（2S,4R)-1-benzyl-2-methyl-4-fluoropyrrolidine-1,2-dicarboxy

Base Information

• Chemical Name: （2S,4R)-1-benzyl-2-methyl-4-fluoropyrrolidine-1,2-dicarboxy
• CAS No.: 72180-24-6
• Molecular Formula: C14H16FNO4
• Molecular Weight: 281.28
• Hs Code.: 2933990090
• Mol file: 72180-24-6.mol

Synonyms:1,2-Pyrrolidinedicarboxylicacid, 4-fluoro-, 2-methyl 1-(phenylmethyl) ester, (2S-trans)- (9CI);O1-benzyl O2-methyl (2S,4R)-4-fluoropyrrolidine-1,2-dicarboxylate;(2S,4R)-1-benzyl-2-methyl-4-fluoropyrrolidine-1,2-dicarboxylate;

Chemical Property of （2S,4R)-1-benzyl-2-methyl-4-fluoropyrrolidine-1,2-dicarboxy

Chemical Property:

• Refractive Index: 1.564
• Boiling Point: 382.901 °C at 760 mmHg
• Flash Point: 185.372 °C
• PSA: 55.84000
• Density: 1.267 g/cm³
• LogP: 1.84650

Purity/Quality:

98%min ^*data from raw suppliers

(2S,4R)-1-Benzyl-2-methyl-4-fluoropyrrolidine-1,2-dicarboxylate 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of （2S,4R)-1-benzyl-2-methyl-4-fluoropyrrolidine-1,2-dicarboxy

There total 1 articles about （2S,4R)-1-benzyl-2-methyl-4-fluoropyrrolidine-1,2-dicarboxy 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: 33.0%

(2S,4S)-4-hydroxypyrrolidine-1,2-dicarboxylic acid 1-benzyl 2-methyl (57653-35-7) → N-<(phenylmethoxy)carbonyl>-4(R)-fluoro-(S)-proline methyl ester (72180-24-6)

Guidance literature:

With 4,4'-diaminostilbene-2,2'-disulfonic acid; In dichloromethane; for 18h; Ambient temperature;

DOI:10.1021/jm00399a033

Reference yield:

N-<(phenylmethoxy)carbonyl>-4(R)-fluoro-(S)-proline methyl ester (72180-24-6) → (2S,4R)-benzyl 2-(aminocarbonyl)-4-fluoropyrrolidine-1-carboxylate

Guidance literature:

With ammonium hydroxide; In tetrahydrofuran; at 40 - 80 ℃;

DOI:10.1021/jm0704705

Reference yield:

N-<(phenylmethoxy)carbonyl>-4(R)-fluoro-(S)-proline methyl ester (72180-24-6) → (2S,4R)-4-Fluoro-1-(3-mercapto-2-methyl-propionyl)-pyrrolidine-2-carboxylic acid

Guidance literature:

Multi-step reaction with 3 steps

1: HBr, HOAc / 2 h / Ambient temperature

2: 45 percent / pyridine / 18 h / Ambient temperature

3: 82 percent / aq. NaOH / methanol / 4 h / Ambient temperature

With sodium hydroxide; hydrogen bromide; acetic acid; In pyridine; methanol;

DOI:10.1021/jm00399a033

upstream raw materials:

(2S,4S)-4-hydroxypyrrolidine-1,2-dicarboxylic acid 1-benzyl 2-methyl

Refernces