(2S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-methylbutanoic acid

HCID 978328

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Basic information

CAS: 84000-11-3
Standard SMILES: CC(C)[C@@H](C(=O)O)N(C)C(=O)OCC1c2ccccc2-c2ccccc21
InChIKey: YCXXXPZNQXXRIG-IBGZPJMESA-N
Molecular formula: C21H23NO4
Average molar mass: 353.4 g/mol
Monoisotopic mass: 353.16270822

Names & identifiers

Preferred name: (2S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-methylbutanoic acid
IUPAC: (2S)-2-[9H-fluoren-9-ylmethoxycarbonyl(methyl)amino]-3-methylbutanoic acid
English name: Fmoc-N-Me-Val-OH
Molecular formula: C21H23NO4
Molecular weight: 353.41

Names & synonyms

(2S)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}(methyl)amino)-3-methylbutanoic acidN-[(9H-fluoren-9-ylmethoxy)carbonyl]-N-methyl-L-valine(2S)-2-((((9H-fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-methylbutanoic acidN-((9H-Fluoren-9-ylmethoxy)carbonyl)-N-methyl-L-valineRefChem:397879807-805-3Fmoc-N-Me-Val-OH84000-11-3Fmoc-N-methyl-L-valineFmoc-MeVal-OHMFCD00153395N-Fmoc-N-methyl-L-valine

Show more names

Fmoc-NaLFMOC-N-ALPHA-METHYL-L-VALINEFMOC-L-MEVAL-OHFMOC-N-ME-VALINEFMOC-N-ME-VAL 98.5+%

(2S)-2-[9H-fluoren-9-ylmethoxycarbonyl(methyl)amino]-3-methylbutanoic acid(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)(methyl)amino)-3-methylbutanoic acidN-(((9H-fluoren-9-yl)methoxy)carbonyl)-N-methyl-L-valineM03379AS-19173Fmoc-N-Me-L-Val-OHN-{[(9H-Fluoren-9-yl)methoxy]carbonyl}-N-methyl-L-valine(2S)-2-[9H-fluoren-9-ylmethoxycarbonyl(methyl)amino]-3-methyl-butanoic acid

Database identifiers

CAS: 84000-11-3
PubChem CID: 978328
DTXSID: DTXSID30359654
EC Number: 807-805-3
Nikkaji: J1.753.291J

Properties

Computed structural properties

XLogP: 4.2
Topological polar surface area: 66.8 Å²
Hydrogen bond donors: 1
Hydrogen bond acceptors: 4
Rotatable bonds: 6
Heavy atoms: 26
Formal charge: 0
Complexity: 498

Physicochemical properties

Melting point: 187 · 187-190 °C
alpha: -68 · -68 º (c=1% in DMF)
Boiling point: 527.6 · 527.6±29.0 °C(Predicted)
Density: 1.214 · 1.214±0.06 g/cm3(Predicted)
storage temp.: 2 · 2-8°C
solubility: Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
pka: 3.92 · 3.92±0.10(Predicted)
form: Powder
color: White
optical activity: 20 · [α]20/D 68.0±3°, c = 1% in DMF
Water Solubility: Slightly soluble in water and dimethyl formamide.
BRN: 4560212 · 4560212
Major Application: peptide synthesis
InChI: InChI=1S/C21H23NO4/c1-13(2)19(20(23)24)22(3)21(25)26-12-18-16-10-6-4-8-14(16)15-9-5-7-11-17(15)18/h4-11,13,18-19H,12H2,1-3H3,(H,23,24)/t19-/m0/s1
InChIKey: YCXXXPZNQXXRIG-IBGZPJMESA-N
SMILES: C(O)(=O)[C@H](C(C)C)N(C(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O)C
CAS DataBase Reference: 84000 · 84000-11-3(CAS DataBase Reference)
UNSPSC Code: 12352209 · 12352209
NACRES: 26 · NA.26
Symbol(GHS): 7 · GHS07
Signal word: Warning
Hazard statements: 302 · H302-H315-H319-H335
Precautionary statements: 261 · P261-P301+P312-P302+P352-P304+P340-P305+P351+P338
PPE: 95 · Eyeshields, Gloves, type N95 (US)
Safety Statements: 22 · 22-24/25
WGK Germany: 3 · 3
HazardClass: IRRITANT
HS Code: 2924297099 · 2924297099
Storage Class: 11 · 11 - Combustible Solids

Safety & regulation

GHS classification

GHS Classification · 5 items

This chemical does not meet GHS hazard criteria for 66.7% (2 of 3) of all reports.

Warning

H315 (33.3%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 3 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (33.3%)

Safety data

PPE: Eyeshields, Gloves, type N95 (US)
wgk: 3
hs_code: 2924297099
Signal word: Warning
Symbol(GHS): GHS07
safety_code: 22-24/25
hazard_class: IRRITANT
Storage Class: 11 - Combustible Solids
Hazard statements: H302-H315-H319-H335
Precautionary statements: P261-P301+P312-P302+P352-P304+P340-P305+P351+P338

Chemistry & industry

Applications · 2 items

UsesN-Fmoc-N-methyl-L-valine (Fmoc-N-Me-Val-OH) is used as enzyme substrates and reagents, culture media additives, dyes, stains and indicators. It is also involved in the preparation of N-methylated peptides.

General DescriptionFmoc-N-Me-Val-OH is a modified peptide. It is provided as a white powder with a molecular formula of C21H23NO4 and a molecular weight of 353.41. This compound is indispensable in peptide and peptidomimetic synthesis applications within the pharmaceutical, biotechnology and chemical sectors.