(2S,4R)-BOC-4-PHENOXY-PYRROLIDINE-2-CARBOXYLIC ACID

Base Information

• Chemical Name: (2S,4R)-BOC-4-PHENOXY-PYRROLIDINE-2-CARBOXYLIC ACID
• CAS No.: 147267-15-0
• Molecular Formula: C₁₆H₂₁NO₅
• Molecular Weight: 307.346
• Hs Code.: 29339900
• Mol file: 147267-15-0.mol

Synonyms:1,2-Pyrrolidinedicarboxylicacid, 4-phenoxy-, 1-(1,1-dimethylethyl) ester, (2S-trans)-

Chemical Property of (2S,4R)-BOC-4-PHENOXY-PYRROLIDINE-2-CARBOXYLIC ACID

Chemical Property:

• PSA: 76.07000
• LogP: 2.46590

Purity/Quality:

98.5% ^*data from raw suppliers

(2S,4R)-Boc-4-phenoxy-pyrrolidine-2-carboxylicacid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2S,4R)-BOC-4-PHENOXY-PYRROLIDINE-2-CARBOXYLIC ACID

There total 6 articles about (2S,4R)-BOC-4-PHENOXY-PYRROLIDINE-2-CARBOXYLIC 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: 93.0%

2-benzyl 1-(tert-butyl) (2R,4S)-4-phenoxypyrrolidine-1,2-dicarboxylate → (2R,4S)-1-(tert-butoxycarbonyl)-4-phenoxypyrrolidine-2-carboxylic acid (158459-12-2,2380783-50-4,147267-15-0)

Guidance literature:

2-benzyl 1-(tert-butyl) (2R,4S)-4-phenoxypyrrolidine-1,2-dicarboxylate; With palladium 10% on activated carbon; In methanol; for 0.0166667h;

With hydrogen; In methanol; for 3h;

Reference yield: 92.0%

N-Boc-cis-4-phenoxy-L-proline benzyl ester (221050-87-9) → (2S,4S)-1-(tert-butoxycarbonyl)-4-phenoxypyrrolidine-2-carboxylic acid (147266-79-3,158459-12-2,2380783-50-4,147267-15-0)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 20 ℃; for 12h;

DOI:10.1016/j.tetlet.2008.10.120

Reference yield: 58.0%

methyl (1-tert-butoxycarbonyl)-(4S)-phenoxy-(2S)-pyrrolidinylcarboxylate (93967-75-0) → (2S,4S)-1-(tert-butoxycarbonyl)-4-phenoxypyrrolidine-2-carboxylic acid (147266-79-3,158459-12-2,2380783-50-4,147267-15-0)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 12h;

DOI:10.1016/j.bmc.2005.11.058

upstream raw materials:

methyl (1-tert-butoxycarbonyl)-(4S)-phenoxy-(2S)-pyrrolidinylcarboxylate

1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate

phenol

N-Boc-cis-4-phenoxy-L-proline benzyl ester

Downstream raw materials:

(2S,4S)-1-tert-butoxycarbonyl-4-phenoxy-2-pyrrolidine carbaldehyde

Refernces

• 1、 Zhang, Shu-peng,Fu, Xiang-kai,Fu, Shao-dong. "Rationally designed 4-phenoxy substituted prolinamide phenols organocatalyst for the direct aldol reaction in water". supporting information; experimental part. p. 1173 - 1176. Retrieved 2009/06/28.
• 2、 -. "NOVEL COMPOUNDS OF PROLINE AND MORPHOLINE DERIVATIVES". Page/Page column 68. . Retrieved 2008/06/13.