(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hex-5-enoic acid

Base Information

• Chemical Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hex-5-enoic acid
• CAS No.: 851909-08-5
• Molecular Formula: C21H21NO4
• Molecular Weight: 351.40
• Hs Code.: 2924299090
• DSSTox Substance ID: DTXSID60468248
• Nikkaji Number: J3.419.142E
• Wikidata: Q72478467
• Mol file: 851909-08-5.mol

Synonyms:851909-08-5;(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hex-5-enoic acid;(S)-N-Fmoc-2-(3'-butenyl)glycine;(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)hex-5-enoic Acid;Fmoc-L-Homoallylglycine;MFCD03094925;(2S)-2-(Fmoc-amino)-5-hexenoic acid;5-Hexenoic acid, 2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-, (2S)-;SCHEMBL20876850;DTXSID60468248;AKOS016005306;AM10176;CS-W006887;DS-3998;AC-27580;F12107;EN300-1608789;A863661;(S)-N-Fmoc-2-(3'-butenyl)glycine,hplc purity >98%;(2S)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-5-hexenoic acid;(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hex-5-enoicacid;(2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)hex-5-enoic acid;(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hex-5-enoic acid (Fmoc-L-Abu(Vinyl)-OH)

Chemical Property of (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hex-5-enoic acid

Chemical Property:

• Boiling Point: 573.744 °C at 760 mmHg
• PKA: 3.85±0.10(Predicted)
• Flash Point: 300.79 °C
• PSA: 79.12000
• Density: 1.223 g/cm³
• LogP: 4.14890
• Storage Temp.: 2-8°C
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 8
• Exact Mass: 351.14705815
• Heavy Atom Count: 26
• Complexity: 498

Purity/Quality:

97% ^*data from raw suppliers

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hex-5-enoicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C=CCCC(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• Isomeric SMILES: C=CCC[C@@H](C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13

Technology Process of (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hex-5-enoic acid

There total 6 articles about (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)hex-5-enoic 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: 95.0%

2-(9H-fluoren-9-ylmethoxycarbonylamino)-hex-5-enoic acid methyl ester → (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)hex-5-enoic acid (851909-08-5)

Guidance literature:

With sodium hydroxide; calcium chloride; In water; isopropyl alcohol;

DOI:10.1021/jo0477648

Reference yield: 72.0%

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + (2S)-2-amino-5-hexenoic acid (90989-12-1) → (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)hex-5-enoic acid (851909-08-5)

Guidance literature:

With sodium hydrogencarbonate; In water; acetone; at 0 - 20 ℃;

DOI:10.1021/jo050539l

Reference yield: 64.0%

C31H31N3NiO3 + 9-fluorenylmethyl N-succinimidyl carbonate (102774-86-7) → (S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)hex-5-enoic acid (851909-08-5)

Guidance literature:

C₃₁H₃₁N₃NiO₃; With hydrogenchloride; In methanol; water; at 75 ℃; for 0.5h; Microbiological reaction; Inert atmosphere;

9-fluorenylmethyl N-succinimidyl carbonate; With sodium carbonate; In tetrahydrofuran; methanol; water; at 0 - 20 ℃; pH=9; Inert atmosphere;

DOI:10.1002/chem.201801423

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

(2S)-2-amino-5-hexenoic acid

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

9-fluorenylmethyl N-succinimidyl carbonate

Downstream raw materials:

N-(N-(Fmoc)-L-homoallylglycyl)-N-(2,4-dimethoxybenzyl)-L-allylglycine methyl ester

methyl (E,3S,9S)-3-N-(Fmoc)amino-1-(2,4-dimethoxybenzyl)-2-oxo-2,3,4,5,8,9-hexahydro-1H-azonine-9-carboxylate

C₈₀H₁₁₂N₇O₁₈P

(3S,6R,7S,10S)-methyl 2-oxo-3-N-(Fmoc)amino-6-phenoxy-1-azabicyclo[5.3.0]decane-10-carboxylate