone (9CI)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of D-erythro-Pentaric acid, 2,3-dideoxy-3-methyl-4-C-methyl-, 1,4-lactone (9CI)

There total 50 articles about D-erythro-Pentaric acid, 2,3-dideoxy-3-methyl-4-C-methyl-, 1,4-lactone (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: 96.0%

(4R,5R)-4,5-Dimethyl-5-vinyl-dihydro-furan-2-one (178627-96-8) → (4R,5S)-trans-crobarbatic acid (240118-48-3)

Guidance literature:

With ruthenium trichloride; sodium periodate; In tetrachloromethane; acetonitrile; for 0.5h; Ambient temperature;

DOI:10.1039/p19960001125

Reference yield: 94.0%

methanol (67-56-1) + (1S,2S,5'R,1''S)-N,N-diisopropyl-{7,7-dimethyl-2-spiro-2'-[5',5'-(2''-carbomethoxy-1''-methyl)ethylmethyl-1',3'-dioxolane-4'-one]}bicyclo[2.2.1]hept-1-ylmethanesulfonamide (337365-53-4) → (1S)-(+)-N,N-diisopropyl-10-camphorsulfonamide (96323-05-6) + (2R,3S)-2,3-dimethyl-5-oxo-tetrahydrofuran-2-carboxylic acid (240118-48-3) + (2R,3S)-2-Hydroxy-2,3-dimethyl-pentanedioic acid dimethyl ester

Guidance literature:

With sodium hydroxide; In water; Title compound not separated from byproducts; Heating;

DOI:10.5555/ol0069507

Reference yield: 90.0%

2,3-Dimethyl-5-oxo-tetrahydro-furan-2-carbonitrile (76405-08-8) → (+)-trans-β-methyl-γ-carboxy-γ-valerolactone (49620-10-2,60660-35-7,76465-89-9,76465-90-2,76465-91-3,98391-95-8,100837-33-0,240118-48-3)

Guidance literature:

With hydrogenchloride; In water; for 36h; Heating;

DOI:10.1021/ja00394a022

upstream raw materials:

3-methyllevulinic acid

potassium cyanide

(+)-trans-β-methyl-γ-carboxy-γ-valerolactone

(2R-trans)-tetrahydro-2,3-dimethyl-5-oxo-2-furancarboxylic acid methyl ester

Downstream raw materials:

(2R-trans)-tetrahydro-2,3-dimethyl-5-oxo-2-furancarboxylic acid