(S)-(-)-2-ISOBUTYLSUCCINIC ACID 1-METHYL ESTER

Base Information

• Chemical Name: (S)-(-)-2-ISOBUTYLSUCCINIC ACID 1-METHYL ESTER
• CAS No.: 213270-36-1
• Molecular Formula: C9H16 O4
• Molecular Weight: 188.224
• Hs Code.: 29171990
• Mol file: 213270-36-1.mol

Synonyms:Butanedioicacid, (2-methylpropyl)-, 1-methyl ester, (2S)- (9CI)

Chemical Property of (S)-(-)-2-ISOBUTYLSUCCINIC ACID 1-METHYL ESTER

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Refractive Index: 1.4240 (estimate)
• Boiling Point: 288.6°Cat760mmHg
• Flash Point: 108°C
• PSA: 63.60000
• Density: 1.069g/cm³
• LogP: 1.29640
• Storage Temp.: Refrigerator (+4°C)
• Water Solubility.: Not miscible or difficult to mix in water.

Purity/Quality:

99% ^*data from raw suppliers

(S)-(-)-2-ISOBUTYL SUCCINIC ACID 1-METHYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (S)-(-)-2-Isobutylsuccinic acid 1-methyl ester is used as a pharmaceutical intermediate.

Technology Process of (S)-(-)-2-ISOBUTYLSUCCINIC ACID 1-METHYL ESTER

There total 4 articles about (S)-(-)-2-ISOBUTYLSUCCINIC ACID 1-METHYL ESTER 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: 100.0%

2-[2-Methyl-prop-(Z)-ylidene]-succinic acid 1-methyl ester → (S)-(-)-2-isobutylsuccinic acid 1-methyl ester (213270-36-1)

Guidance literature:

With hydrogen; [Rh(S,S,R,R)TangPhos(nbd)]SbF₆; In tetrahydrofuran; at 20 ℃; for 24h; under 1034.32 Torr;

DOI:10.1021/ol0272592

Reference yield:

(E)-2-(1-isobutylidene)succinic acid 1-methyl ester (130165-75-2) → (R)-2-isobutylsuccinic acid 1-methyl ester (130165-76-3) + (S)-(-)-2-isobutylsuccinic acid 1-methyl ester (213270-36-1)

Guidance literature:

With chiral (1,1'-ferrocenediyl)bis(phospholo[3,4-d][1,3]dioxole); hydrogen; rhodium⁽¹⁺⁾; In methanol; at 20 ℃; for 12h; under 4137.29 Torr; Title compound not separated from byproducts.;

DOI:10.1021/ol0269998

Reference yield:

2-[2-Methyl-prop-(Z)-ylidene]-succinic acid 1-methyl ester → (R)-2-isobutylsuccinic acid 1-methyl ester (130165-76-3) + (S)-(-)-2-isobutylsuccinic acid 1-methyl ester (213270-36-1)

Guidance literature:

With hydrogen; 2,3-bis-[(R,R)-2,5-dimethylphospholan-1-yl]-maleic anhydride; bis(1,5-cyclooctadiene)rhodium(I) tetrafluoroborate; In dichloromethane; at 25 ℃; for 5h; under 3000.3 Torr; Further Variations:; Solvents; Product distribution;

DOI:10.1002/adsc.200404080

upstream raw materials:

isobutyraldehyde

Dimethyl succinate

(E)-2-(1-isobutylidene)succinic acid 1-methyl ester

Downstream raw materials:

(S)-methyl 4-methyl-2-(2-((S)-1-(methylamino)-1-oxo-4-phenylbutan-2-ylamino)-2-oxoethyl)pentanoate

Refernces

• 1、 Liu, Duan,Zhang, Xumu. "Practical P-chiral phosphane ligand for Rh-catalyzed asymmetric hydrogenation". . p. 646 - 649. Retrieved 2007/10/03.
• 2、 Tang, Wenjun,Liu, Duan,Zhang, Xumu. "Asymmetric hydrogenation of itaconic acid and enol acetate derivatives with the Rh-TangPhos catalyst". . p. 205 - 207. Retrieved 2007/10/03.