(2S,4S)-1-fMoc-4-azidopyrrolidine-2-carboxylic acid

Base Information

• Chemical Name: (2S,4S)-1-fMoc-4-azidopyrrolidine-2-carboxylic acid
• CAS No.: 263847-08-1
• Molecular Formula: C20H18N4O4
• Molecular Weight: 378.387
• Hs Code.: 2933998090
• Mol file: 263847-08-1.mol

Synonyms:FMOC-D-ALA(4-PYRIDYL)-OH;FMOC-D-4-PYRIDYLALA;RARECHEM BK PT 0244;Fmoc-2S,4S-azidoproline;(R)-2-(9H-Fluoren-9-ylmethoxycarbonylamino)-3-pyridin-4-yl-propionic acid;Fmoc-cis-N3-Pro-OH;Fmoc-(cis-4-N3)Pro-OH;Fmoc-(4S)-4-azidoproline;N-Fmoc-(S)-4-azido-L-proline;Fmoc-Pro-(4S)Azp-OH;FMOC-D-4-PAL;FMOC-D-4-PAL-OH;FMOC-4'-PYRIDYL-D-ALA;FMOC-D-4-PYRIDYLALANINE;Fmoc-(4-Py)ala-OH;Fmoc-(4S)Azp-OH;FMOC-D-ALA(4-PYRI)-OH;

Chemical Property of (2S,4S)-1-fMoc-4-azidopyrrolidine-2-carboxylic acid

Chemical Property:

• PSA: 116.59000
• LogP: 3.16396
• Storage Temp.: Store at -15°C to -25°C.

Purity/Quality:

97% ^*data from raw suppliers

Fmoc-L-Pro(4-N3)-OH(2S,4S) ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (2S,4S)-1-fMoc-4-azidopyrrolidine-2-carboxylic acid

There total 11 articles about (2S,4S)-1-fMoc-4-azidopyrrolidine-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: 96.0%

(2S,4S)-N-Fmoc-4-azidoproline tert-butyl ester → (2S,4S)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)-4-azidopyrrolidine-2-carboxylic acid (263847-08-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/acs.jmedchem.9b00056

Reference yield: 68.0%

fluorenylmethyloxycarbonyl chloride + cis-4-azido-L-proline (892128-58-4) → (2S,4S)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)-4-azidopyrrolidine-2-carboxylic acid (263847-08-1)

Guidance literature:

In tetrahydrofuran; water; at 20 ℃;

Reference yield: 60.0%

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + (4S)-1-(tert-butoxycarbonyl)-4-azido-L-proline (132622-65-2) → (2S,4S)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)-4-azidopyrrolidine-2-carboxylic acid (263847-08-1)

Guidance literature:

(4S)-1-(tert-butoxycarbonyl)-4-azido-L-proline; With trifluoroacetic acid; at 20 ℃; for 0.5h;

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide; In tetrahydrofuran; at 20 ℃;

DOI:10.1021/ic5011488

upstream raw materials:

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

cis-4-azido-L-proline

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

(4S)-1-(tert-butoxycarbonyl)-4-azido-L-proline

Downstream raw materials:

C₇₀H₈₈N₈O₁₁

C₆₇H₉₀N₁₀O₁₀

C₆₂H₈₈N₁₆O₁₃

C₆₂H₈₈N₁₆O₁₃