Pentaric acid,2,4-dideoxy-2,4-dimethyl-3-C-methyl- (9CI)

Base Information

• Chemical Name: Pentaric acid,2,4-dideoxy-2,4-dimethyl-3-C-methyl- (9CI)
• CAS No.: 41478-07-3
• Molecular Formula: C₈H₁₄O₅
• Molecular Weight: 190.196
• Mol file: 41478-07-3.mol

Synonyms:Fulvinicacid (7CI); Fulvinic acid (a necic acid)

Chemical Property of Pentaric acid,2,4-dideoxy-2,4-dimethyl-3-C-methyl- (9CI)

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Pentaric acid,2,4-dideoxy-2,4-dimethyl-3-C-methyl- (9CI)

There total 14 articles about Pentaric acid,2,4-dideoxy-2,4-dimethyl-3-C-methyl- (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:

(E)-3-methylpent-3-en-2-one (1567-73-3) → (2S,4S)-3-Hydroxy-2,3,4-trimethyl-pentanedioic acid (41478-07-3,41478-08-4,41478-15-3,41478-33-5,57458-02-3,90191-70-1)

Guidance literature:

Multi-step reaction with 10 steps

1: 60 percent / benzene / 150 - 165 °C

2: 83 percent

3: BH₃*SMe₂

4: RuO₄

6: HF

7: H₂, boric acid / Ra-Ni / methanol; H₂O / 25 °C

8: HIO₄

10: aq. barium hydroxide

With barium dihydroxide; ruthenium tetroxide; dimethylsulfide borane complex; hydrogen fluoride; hydrogen; boric acid; periodic acid; Ra-Ni; In methanol; water; benzene;

DOI:10.1016/S0040-4039(00)85083-2

Reference yield:

(4S,5S)-5-Isopropenyl-4,5-dimethyl-3-(1-methyl-1-trimethylsilanyloxy-ethyl)-4,5-dihydro-isoxazole (109855-66-5) → (2S,4S)-3-Hydroxy-2,3,4-trimethyl-pentanedioic acid (41478-07-3,41478-08-4,41478-15-3,41478-33-5,57458-02-3,90191-70-1)

Guidance literature:

Multi-step reaction with 8 steps

1: BH₃*SMe₂

2: RuO₄

4: HF

5: H₂, boric acid / Ra-Ni / methanol; H₂O / 25 °C

6: HIO₄

8: aq. barium hydroxide

With barium dihydroxide; ruthenium tetroxide; dimethylsulfide borane complex; hydrogen fluoride; hydrogen; boric acid; periodic acid; Ra-Ni; In methanol; water;

DOI:10.1016/S0040-4039(00)85083-2

Reference yield:

2-[(4S,5S)-3-(1-Hydroxy-1-methyl-ethyl)-4,5-dimethyl-4,5-dihydro-isoxazol-5-yl]-propionic acid methyl ester (109855-69-8,109855-70-1) → (2S,4S)-3-Hydroxy-2,3,4-trimethyl-pentanedioic acid (41478-07-3,41478-08-4,41478-15-3,41478-33-5,57458-02-3,90191-70-1)

Guidance literature:

Multi-step reaction with 4 steps

1: H₂, boric acid / Ra-Ni / methanol; H₂O / 25 °C

2: HIO₄

4: aq. barium hydroxide

With barium dihydroxide; hydrogen; boric acid; periodic acid; Ra-Ni; In methanol; water;

DOI:10.1016/S0040-4039(00)85083-2

upstream raw materials:

(3S,4R,5R)-3,4,5-Trimethyl-1,4-bis-trimethylsilanyloxy-cyclopentene

(1R,2S,3R,4R)-1-Dibromomethyl-2,3,4-trimethyl-3-trimethylsilanyloxy-cyclobutanol

(2R,3S,4S)-2,3,4-Trimethyl-3-trimethylsilanyloxy-cyclobutanone

(2S,4S)-3-Hydroxy-2,3,4-trimethyl-pentanedioic acid dimethyl ester