(R)-(+)-2-BENZYLSUCCINIC ACID 1-METHYL ESTER

Base Information

• Chemical Name: (R)-(+)-2-BENZYLSUCCINIC ACID 1-METHYL ESTER
• CAS No.: 119807-84-0
• Molecular Formula: C12H14O4
• Molecular Weight: 222.241
• Hs Code.: 29171990
• Mol file: 119807-84-0.mol

Synonyms:(R)-(+)-2-Benzylsuccinic acid 1-methyl ester;

Chemical Property of (R)-(+)-2-BENZYLSUCCINIC ACID 1-METHYL ESTER

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.529
• Boiling Point: 364.7 °C at 760 mmHg
• Flash Point: 138.8 °C
• PSA: 63.60000
• Density: 1.189 g/cm³
• LogP: 1.49300
• Storage Temp.: Refrigerator (+4°C)

Purity/Quality:

99% ^*data from raw suppliers

(R)-3-Benzyl-4-methoxy-4-oxobutanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-(+)-2-BENZYLSUCCINIC ACID 1-METHYL ESTER

There total 3 articles about (R)-(+)-2-BENZYLSUCCINIC 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: 58.6%

(E)-3-(methoxycarbonyl)-4-phenylbut-3-enoic acid (125702-14-9) → (R)-3-benzyl-4-methoxy-4-oxobutanoic acid (119807-84-0)

Guidance literature:

With dichloro ((S)-(-)-2,2-bis(diphenylphosphino)-1,1-binaphthyl)ruthenium(I); hydrogen; N-cyclohexyl-cyclohexanamine; In methanol; water; at 60 ℃; for 30h; under 3102.97 Torr;

Reference yield:

3-(methoxycarbonyl)-4phenylbut-3-enoic acid → (R)-3-benzyl-4-methoxy-4-oxobutanoic acid (119807-84-0)

Guidance literature:

With hydrogen; sodium methylate; (Z,Z)-cycloocta-1,5-diene(S,S-1,2-bis(2,5-diethylphospholanyl)benzene)rhodium(I) tetrafluoroborate; In methanol; for 12h; under 4125.3 Torr; Ambient temperature;

DOI:10.1002/(SICI)1521-3773(19980803)37:13/14<1931::AID-ANIE1931>3.0.CO;2-3

Reference yield:

3-(methoxycarbonyl)-4phenylbut-3-enoic acid → (S)-3-benzyl-4-methoxy-4-oxobutanoic acid (182247-45-6) + (R)-3-benzyl-4-methoxy-4-oxobutanoic acid (119807-84-0)

Guidance literature:

With hydrogen; [Rh(S,S,R,R)TangPhos(nbd)]SbF₆; In tetrahydrofuran; at 20 ℃; for 24h; under 1034.32 Torr; Title compound not separated from byproducts.;

DOI:10.1021/ol0272592

upstream raw materials:

(E)-3-(methoxycarbonyl)-4-phenylbut-3-enoic acid

Downstream raw materials:

(R)-4-tert-butyl 1-methyl 2-benzylsuccinate

diethyl (2R)-2-benzylsuccinate

Refernces

• 1、 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.