Fmoc-N-methyl-beta-alanine

Base Information

• Chemical Name: Fmoc-N-methyl-beta-alanine
• CAS No.: 172965-84-3
• Molecular Formula: C19H19NO4
• Molecular Weight: 325.36
• Hs Code.: 2924297099
• DSSTox Substance ID: DTXSID301206571
• Mol file: 172965-84-3.mol

Synonyms:172965-84-3;Fmoc-N-methyl-beta-alanine;N-Fmoc-N-Methyl-beta-alanine;Fmoc-beta-MeAla-OH;3-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)propanoic acid;3-[9H-fluoren-9-ylmethoxycarbonyl(methyl)amino]propanoic acid;MFCD01861327;3-({[(9H-fluoren-9-yl)methoxy]carbonyl}(methyl)amino)propanoic acid;QZUDWCRKKTVLLX-UHFFFAOYSA-N;N-Fmoc-N-Methyl-beta alanine;SCHEMBL7853751;DTXSID301206571;AKOS012614301;HY-W067091;AS-19577;PD197235;SY023425;CS-0058660;EN300-128258;A881819;Z1123720048;N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-N-methyl-Beta-alanine

Chemical Property of Fmoc-N-methyl-beta-alanine

Chemical Property:

• Boiling Point: 525.4±29.0 °C(Predicted)
• PKA: 4.41±0.10(Predicted)
• PSA: 66.84000
• Density: 1.264±0.06 g/cm3(Predicted)
• LogP: 3.34200
• Storage Temp.: 2-8°C
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 325.13140809
• Heavy Atom Count: 24
• Complexity: 444

Purity/Quality:

97% ^*data from raw suppliers

Fmoc-β-MeAla-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CN(CCC(=O)O)C(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• Uses: Fmoc-beta-MeAla-OH

Technology Process of Fmoc-N-methyl-beta-alanine

There total 2 articles about Fmoc-N-methyl-beta-alanine 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:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + N-Fmoc-β-alanine (35737-10-1) → 3-((((9H-fluoren-9-yl)methoxy)carbonyl)(methyl)amino)propanoic acid (172965-84-3)

Guidance literature:

With triethylsilane; Yield given. Multistep reaction; 1.) TFA, CHCl₃, H₂O, 30 min, 2.) TFA, CHCl₃, H₂O;

DOI:10.1016/0040-4039(95)02145-0

Reference yield:

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + HCl*H-MeβAla-OEt → 3-((((9H-fluoren-9-yl)methoxy)carbonyl)(methyl)amino)propanoic acid (172965-84-3)

Guidance literature:

With hydrogenchloride; sodium carbonate; Yield given. Multistep reaction; 1.) reflux, 1 h, 2.) THF, H₂O, room temperature, 2 h;

DOI:10.1016/S0960-894X(97)00311-9

Reference yield:

Nα-allyloxycarbonyl-L-isoleucine (220323-62-6) + N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine (35661-39-3,136132-75-7) + C41H57NO9S + 3-((((9H-fluoren-9-yl)methoxy)carbonyl)(methyl)amino)propanoic acid (172965-84-3) + (2R)-2-(N-(((9H-fluoren-9-yl)methoxy)carbonyl)-N-methylamino)-3-phenyl-propionic acid (138775-05-0,1362858-91-0) → C49H81N5O11S

Guidance literature:

C₄₁H₅₇NO₉S; With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 2h; Cl-(2-Cl)Trt resin

With piperidine; In N,N-dimethyl-formamide; at 20 ℃; for 0.333333h; Cl-(2-Cl)Trt resin

N^α-allyloxycarbonyl-L-isoleucine; N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine; 3-((((9H-fluoren-9-yl)methoxy)carbonyl)(methyl)amino)propanoic acid; (2R)-2-(N-(((9H-fluoren-9-yl)methoxy)carbonyl)-N-methylamino)-3-phenyl-propionic acid; Further stages;

DOI:10.1021/acsmedchemlett.8b00028

upstream raw materials:

formaldehyd

N-Fmoc-β-alanine

(fluorenylmethoxy)carbonyl chloride