(R)-2-BENZYL-SUCCINIC ACID 1-BENZYL ESTER 4-TERT-BUTYL ESTER

Base Information

• Chemical Name: (R)-2-BENZYL-SUCCINIC ACID 1-BENZYL ESTER 4-TERT-BUTYL ESTER
• CAS No.: 116129-88-5
• Molecular Formula: C22H26 O4
• Molecular Weight: 354.446
• Hs Code.: 2917399090
• Mol file: 116129-88-5.mol

Synonyms:(R)-2-BENZYL-SUCCINIC ACID 1-BENZYL ESTER 4-TERT-BUTYL ESTER

Chemical Property of (R)-2-BENZYL-SUCCINIC ACID 1-BENZYL ESTER 4-TERT-BUTYL ESTER

Chemical Property:

• Boiling Point: 460.9±33.0 °C(Predicted)
• PSA: 52.60000
• Density: 1.099±0.06 g/cm3(Predicted)
• LogP: 4.32050

Purity/Quality:

(R)-2-BENZYL-SUCCINIC ACID-1-BENZYL ESTER 4-TERT-BUTYL ESTER 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (R)-2-BENZYL-SUCCINIC ACID 1-BENZYL ESTER 4-TERT-BUTYL ESTER

There total 7 articles about (R)-2-BENZYL-SUCCINIC ACID 1-BENZYL ESTER 4-TERT-BUTYL 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: 94.0%

(4S)-3-<(2R)-2-<(tert-butyloxycarbonyl)methyl>-3-phenylpropionyl>-4-(2-propyl)oxazolidin-2-one (116129-79-4) + benzyl alcohol (100-51-6,185532-71-2) → benzyl (2R)-2-<(tert-butyloxycarbonyl)methyl>-3-phenylpropionate (116129-88-5)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; at 0 ℃; for 1h;

DOI:10.1021/jm00120a006

Reference yield: 94.0%

→ benzyl (2R)-2-<(tert-butyloxycarbonyl)methyl>-3-phenylpropionate (116129-88-5)

Guidance literature:

Reference yield:

hydrocinnamic acid chloride (645-45-4) → benzyl (2R)-2-<(tert-butyloxycarbonyl)methyl>-3-phenylpropionate (116129-88-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) n-butyllithium / 1.) THF, hexane, -78 deg C, 20 min, 2.) room temperature, 2 h

2: 1.) sodium hexamethyldisilylamide / 1.) THF, -78 deg C, 30 min, 2.) -78 deg C, 1 h

3: 94 percent / n-butyllithium / tetrahydrofuran / 1 h / 0 °C

With n-butyllithium; sodium hexamethyldisilazane; In tetrahydrofuran;

DOI:10.1021/jm00120a006

upstream raw materials:

(4S)-3-<(2R)-2-<(tert-butyloxycarbonyl)methyl>-3-phenylpropionyl>-4-benzyloxazolidin-2-one

benzyl alcohol

(4S)-3-<(2R)-2-<(tert-butyloxycarbonyl)methyl>-3-phenylpropionyl>-4-(2-propyl)oxazolidin-2-one

bromoacetic acid tert-butyl ester

Downstream raw materials:

(3R)-3-Benzyloxycarbonyl-3-phenylmethylpropionic acid

(2R)-3-<1-<<4-<(tert-butyloxycarbonyl)amino>piperidinyl>carbonyl>-2-benzyl>propionic acid

benzyl (2R)-3-<1-<<4-<(tert-butyloxycarbonyl)amino>piperidinyl>carbonyl>-2-benzyl>propionate

(1-{(R)-3-[(S)-1-((1S,2R,3S)-1-Cyclohexylmethyl-2,3-dihydroxy-5-pyridin-2-yl-pentylcarbamoyl)-butylcarbamoyl]-4-phenyl-butyryl}-piperidin-4-yl)-carbamic acid tert-butyl ester