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Fmoc-L-Valine

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Name

Fmoc-L-Valine

EINECS 272-515-0
CAS No. 68858-20-8 Density 1.229 g/cm3
PSA 79.12000 LogP 3.83870
Solubility N/A Melting Point 143-145 °C(lit.)
Formula C20H21NO4 Boiling Point 551.8 °C at 760 mmHg
Molecular Weight 339.391 Flash Point 287.5 °C
Transport Information N/A Appearance white to light yellow crystal powder
Safety 36/37/39-26-22-27 Risk Codes 36/37/38
Molecular Structure Molecular Structure of 68858-20-8 (Fmoc-L-Valine) Hazard Symbols IrritantXi
Synonyms

Fmoc-Val-OH;N-((9H-Fluoren-9-ylmethoxy)carbonyl)-L-valine;(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methyl-butanoate;Fmoc-L-Val-OH;

Article Data 39

Fmoc-L-Valine Synthetic route

72-18-4

L-valine

28920-43-6

(fluorenylmethoxy)carbonyl chloride

68858-20-8

Fmoc-Val-OH

Conditions
ConditionsYield
With sodium carbonate In 1,4-dioxane at 0 - 20℃;96%
Stage #1: L-valine With sodium hydrogencarbonate In 1,4-dioxane; water
Stage #2: (fluorenylmethoxy)carbonyl chloride In 1,4-dioxane; water at 0 - 20℃;
70%
With pyridine; HOBT bound to the polystyrene-divinylbenzene copolymer resin 1.) DMF, H2O, 25 deg C, 2.) DMF, H2O, 25 deg C; Yield given. Multistep reaction;
72-18-4

L-valine

100803-86-9

3-(9-Fluorenylmethoxycarbonyl)-benzothiazoline-2-thione

68858-20-8

Fmoc-Val-OH

Conditions
ConditionsYield
With sodium hydroxide In 1,4-dioxane for 12h; Ambient temperature;91%
72-18-4

L-valine

88744-04-1

(9-fluorenyl)methyl pentafluorophenyl carbonate

68858-20-8

Fmoc-Val-OH

Conditions
ConditionsYield
With sodium hydrogencarbonate In water; acetone Ambient temperature;90%
72-18-4

L-valine

102774-86-7

9-fluorenylmethyl N-succinimidyl carbonate

68858-20-8

Fmoc-Val-OH

Conditions
ConditionsYield
With triethylamine In water; acetonitrile for 1h;89%
72-18-4

L-valine

82911-69-1

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

68858-20-8

Fmoc-Val-OH

Conditions
ConditionsYield
With sodium carbonate In N,N-dimethyl-formamide for 0.166667h; Ambient temperature;87%
With sodium hydrogencarbonate In water; acetone86%
Stage #1: L-valine With N-cyclohexyl-cyclohexanamine In acetone at 20℃;
Stage #2: N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide With sodium carbonate In water; acetonitrile at 0 - 20℃; pH=8;
Stage #3: With potassium hydrogensulfate In water; acetonitrile pH=2 - 3;
82%
With sodium hydrogencarbonate In water; N,N-dimethyl-formamide at 0 - 20℃; for 2h;
With sodium carbonate In 1,4-dioxane; water at 20℃; for 18h;
72-18-4

L-valine

Carbonic acid 1,3-dioxo-1,3-dihydro-isoindol-2-yl ester 9H-fluoren-9-ylmethyl ester

68858-20-8

Fmoc-Val-OH

Conditions
ConditionsYield
With potassium carbonate In acetonitrile at 20℃; for 2h;86%
72-18-4

L-valine

99503-04-5

Carbonic acid 3,5-dioxo-4-aza-tricyclo[5.2.1.02,6]dec-8-en-4-yl ester 9H-fluoren-9-ylmethyl ester

68858-20-8

Fmoc-Val-OH

Conditions
ConditionsYield
With tertiary amine In 1,4-dioxane; water for 3h;85%
851713-90-1

N-(9-fluorenylmethoxycarbonyl)valine 1,1-dimethylallyl ester

68858-20-8

Fmoc-Val-OH

Conditions
ConditionsYield
With 4-methyl-morpholine; tetrakis(triphenylphosphine) palladium(0) In tetrahydrofuran at 25℃;82%
72-18-4

L-valine

4-(9-fluorenylmethoxycarbonyloxy) phenyl dimethylsulfonium methylsulfate

68858-20-8

Fmoc-Val-OH

Conditions
ConditionsYield
With triethylamine In water Ambient temperature;75%
72-18-4

L-valine

polymer-bound Fmoc-O-succinimide

polymer-bound Fmoc-O-succinimide

68858-20-8

Fmoc-Val-OH

Conditions
ConditionsYield
With potassium carbonate In acetone at 20℃; for 24h;75%

Fmoc-L-Valine Standards and Recommendations

APPEARANCE of Fmoc-L-Valine: White to off-white crystalline powder
IDENTIFICATION: pass IR Spectrum
ASSAY of Fmoc-L-Valine: 98.5% min
OPTICAL ROTATION[a]20: -17° ~ -19° (C=1 in DMF)
ISOMER IMPURITY: 0.5% max
RELATED SUBSTANCE: pass
LOSS ON DRYING: 0.5% max

Fmoc-L-Valine Specification

The Fmoc-L-Valine is an organic compound with the formula C20H21NO4. The IUPAC name of this chemical is 2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methylbutanoic acid. With the CAS registry number 68858-20-8, it is also named as N-((9H-Fluoren-9-ylmethoxy)carbonyl)-L-valine. The product's categories are Protected Amino Acids; Fluorenes, Flurenones; Amino Acids; Valine [Val, V]; Fmoc-Amino Acids and Derivatives; Amino Acids (N-Protected); Biochemistry; Fmoc-Amino Acids; Fmoc-Amino Acid Series. Besides, it is a white to light yellow crystal powder, which should be stored in a closed cool and dry place.

Physical properties about Fmoc-L-Valine are: (1)ACD/LogP: 4.42; (2)ACD/LogD (pH 5.5): 2.41; (3)ACD/LogD (pH 7.4): 0.9; (4)ACD/BCF (pH 5.5): 13.12; (5)ACD/BCF (pH 7.4): 1; (6)ACD/KOC (pH 5.5): 58.85; (7)ACD/KOC (pH 7.4): 1.81; (8)#H bond acceptors: 5; (9)#H bond donors: 2; (10)#Freely Rotating Bonds: 6; (11)Polar Surface Area: 55.84 Å2; (12)Index of Refraction: 1.589; (13)Molar Refractivity: 93.13 cm3; (14)Molar Volume: 276.1 cm3; (15)Polarizability: 36.92×10-24cm3; (16)Surface Tension: 51.3 dyne/cm; (17)Density: 1.229 g/cm3; (18)Flash Point: 287.5 °C; (19)Enthalpy of Vaporization: 87.58 kJ/mol; (20)Boiling Point: 551.8 °C at 760 mmHg; (21)Vapour Pressure: 5.19E-13 mmHg at 25°C.

When you are using this chemical, please be cautious about it as the following:
This chemical is irritating to eyes, respiratory system and skin. Please take off immediately all contaminated clothing. When you are using it, wear suitable gloves and eye/face protection and do not breathe dust. In case of contact with eyes, rinse immediately with plenty of water and seek medical advice.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C(O)[C@@H](NC(=O)OCC3c1ccccc1c2c3cccc2)C(C)C
(2)InChI: InChI=1/C20H21NO4/c1-12(2)18(19(22)23)21-20(24)25-11-17-15-9-5-3-7-13(15)14-8-4-6-10-16(14)17/h3-10,12,17-18H,11H2,1-2H3,(H,21,24)(H,22,23)/t18-/m0/s1
(3)InChIKey: UGNIYGNGCNXHTR-SFHVURJKBY
(4)Std. InChI: InChI=1S/C20H21NO4/c1-12(2)18(19(22)23)21-20(24)25-11-17-15-9-5-3-7-13(15)14-8-4-6-10-16(14)17/h3-10,12,17-18H,11H2,1-2H3,(H,21,24)(H,22,23)/t18-/m0/s1
(5)Std. InChIKey: UGNIYGNGCNXHTR-SFHVURJKSA-N

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