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CAS No.: | 132684-59-4 |
---|---|
Name: | Fmoc-L-homophenylalanine |
Article Data: | 2 |
Molecular Structure: | |
Formula: | C25H23NO4 |
Molecular Weight: | 401.462 |
Synonyms: | Benzenebutanoicacid, a-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-,(S)-;(S)-N-Fmoc-homophenylalanine;NPC 14686; |
Density: | 1.255 g/cm3 |
Melting Point: | 141.0 to 145.0 °C |
Boiling Point: | 628.284 °C at 760 mmHg |
Flash Point: | 333.774 °C |
Solubility: | Slightly soluble in water. |
Hazard Symbols: | Xi |
Risk Codes: | 36/37/38 |
Safety: | 22-24/25 |
PSA: | 75.63000 |
LogP: | 5.00200 |
D-homophenylalanine
N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide
N-(fluorenyl-9-methoxycarbonyl)-L-homophenylalanine
Conditions | Yield |
---|---|
With sodium carbonate In 1,4-dioxane; water at 20℃; for 18h; |
pentafluorophenyl trifloroacetate
N-(fluorenyl-9-methoxycarbonyl)-L-homophenylalanine
pentafluorophenyl L-α-[(9H-fluoren-9-ylmethoxycarbonyl)amino]benzenebutanoate
Conditions | Yield |
---|---|
With pyridine In N,N-dimethyl-formamide at 20℃; for 1h; | 96% |
(S)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid
N-(fluorenyl-9-methoxycarbonyl)-L-homophenylalanine
Conditions | Yield |
---|---|
Stage #1: N-(fluorenyl-9-methoxycarbonyl)-L-homophenylalanine With benzotriazol-1-ol; O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate; N-ethyl-N,N-diisopropylamine In N,N-dimethyl-formamide at 20℃; for 2h; Stage #2: With 4-methylpiperidin In N,N-dimethyl-formamide at 20℃; for 0.333333h; Sieber amide resin; Stage #3: (S)-2-cyclohexyl-2-(3,4,5-trimethoxyphenyl)acetic acid; (S)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid Further stages; | 72.5% |
Conditions | Yield |
---|---|
Stage #1: N-(fluorenyl-9-methoxycarbonyl)-L-homophenylalanine With N-ethyl-N,N-diisopropylamine; N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate In N,N-dimethyl-formamide Rink amide MBHA resin; Stage #2: With piperidine In N,N-dimethyl-formamide Rink amide MBHA resin; Stage #3: N-Fmoc L-Phe Further stages; | 67% |
1-tert-butoxycarbonylaminocyclohexanecarboxylic acid
N-(fluorenyl-9-methoxycarbonyl)-L-homophenylalanine
Conditions | Yield |
---|---|
Multistep reaction; | 60% |
Fmoc-Leu-OH
Fmoc-Pro-OH
Fmoc-Asn-OH
Fmoc-L-Arg-OH
N-(fluorenyl-9-methoxycarbonyl)-L-homophenylalanine
trifluoroacetic acid
3-Phenylpropionic acid
Conditions | Yield |
---|---|
Stage #1: Fmoc-Asn-OH With benzotriazol-1-ol; diisopropyl-carbodiimide In N,N-dimethyl-formamide for 2h; Stage #2: With piperidine In N,N-dimethyl-formamide for 0.333333h; Stage #3: Fmoc-Leu-OH; Fmoc-Pro-OH; Fmoc-L-Arg-OH; N-(fluorenyl-9-methoxycarbonyl)-L-homophenylalanine; trifluoroacetic acid; 3-Phenylpropionic acid Further stages; | 60% |
N-(fluorenyl-9-methoxycarbonyl)-L-homophenylalanine
(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)butanoic acid
Conditions | Yield |
---|---|
Multistep reaction; | 54% |
Fmoc-Pro-OH
Fmoc-Trp-OH
N-(fluorenyl-9-methoxycarbonyl)-L-homophenylalanine
Conditions | Yield |
---|---|
Multistep reaction; | 51% |
N-(fluorenyl-9-methoxycarbonyl)-L-homophenylalanine
Nα-(9-fluorenylmethoxycarbonyl)-D-serine-tert-butyl ether
C19H30N6O5
Conditions | Yield |
---|---|
Stage #1: Nα-(9-fluorenylmethyloxycarbonyl)-Nγ-2,2,4,6,7-pentamethyldihydrobenzofuran-5-sulfonyl-L-arginine With benzotriazol-1-ol; diisopropyl-carbodiimide In 1-methyl-pyrrolidin-2-one; dichloromethane; N,N-dimethyl-formamide 2-chlorotrityl chloride resin; Stage #2: With piperidine In 1-methyl-pyrrolidin-2-one; N,N-dimethyl-formamide for 0.25h; 2-chlorotrityl chloride resin; Stage #3: N-(fluorenyl-9-methoxycarbonyl)-L-homophenylalanine; Nα-(9-fluorenylmethoxycarbonyl)-D-serine-tert-butyl ether Further stages; | 51% |
N-(fluorenyl-9-methoxycarbonyl)-L-homophenylalanine
(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)butanoic acid
Conditions | Yield |
---|---|
Multistep reaction; | 46% |
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The IUPAC name of Fmoc-L-Homo-phe-OH is (2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-phenylbutanoic acid. With the CAS registry number 132684-59-4, it is also named as (S)-N-Fmoc-homophenylalanine. The product's categories are Phenylalanine Analogs and other Aromatic Alpha Amino Acids; Amino Acids; Unusual Amino Acids. In addition, its molecular formula is C25H23NO4 and its molecular weight is 401.45. This chemical is white powder which should be sealed at 2-8 °C. Besides, when you are using this chemical, please do not breathe dust. And you should avoid contact with skin and eyes.
The other characteristics of Fmoc-L-Homo-phe-OH can be summarized as: (1)ACD/LogP: 5.89; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 3.82; (4)ACD/LogD (pH 7.4): 2.34; (5)ACD/BCF (pH 5.5): 149.62; (6)ACD/BCF (pH 7.4): 4.97; (7)ACD/KOC (pH 5.5): 324.11; (8)ACD/KOC (pH 7.4): 10.77; (9)#H bond acceptors: 5; (10)#H bond donors: 2; (11)#Freely Rotating Bonds: 8; (12)Polar Surface Area: 55.84 Å2; (13)Index of Refraction: 1.624; (14)Molar Refractivity: 113.03 cm3; (15)Molar Volume: 319.9 cm3; (16)Polarizability: 44.81×10-24cm3; (17)Surface Tension: 55.7 dyne/cm; (18)Density: 1.254 g/cm3; (19)Flash Point: 333.8 °C; (20)Enthalpy of Vaporization: 97.72 kJ/mol; (21)Boiling Point: 628.3 °C at 760 mmHg; (22)Vapour Pressure: 1.19E-16 mmHg at 25 °C.
People can use the following data to convert to the molecule structure.
(1)SMILES: O=C(O)[C@@H](NC(=O)OCC3c1ccccc1c2c3cccc2)CCc4ccccc4
(2)InChI: InChI=1/C25H23NO4/c27-24(28)23(15-14-17-8-2-1-3-9-17)26-25(29)30-16-22-20-12-6-4-10-18(20)19-11-5-7-13-21(19)22/h1-13,22-23H,14-16H2,(H,26,29)(H,27,28)/t23-/m0/s1
(3)InChIKey: CIHPCIUGLIZADU-QHCPKHFHBA
(4)Std. InChI: InChI=1S/C25H23NO4/c27-24(28)23(15-14-17-8-2-1-3-9-17)26-25(29)30-16-22-20-12-6-4-10-18(20)19-11-5-7-13-21(19)22/h1-13,22-23H,14-16H2,(H,26,29)(H,27,28)/t23-/m0/s1
(5)Std. InChIKey: CIHPCIUGLIZADU-QHCPKHFHSA-N