Fmoc-beta-methyl-DL-phenylalanine

Base Information

• Chemical Name: Fmoc-beta-methyl-DL-phenylalanine
• CAS No.: 1214028-21-3
• Molecular Formula: C₂₅H₂₃NO₄
• Molecular Weight: 401.462
• European Community (EC) Number: 853-516-0
• ChEMBL ID: CHEMBL1522079
• Mol file: 1214028-21-3.mol

Synonyms:Fmoc-beta-methyl-DL-phenylalanine;1214028-21-3;2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-phenylbutanoic acid;2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-phenylbutanoic acid;(2R,3R)/(2S,3S)-racemic Fmoc-beta-methyl-phenylalanine;2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-phenylbutanoic acid;2-Fmoc-amino-3-phenyl-butyric acid;MLS001242780;SCHEMBL3676542;CHEMBL1522079;HMS2192K14;AKOS015837365;AS-61621;SMR000841515;N-Fmoc-erythro-DL-beta-methylphenylalanine;CS-0256689;EN300-650995;J-004489;Phenylalanine, N-[(9H-fluoren-9-ylmethoxy)carbonyl]-|A-methyl-;(2R,3R)/(2S,3S)-Fmoc-DL-beta-methyl-Phe-OH;(2S,3R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-phenylbutanoic acid;ZINC5723169;(2S,3R)-2-Fmoc-amino-3-phenyl-butyric acid

Chemical Property of Fmoc-beta-methyl-DL-phenylalanine

Chemical Property:

• XLogP3: 5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 401.16270821
• Heavy Atom Count: 30
• Complexity: 580

Purity/Quality:

98% ^*data from raw suppliers

Fmoc-beta-methyl-DL-phenylalanine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC(C1=CC=CC=C1)C(C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

Technology Process of Fmoc-beta-methyl-DL-phenylalanine

There total 4 articles about Fmoc-beta-methyl-DL-phenylalanine 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: 95.0%

(2S,3S)-methylphenylalanine (25488-25-9,134235-83-9) + 9-fluorenylmethyl N-succinimidyl carbonate (102774-86-7) → N-(9-fluorenylmethoxycarbonyl)-(2S,3S)-erythro-L-β-methylphenylalanine (247175-69-5,1214028-21-3)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; at 20 ℃;

DOI:10.1271/bbb.63.1253

Reference yield: 79.0%

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + threo-L-(2S,3R)-β-methylphenylalanine (25488-27-1,134235-83-9) → (2S,3R)-N-(9-fluorenylmethoxycarbonyl)-β-methylphenylalanine (321524-83-8,1214028-21-3)

Guidance literature:

With sodium hydrogencarbonate; In water; acetone; for 3h;

DOI:10.3762/bjoc.10.302

Reference yield: 60.0%

(2S,3S)-methylphenylalanine (25488-25-9,134235-83-9) + N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → N-(9-fluorenylmethoxycarbonyl)-(2S,3S)-erythro-L-β-methylphenylalanine (247175-69-5,1214028-21-3)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; for 1h; Ambient temperature;

DOI:10.1021/jm00013a024

upstream raw materials:

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

threo-L-(2S,3R)-β-methylphenylalanine

(2S,3S)-methylphenylalanine

9-fluorenylmethyl N-succinimidyl carbonate