Fmoc-3,5-difluoro-L-phenylalanine supplier

Name
FMOC-L-3,5-DIFLUOROPHE
EINECS
CAS No. 205526-24-5
Density 1.357 g/cm³
Solubility Slightly soluble in water.
Melting Point
Formula C₂₄H₁₉F₂NO₄
Boiling Point 610.7 °C at 760 mmHg
Molecular Weight 423.41
Flash Point 323.1 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols Xi
Synonyms Fmoc-3,5-difluoro-L-phenylalanine;Fmoc-L-3,5-Difluorophe;
PSA 75.63000
LogP 4.89010

Synthetic route

: 10352-88-2
E-hept-2-enoic acid

: 205526-24-5
Fmoc-3,5-difluoro-L-phenylalanine

: 35661-39-3
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine

: C40H33ClNO4Pol

: 71989-31-6
Fmoc-Pro-OH

: 111061-56-4
Fmoc-Ser(Trt)-OH

: C38H52F2N6O9

Conditions

Conditions	Yield
Stage #1: C40H33ClNO4Pol With piperidine In N,N-dimethyl-formamide for 0.25h; 2-chlorotrityl resin; Stage #2: N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine 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 1-methyl-pyrrolidin-2-one Stage #3: E-hept-2-enoic acid; Fmoc-3,5-difluoro-L-phenylalanine; Fmoc-Pro-OH; Fmoc-Ser(Trt)-OH Further stages;	93%

Yield

Stage #1: C40H33ClNO4Pol With piperidine In N,N-dimethyl-formamide for 0.25h; 2-chlorotrityl resin;
Stage #2: N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine 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 1-methyl-pyrrolidin-2-one
Stage #3: E-hept-2-enoic acid; Fmoc-3,5-difluoro-L-phenylalanine; Fmoc-Pro-OH; Fmoc-Ser(Trt)-OH Further stages;

93%

...Expand

: 10352-88-2
E-hept-2-enoic acid

: 205526-24-5
Fmoc-3,5-difluoro-L-phenylalanine

: 35661-39-3
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine

: C40H33ClNO4Pol

: 71989-31-6
Fmoc-Pro-OH

: 101555-63-9, 105751-19-7, 86069-86-5
(S)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid

: 111061-56-4
Fmoc-Ser(Trt)-OH

: C39H54F2N6O9

Conditions

Conditions	Yield
Stage #1: C40H33ClNO4Pol With piperidine In N,N-dimethyl-formamide for 0.25h; 2-chlorotrityl resin; Stage #2: N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine 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 1-methyl-pyrrolidin-2-one Stage #3: E-hept-2-enoic acid; Fmoc-3,5-difluoro-L-phenylalanine; Fmoc-Pro-OH; (S)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid; Fmoc-Ser(Trt)-OH Further stages;	85%

Yield

85%

...Expand

: 10352-88-2
E-hept-2-enoic acid

: 205526-24-5
Fmoc-3,5-difluoro-L-phenylalanine

: 35661-39-3
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine

: C40H33ClNO4Pol

: 71989-31-6
Fmoc-Pro-OH

: 84000-07-7
N-(9-fluorenylmethoxycarbonyl)-N-methyl-L-alanine

: 111061-56-4
Fmoc-Ser(Trt)-OH

: C37H52F2N6O9

Conditions

Conditions	Yield
Stage #1: C40H33ClNO4Pol With piperidine In N,N-dimethyl-formamide for 0.25h; 2-chlorotrityl resin; Stage #2: N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine 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 1-methyl-pyrrolidin-2-one Stage #3: E-hept-2-enoic acid; Fmoc-3,5-difluoro-L-phenylalanine; Fmoc-Pro-OH; N-(9-fluorenylmethoxycarbonyl)-N-methyl-L-alanine; Fmoc-Ser(Trt)-OH Further stages;	81%

Yield

81%

...Expand

: 10352-88-2
E-hept-2-enoic acid

: 205526-24-5
Fmoc-3,5-difluoro-L-phenylalanine

: C40H33ClNO4Pol

: 71989-31-6
Fmoc-Pro-OH

: 101555-63-9, 105751-19-7, 86069-86-5
(S)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid

: 111061-56-4
Fmoc-Ser(Trt)-OH

: 135112-27-5
(S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)butanoic acid

: C40H56F2N6O9

Conditions

Conditions	Yield
Stage #1: C40H33ClNO4Pol With piperidine In N,N-dimethyl-formamide for 0.25h; 2-chlorotrityl resin; Stage #2: (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)butanoic acid 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 1-methyl-pyrrolidin-2-one Stage #3: E-hept-2-enoic acid; Fmoc-3,5-difluoro-L-phenylalanine; Fmoc-Pro-OH; (S)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid; Fmoc-Ser(Trt)-OH Further stages;	77%

Yield

Stage #1: C40H33ClNO4Pol With piperidine In N,N-dimethyl-formamide for 0.25h; 2-chlorotrityl resin;
Stage #2: (S)-2-(((9H-fluoren-9-yl)methoxy)carbonylamino)butanoic acid 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 1-methyl-pyrrolidin-2-one
Stage #3: E-hept-2-enoic acid; Fmoc-3,5-difluoro-L-phenylalanine; Fmoc-Pro-OH; (S)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid; Fmoc-Ser(Trt)-OH Further stages;

77%

...Expand

: (2S,4R)-trans-N-(9-fluorenylmethoxycarbonyl)-4-methylproline

: 10352-88-2
E-hept-2-enoic acid

: 205526-24-5
Fmoc-3,5-difluoro-L-phenylalanine

: C20H17N3O4

: 101555-63-9, 105751-19-7, 86069-86-5
(S)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid

: 198561-07-8
Fmoc-L-propargyl-Gly-OH

Fmoc-serine(pg): Fmoc-serine(pg)

: C41H52F2N8O9

Conditions

Conditions	Yield
Stage #1: (2S,4R)-trans-N-(9-fluorenylmethoxycarbonyl)-4-methylproline Stage #2: With piperidine In N,N-dimethyl-formamide at 20℃; for 0.25h; Stage #3: E-hept-2-enoic acid; Fmoc-3,5-difluoro-L-phenylalanine; C20H17N3O4; (S)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid; Fmoc-L-propargyl-Gly-OH; Fmoc-serine(pg) Further stages;	76%

...Expand

: 10352-88-2
E-hept-2-enoic acid

: 205526-24-5
Fmoc-3,5-difluoro-L-phenylalanine

: 35661-39-3
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine

: C40H33ClNO4Pol

: 71989-31-6
Fmoc-Pro-OH

: 136030-33-6
(S)-2-(((9H-fluoren-9-yl)methoxy)carbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid

: 111061-56-4
Fmoc-Ser(Trt)-OH

: C43H54F2N6O9

Conditions

Conditions	Yield
Stage #1: C40H33ClNO4Pol With piperidine In N,N-dimethyl-formamide for 0.25h; 2-chlorotrityl resin; Stage #2: N-[(9H-fluoren-9-ylmethoxy)carbonyl]-L-alanine 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 1-methyl-pyrrolidin-2-one Stage #3: E-hept-2-enoic acid; Fmoc-3,5-difluoro-L-phenylalanine; Fmoc-Pro-OH; (S)-2-(((9H-fluoren-9-yl)methoxy)carbonyl)-1,2,3,4-tetrahydroisoquinoline-3-carboxylic acid; Fmoc-Ser(Trt)-OH Further stages;	72%

Yield

72%

...Expand

Fmoc-3,5-difluoro-L-phenylalanine Specification

The IUPAC name of Fmoc-3,5-difluoro-L-phenylalanine is (2S)-3-(3,5-difluorophenyl)-2-(9H-fluoren-9-ylmethoxycarbonylamino)propanoic acid. With the CAS registry number 205526-24-5, it is also named as Fmoc-L-3,5-Difluorophe. The product's categories are Amino Acids; Phenylalanine Analogs and other Aromatic Alpha Amino Acids; Amino Acid Derivatives; Peptide. In addition, its molecular formula is C₂₄H₁₉F₂NO₄ and its molecular weight is 423.41. This chemcal should be stored at 0 °C.

The other characteristics of Fmoc-3,5-difluoro-L-phenylalanine can be summarized as: (1)ACD/LogP: 5.55; (2)# of Rule of 5 Violations: 1; (3)ACD/LogD (pH 5.5): 3.27; (4)ACD/LogD (pH 7.4): 1.93; (5)ACD/BCF (pH 5.5): 51.39; (6)ACD/BCF (pH 7.4): 2.35; (7)ACD/KOC (pH 5.5): 131.76; (8)ACD/KOC (pH 7.4): 6.02; (9)H bond acceptors: 5; (10)H bond donors: 2; (11)Freely Rotating Bonds: 7; (12)Polar Surface Area: 55.84 Å²; (13)Index of Refraction: 1.611; (14)Molar Refractivity: 108.38 cm³; (15)Molar Volume: 311.8 cm³; (16)Polarizability: 42.96×10^-24cm³; (17)Surface Tension: 54.8 dyne/cm; (18)Density: 1.357 g/cm³; (19)Flash Point: 323.1 °C; (20)Enthalpy of Vaporization: 95.35 kJ/mol; (21)Boiling Point: 610.7 °C at 760 mmHg; (22)Vapour Pressure: 9.12E-16 mmHg at 25 °C.

People can use the following data to convert to the molecule structure.
(1)SMILES:Fc1cc(cc(F)c1)C[C@H](C(=O)O)NC(=O)OCC4c2ccccc2c3c4cccc3
(2)InChI:InChI=1/C24H19F2NO4/c25-15-9-14(10-16(26)12-15)11-22(23(28)29)27-24(30)31-13-21-19-7-3-1-5-17(19)18-6-2-4-8-20(18)21/h1-10,12,21-22H,11,13H2,(H,27,30)(H,28,29)/t22-/m1/s1
(3)InChIKey:UYEQBZISDRNPFC-JOCHJYFZBM
(4)Std. InChI:InChI=1S/C24H19F2NO4/c25-15-9-14(10-16(26)12-15)11-22(23(28)29)27-24(30)31-13-21-19-7-3-1-5-17(19)18-6-2-4-8-20(18)21/h1-10,12,21-22H,11,13H2,(H,27,30)(H,28,29)/t22-/m1/s1
(5)Std. InChIKey:UYEQBZISDRNPFC-JOCHJYFZSA-N

Product Name

FMOC-L-3,5-DIFLUOROPHE

Synthetic route

Fmoc-3,5-difluoro-L-phenylalanine Specification

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