(2R,4S)-4-[(tert-butoxycarbonyl)amino]pyrrolidine-2-carboxylic acid

Base Information

• Chemical Name: (2R,4S)-4-[(tert-butoxycarbonyl)amino]pyrrolidine-2-carboxylic acid
• CAS No.: 1279034-78-4
• Molecular Formula: C₁₀H₁₈N₂O₄
• Molecular Weight: 230.264
• Mol file: 1279034-78-4.mol

Synonyms:

Chemical Property of (2R,4S)-4-[(tert-butoxycarbonyl)amino]pyrrolidine-2-carboxylic acid

Chemical Property:

• Boiling Point: 403.0±45.0 °C(Predicted)
• Density: 1.20±0.1 g/cm3(Predicted)

Purity/Quality:

95-99% ^*data from raw suppliers

(2S,4S)-4-((tert-Butoxycarbonyl)amino)pyrrolidine-2-carboxylicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,4S)-4-[(tert-butoxycarbonyl)amino]pyrrolidine-2-carboxylic acid

There total 19 articles about (2R,4S)-4-[(tert-butoxycarbonyl)amino]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: 83.0%

(2S,4R)-Z-Amp(Z,Boc)-OBn → (2S,4R)-H-Amp(Boc)-OH (1279034-78-4,1279030-48-6,1279038-29-7)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In ethanol; water; at 20 ℃;

DOI:10.1002/chem.201303290

Reference yield:

(2S,4R)-Nα-Cbz-4-N-Boc-aminoproline benzyl ester (853063-25-9) → (2S,4R)-H-Amp(Boc)-OH (1279034-78-4,1279030-48-6,1279038-29-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 12h;

DOI:10.1021/jm050009h

Reference yield:

(2S,4S)-Nα-Cbz-4-N-Boc-aminoproline benzyl ester (853063-23-7) → (2S,4S)-4-tert-Butoxycarbonylamino-pyrrolidine-2-carboxylic acid (1279034-78-4,1279030-48-6,1279038-29-7)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 20 ℃; for 12h;

DOI:10.1021/jm050009h

upstream raw materials:

4-N-tert-butyloxycarbonylamino-N-benzyloxycarbonyl-L-cis-proline

(2S,4S)-N^α-Cbz-4-N-Boc-aminoproline benzyl ester

di-tert-butyl dicarbonate

(2S,4S)-N^α-Cbz-4-aminoproline benzyl ester

Downstream raw materials:

4S-N⁴(t-Boc)-N₁(Fmoc)-D-amino proline

(2S,4S)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)-4-(tert-butoxycarbonylamino)pyrrolidine2-carboxylic acid

(2S,4R)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)-4-(tert-butoxycarbonylamino)pyrrolidine-2-carboxylic acid

Refernces

• 1、 Ganesh, Krishna N,More, Shahaji H. "Spiegelmeric 4R/S-hydroxy/amino-L/D-prolyl collagen peptides: conformation and morphology of self-assembled structures". . . Retrieved 2020/03/11.
• 2、 Tamamura, Hirokazu,Araki, Takanobu,Ueda, Satoshi,Wang, Zixuan,Oishi, Shinya,Esaka, Ai,Trent, John O.,Nakashima, Hideki,Yamamoto, Naoki,Peiper, Stephen C.,Otaka, Akira,Fujii, Nobutaka. "Identification of novel low molecular weight CXCR4 antagonists by structural tuning of cyclic tetrapeptide scaffolds". . p. 3280 - 3289. Retrieved 2007/10/03.