(2R,3S)-3-(1,3-Benzodioxol-5-yl)-3-hydroxy-2-[1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl]propionic acid

Base Information

• Chemical Name: (2R,3S)-3-(1,3-Benzodioxol-5-yl)-3-hydroxy-2-[1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl]propionic acid
• CAS No.: 96561-34-1
• Molecular Formula: C18H13NO7
• Molecular Weight: 355.304
• Mol file: 96561-34-1.mol

Synonyms:(2R,3S)-3-(1,3-Benzodioxol-5-yl)-3-hydroxy-2-[1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl]propionic acid

Chemical Property of (2R,3S)-3-(1,3-Benzodioxol-5-yl)-3-hydroxy-2-[1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl]propionic acid

Chemical Property:

• Boiling Point: 605.3±55.0 °C(Predicted)
• PKA: 3.04±0.10(Predicted)
• PSA: 113.37000
• Density: 1.619±0.06 g/cm3(Predicted)
• LogP: 1.13600

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2R,3S)-3-(1,3-Benzodioxol-5-yl)-3-hydroxy-2-[1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl]propionic acid

There total 9 articles about (2R,3S)-3-(1,3-Benzodioxol-5-yl)-3-hydroxy-2-[1,3-dihydro-1,3-dioxo-2H-isoindol-2-yl]propionic 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: 45.0%

2-phthalimido-3-hydroxy-3-(3,4-methylenedioxyphenyl)propionic acid (1458647-14-7,96614-52-7) → (2S,3R)-3-(benzo[d][1,3]dioxol-5-yl)-2-(1,3-dioxoisoindolin-2-yl)-3-hydroxypropanoic acid (96561-34-1,96614-52-7)

Guidance literature:

2-phthalimido-3-hydroxy-3-(3,4-methylenedioxyphenyl)propionic acid; With diphenylprolinol; In isopropyl alcohol; at 45 ℃; Reflux;

With hydrogenchloride; In water; ethyl acetate; at 10 - 15 ℃; for 0.5h; pH=2 - 3; Solvent; Temperature;

Reference yield: 25.0%

(2S,3R)-2-amino-3-(benzo[d][1,3]dioxol-5-yl)-3-hydroxypropanoic acid + N-ethoxycarbonylphthalimide (22509-74-6) → (2S,3R)-3-(benzo[d][1,3]dioxol-5-yl)-2-(1,3-dioxoisoindolin-2-yl)-3-hydroxypropanoic acid (96561-34-1,96614-52-7)

Guidance literature:

With sodium carbonate; In water; at 0 - 35 ℃; for 2h;

Reference yield:

L-threo-(N-phthaloyl-3-(3,4-methylenedioxyphenyl)serine) norephedrine salt (96561-36-3) → (2S,3R)-3-(benzo[d][1,3]dioxol-5-yl)-2-(1,3-dioxoisoindolin-2-yl)-3-hydroxypropanoic acid (96561-34-1,96614-52-7)

Guidance literature:

With sulfuric acid; In water; at 15 - 50 ℃; for 6h; pH=< 2; Large scale;

upstream raw materials:

phthalimide

N-methoxycarbonylphthalimide

2-phthalimido-3-hydroxy-3-(3,4-methylenedioxyphenyl)propionic acid

L-threo-(N-phthaloyl-3-(3,4-methylenedioxyphenyl)serine) norephedrine salt

Downstream raw materials:

L-threo-(N-phthaloyl-3-(3,4-dihydroxyphenyl)serine)