(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(naphthalen-1-yl)propanoic acid

Base Information

• Chemical Name: (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(naphthalen-1-yl)propanoic acid
• CAS No.: 507472-10-8
• Molecular Formula: C28H23NO4
• Molecular Weight: 437.49
• European Community (EC) Number: 840-331-5
• DSSTox Substance ID: DTXSID701141078
• Mol file: 507472-10-8.mol

Synonyms:507472-10-8;Fmoc-(S)-3-Amino-3-(1-naphthyl)-propionic acid;(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(naphthalen-1-yl)propanoic acid;(3S)-3-(9H-fluoren-9-ylmethoxycarbonylamino)-3-naphthalen-1-ylpropanoic acid;(3S)-3-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-(naphthalen-1-yl)propanoic acid;Fmoc-(R)-3-amino-3-(1-naphthyl)propionic acid;SCHEMBL14163324;DTXSID701141078;Fmoc-D-Gly(1-Naph)-(C#CH2)OH;MFCD03427990;AS-67048;CS-0149785;EN300-1162834;fmoc-(s)-3-amino-3-(1-naphthyl)propanoic acid;(betaS)-beta-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-1-naphthalenepropanoic acid

Chemical Property of (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(naphthalen-1-yl)propanoic acid

Chemical Property:

• Boiling Point: 687.7±50.0 °C(Predicted)
• PKA: 4.18±0.10(Predicted)
• PSA: 75.63000
• Density: 1.294±0.06 g/cm3(Predicted)
• LogP: 6.28520
• Storage Temp.: 2-8°C
• XLogP3: 5.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 7
• Exact Mass: 437.16270821
• Heavy Atom Count: 33
• Complexity: 673

Purity/Quality:

98%min ^*data from raw suppliers

(S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(naphthalen-1-yl)propanoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C2C(=C1)C=CC=C2C(CC(=O)O)NC(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35
• Isomeric SMILES: C1=CC=C2C(=C1)C=CC=C2[C@H](CC(=O)O)NC(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35

Technology Process of (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(naphthalen-1-yl)propanoic acid

There total 1 articles about (S)-3-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(naphthalen-1-yl)propanoic 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:

diazomethane (186581-53-3,908094-01-9,334-88-3) + C27H21NO4 (1260609-74-2,339208-92-3) + tert-butyl chloroformate (24608-52-4) → Fmoc-D-β3-homo(1-naphthyl)glycine (507472-10-8,269078-77-5)

Guidance literature:

C₂₇H₂₁NO₄; tert-butyl chloroformate; With 4-methyl-morpholine; In tetrahydrofuran;

diazomethane; In diethyl ether;

With 4-methyl-morpholine; silver trifluoroacetate; In tetrahydrofuran; water;

Reference yield:

Fmoc-D-β3-homo(1-naphthyl)glycine (507472-10-8,269078-77-5) + Fmoc-Pro-OH (71989-31-6) + Fmoc-D-Phe-OH (86123-10-6) + N-(9-fluorenylmethoxycarbonyl)-4-O-tert-butyl-D-aspartic acid (71989-14-5,112883-39-3) + (R)-Pyrrolidine-1,2-dicarboxylic acid 1-(9H-fluoren-9-ylmethyl) ester (71989-31-6,109425-54-9,144829-96-9,101555-62-8) + N-α-[(9H-fluoren-9-ylmethoxy)carbonyl]-NG-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-D-arginine (187618-60-6) → C108H138N16O21S2

Guidance literature:

(R)-Pyrrolidine-1,2-dicarboxylic acid 1-(9H-fluoren-9-ylmethyl) ester; Automated synthesizer;

With piperidine; In N,N-dimethyl-formamide; Automated synthesizer;

Fmoc-D-β³-homo(1-naphthyl)glycine; Fmoc-Pro-OH; Fmoc-D-Phe-OH; N-(9-fluorenylmethoxycarbonyl)-4-O-tert-butyl-D-aspartic acid; N-α-[(9H-fluoren-9-ylmethoxy)carbonyl]-N^G-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-D-arginine; Further stages;

DOI:10.1002/psc.3066

Reference yield:

Fmoc-LD-β3-homo(1-naphthyl)glycine (511272-47-2,269078-77-5) + Fmoc-D-β3-homo(1-naphthyl)glycine (507472-10-8,269078-77-5) + Fmoc-Pro-OH (71989-31-6) + Fmoc-D-Phe-OH (86123-10-6) + N-(9-fluorenylmethoxycarbonyl)-4-O-tert-butyl-D-aspartic acid (71989-14-5,112883-39-3) + (R)-Pyrrolidine-1,2-dicarboxylic acid 1-(9H-fluoren-9-ylmethyl) ester (71989-31-6,109425-54-9,144829-96-9,101555-62-8) + N-α-[(9H-fluoren-9-ylmethoxy)carbonyl]-NG-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-D-arginine (187618-60-6) → C108H138N16O21S2

Guidance literature:

(R)-Pyrrolidine-1,2-dicarboxylic acid 1-(9H-fluoren-9-ylmethyl) ester; Automated synthesizer;

With piperidine; In N,N-dimethyl-formamide; Automated synthesizer;

Fmoc-LD-β³-homo(1-naphthyl)glycine; Fmoc-D-β³-homo(1-naphthyl)glycine; Fmoc-Pro-OH; Fmoc-D-Phe-OH; N-(9-fluorenylmethoxycarbonyl)-4-O-tert-butyl-D-aspartic acid; N-α-[(9H-fluoren-9-ylmethoxy)carbonyl]-N^G-(2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl)-D-arginine; Further stages;

DOI:10.1002/psc.3066

upstream raw materials:

diazomethane

C₂₇H₂₁NO₄

tert-butyl chloroformate

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