CAS No.68858-20-8,Fmoc-L-Valine Suppliers

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Basic Information

Molecular Structure:
CAS No.:	68858-20-8
Name:	Fmoc-L-Valine
Article Data:	39

Formula:	C₂₀H₂₁NO₄
Molecular Weight:	339.391
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;
EINECS:	272-515-0
Density:	1.229 g/cm³
Melting Point:	143-145 °C(lit.)
Boiling Point:	551.8 °C at 760 mmHg
Flash Point:	287.5 °C
Appearance:	white to light yellow crystal powder
Hazard Symbols:	Xi
Risk Codes:	36/37/38
Safety:	36/37/39-26-22-27
PSA:	79.12000
LogP:	3.83870

Synthetic route

: 72-18-4
L-valine

: 28920-43-6
(fluorenylmethoxy)carbonyl chloride

: 68858-20-8
Fmoc-Val-OH

Conditions

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
With sodium carbonate In N,N-dimethyl-formamide for 0.166667h; Ambient temperature;	87%
With sodium hydrogencarbonate In water; acetone	86%
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

Conditions	Yield
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

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

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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

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