ChemicalBook--->CAS DataBase List--->68858-20-8

68858-20-8

68858-20-8 Structure

68858-20-8 Structure
IdentificationMore
[Name]

FMOC-L-Valine
[CAS]

68858-20-8
[Synonyms]

2-[[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]AMINO]-3-METHYLBUTANOIC ACID
9-FLUORENYLMETHOXYCARBONYL-L-VALINE
FMOC-L-VAL
FMOC-L-VALINE
FMOC-L-VAL-OH
FMOC-VAL
FMOC-VALINE
FMOC-VAL-OH
N-(9-FLUORENYLMETHOXYCARBONYL)-L-VALINE
N-9-FLUORENYLMETHYLOXYCARBONYL-L-VALINE
N-[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]-L-VALINE
N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-L-VALINE
N-ALPHA-FMOC-L-VALINE
N-FMOC-L-VAL
N-FMOC-L-VALINE
N-FMOC-VAL-OH
N-FMOC-L-VALINE 99+%
N-FMOC-VAL-OH (N-FMOC-L-VALINE)
Fmoc-L-Valine98%
L-Valine-15N-N-FMOC
[EINECS(EC#)]

272-515-0
[Molecular Formula]

C20H21NO4
[MDL Number]

MFCD00037124
[Molecular Weight]

339.39
[MOL File]

68858-20-8.mol
Chemical PropertiesBack Directory
[Appearance]

white to light yellow crystal powde
[Melting point ]

143-145 °C(lit.)
[alpha ]

-16 º (c=1,DMF)
[Boiling point ]

475.36°C (rough estimate)
[density ]

1.2270 (rough estimate)
[refractive index ]

-17.5 ° (C=1, DMF)
[storage temp. ]

2-8°C
[solubility ]

Solubility in methanol gives very faint turbidity.
[form ]

Solid
[pka]

3.90±0.10(Predicted)
[color ]

Off-White
[Optical Rotation]

[α]20/D 17±1°, c = 1% in DMF
[Detection Methods]

HPLC,NMR
[BRN ]

2177443
[Major Application]

peptide synthesis
[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
[InChIKey]

UGNIYGNGCNXHTR-SFHVURJKSA-N
[SMILES]

C(O)(=O)[C@H](C(C)C)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O
[CAS DataBase Reference]

68858-20-8(CAS DataBase Reference)
Questions And AnswerBack Directory
[Synthesis]

Synthesis of 68858-20-8

Take a 500mL reaction flask and add chiral amino acid S-3a (4.5g, 38.8mmol), dioxane (40mL), and 10% sodium carbonate (100mL) to the flask. Place the flask in an ice bath and stir mechanically. Add 9-fluorenyl chloroformate (10.0g, 38.8mmol) and dioxane (100mL) to the dropping funnel, slowly adding them dropwise to the reaction flask. Gradually restore the mixture to room temperature and stir overnight. After the reaction is complete, add 100mL of water and extract three times with 50mL of diethyl ether. Take the aqueous phase and cool it in an ice bath. Add 1M dilute HCl to adjust the pH to 1. Extract the aqueous solution three times with 50mL of ethyl acetate. After combining the oil phases, the mixture was dried with magnesium sulfate, filtered, and then evaporated to dryness to obtain intermediate S-4a, namely Fmoc-L-valine (12.6 g, 96%). It was a white solid.
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362+P364-P403+P233-P501c
[Hazard Codes ]

Xi
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S22:Do not breathe dust .
S27:Take off immediately all contaminated clothing .
[WGK Germany ]

3
[Hazard Note ]

Irritant
[HS Code ]

29242990
[Storage Class]

11 - Combustible Solids
Material Safety Data Sheet(MSDS)Back Directory
[msds information]

2-{[(9H-Fluoren-9-ylmethoxy)carbonyl]amino}-3-methylbutanoic acid(68858-20-8).msds
Hazard InformationBack Directory
[Chemical Properties]

white to light yellow crystal powde
[Uses]

It is potentially useful for proteomics studies and solid phase peptide synthesis techniques. Fmoc-valine (in addition to the other amino acids) is commonly used to synthesize 4-thiazolidinones (e.g. (E)-5-(4-Ethylbenzylidene)-2-thioxothiazolidin-4-one [E925745]) and 4-metathiazanones as well.
[General Description]

The product number for this product was previously 04-12-1039.

To obtain a certificate of analysis (CoA) of a lot that begins with the letter “A”, please select the option in the right hand menu “Request a COA for Lot#s starting with A”.
[reaction suitability]

reaction type: Fmoc solid-phase peptide synthesis
Spectrum DetailBack Directory
[Spectrum Detail]

FMOC-L-Valine(68858-20-8)MS
FMOC-L-Valine(68858-20-8)1HNMR
FMOC-L-Valine(68858-20-8)13CNMR
FMOC-L-Valine(68858-20-8)IR1
FMOC-L-Valine(68858-20-8)IR2
Well-known Reagent Company Product InformationBack Directory
[Acros Organics]

FMOC-L-Valine, 98%(68858-20-8)
[Alfa Aesar]

N-Fmoc-L-valine, 98%(68858-20-8)
[Sigma Aldrich]

68858-20-8(sigmaaldrich)
[TCI AMERICA]

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-valine,>98.0%(LC)(T)(68858-20-8)
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